Hélène BERTRAND – Département de Chimie de l'ENS

Maître de conférences (Associate Professor), Sorbonne Université

ENS – Département de chimie
24 rue Lhomond, 75005 Paris

Email: helene.bertrand@ens.psl.eu
Phone: +33 144322440
Office: E037b

Short bio

orcid.org/0000-0002-3841-022X
researcherID: A-5581-2015

Education and professional experience

Sept. 2011 – present: Assistant (2011-2019)/ Associate (2019-) Professor at Sorbonne Université (Faculté Sciences et Ingénierie), Laboratoire des Biomolécules, UMR7203
Sept. 2017 – Aug 2020: Visiting Faculty at Nanyang Technological University, Singapore (School of Physical and Mathematical Sciences, CCEB Division, Group WK Leong)
April – August 2011: Postdoctoral research assistant – ISM UMR5255 – Institut Européen de Chimie et de Biologie (IECB), Bordeaux, France – Advisor: Prof. S. Quideau – Antiviral agents against Influenza A nucleoprotein
March 2009- March 2011: Postdoctoral research assistant – School of Pharmacy, University of London, UK – Advisor: Dr. G. Wells – Direct reversible inhibition of the Keap1-Nrf2 protein-protein interaction
Sept 2005- Oct 2008: PhD in molecular chemistry (Université P. et M. Curie UPMC) – PhD advisors: Dr. M.-P. Teulade-Fichou (Institut Curie) and Dr. D. Fichou (CEA) – Title: Hétérocycles aromatiques étendus: variations structurales pour l’auto- assemblage bi-dimensionnel et la reconnaissance d’ADN G-quadruplexe – Defense: 24 October 2008
2001-2005: ESPCI – PSL, Paris (espci.fr) Master level degree in Science and Engineering
2004-2005: Master II research (organic and bioorganic chemistry), UPMC

Research interests

Bioorganic and bioinorganic chemistry, inorganic medicinal chemistry, Pt anticancer agents, protein-protein interactions, Re-tricarbonyl multimodal probes, intracellular detection, bioimaging, Mn(II) spin-labels, CO-releasing molecules

Memberships

Elected board member of the bioinorganic chemistry group of the Société Chimique de France (SCF) since dec. 2022
Member of Frenchbic (Groupe français de Chimie BioInorganique, http://frenchbic.cnrs.fr/)
Member of FrenchLab Singapore (French Researcher Community in Singapore, CNRS-Ambassade de France-French Chamber Singapore) (https://frenchlab.sg/)

Supervised students and post-doctorants

Postdoctoral researchers:

Sept 2017- Feb 2019: Sounderya Nagarajan (PSL Chimie PINOT) Co-supervision F. Mahuteau-Betzer (CMIB, Institut Curie), ‘New multimodal Probes for Individual Organelle Targeting’
Oct 2018 – Oct 2020: Manon Isaac (ANR JCJC SATIN ‘Single-core Agents for Therapeutics and Imaging’)
Jan 21 – Dec 21: Ramu Vadde (ANR JCJC SATIN ‘Single-core Agents for Therapeutics and Imaging’)
Feb 21 – Jan 22: Priya Ranjan Sahoo (Fondation de la Maison de la Chimie, Pt complexes as anticancer agents with reduced neurotoxicity)

PhD candidates:

Oct 2012 – Oct 2015: Paul Demay-Drouhard (Sorbonne Université SU), Co-supervision C. Policar, ‘Measuring Nanometer-Scale Distances by High-Field Pulsed Electron-Electron Double Resonance Using Mn^II Spin Labels’ (funding ANR MnHFPELDOR), defence 25/10/2015
Oct 2015 – May 2019: Menglan He (SU), Co-supervision C. Policar, ‘Novel rhenium(I) tricarbonyl complexes towards catalytic, photophysical and biological applications’ (China Scholarship Council CSC funding), defence 19/05/2019
Sept 2017 – Nov 2020: Rose Hoste (PSL University), Design, synthesis and characterization of protein-protein inhibitors (ENS scholarship), defence 05/12/2022
Oct 2021 – : Alvaro Lopez-Sanchez (Sorbonne Université SU), Pt anticancer agents with reduced neurotoxicity (funding ED406)
Oct 2022 – : Caitlan Vervisch (Sorbonne Université SU), Impact of redox modulation of the intracellular fate of Pt anticancer drugs (funding Interdisciplinary Program in Cancerology)

Supervision of 8 Master 2 (SU), 2 Master 1 (SU), 5 Erasmus Master 1 (Imperial College London, Heraklion university), 2 L3 (ENS), 2 L3 (SU, Paris Diderot), 3 Professional Licence (SU)

Organization

First ‘Singapore-Paris Chemical Biology Workshop’ (4-7 March 2019): Project supervisor, https://sites.google.com/view/spcb19/home

Teaching

Since 2011: Sorbonne Université, UFR Chimie (926), Parcours accès santé spécifique (PASS), Parcours pré-doctoral ENS, 192h équivalent TD/an
- PASS: general and organic chemistry
- Licence: organic chemistry, biological chemistry, bioinorganic chemistry, pharmacology
- Master (chemistry): organic, bioorganic and bioionorganic chemistry, drug discovery
- Co-responsability of the Licence program ‘Sciences et Chinese Language’ (SU)
Dec 2015: Participation to the Prosfer program (Program of sino-french education for research, pre-doctoral training between French ENS and ECNU (East China Normal University)) as an invited professor: course ‘Biomolecules: targeting and recognition by metal complexes’, 20h, Shanghai
Jan-March 2017: Teaching module at Ecole Polytechnique -: ‘Metal complexes as therapeutic targets and agents’ – 28 h course at M1 level (CHI 581)

Significant publications

Peer-reviewed articles:

Prieux-Klotz C., Chédotal H., Zoumpoulaki M., Chouzenoux S., Chêne C., Lopez-Sanchez A., Thomas M., Ranjan Sahoo P., Policar C., Batteux F., Nicco C., Bertrand H.C., Coriat R., A new Manganese superoxide dismutase mimetic improves oxaliplatin induced neuropathy and global tolerance on mice, Int. J. Mol. Sci, 2022, 23, 12938. https://doi.org/10.3390/ijms232112938
Nagarajan S.,* Poyer F., Fourmois L., Naud-Martin D., Medjoubi K., Somogyi A., Cucchiarini A., Henry L., Delsuc N., Policar C., Bertrand H. C.*, Mahuteau-Betzer F.*, Cellular Detection of a Mitochondria Targeted Brominated Vinyl Triphenylamine Optical Probe (TP−Br) by X-Ray Fluorescence Microscopy, Chem Eur J., 2022, 28 (15), e202104424, DOI: 10.1002/chem.202104424
Policar C., Bouvet J., Bertrand H. C., Delsuc N., SOD mimics: from the tool box of the chemists to cellular studies, Curr. Op. Chem. Biol., 2022, 67, 102109, DOI: 10.1016/j.cbpa.2021.102109
Schanne G, Henry L., Ong H. C., Somogyi A., Medjoubi K., Delsuc N., Policar C., Garcia F.*, Bertrand H. C.*, Rhenium carbonyl complexes bearing methylated triphenylphosphonium cations as antibody-free mitochondria trackers for X-ray fluorescence imaging, Inorg. Chem. Front., 2021, 8, 3905-3915, DOI: 10.1039/D1QI00542A
Paul Demay-Drouhard, H. Y. Vincent Ching, Christophe Decroos, Régis Guillot, Yun Li, Leandro C. Tabares, Clotilde Policar, Helene C. Bertrand, Sun Un, Understanding the g-tensors of perchlorotriphenylmethyl and Finland-type trityl radicals, Phys.Chem.Chem.Phys., 2020, 22, 20792, DOI: 10.1039/d0cp03626a
Mathieu E., Bernard A.-S., Ching H. Y. V., Somogyi A., Medjoubi K., Rodon Fores J., Bertrand H. C., Vincent A., Trepout S., Guerquin-Kern J.-L., Scheitler A., Ivanović-Burmazović I., Seksik P., Delsuc N., Policar C., Anti-inflammatory activity of superoxide dismutase mimics functionalized with cell-penetrating peptides, Dalton Trans. 2020, 49, 2323-2330, DOI: 10.1039/c9dt04619d
Guillaumot M.-A., Cerles O., Bertrand H. C., Benoit E., Nicco C., Chouzenoux S, Schmitt A., Batteux F., Policar C., Coriat R., Oxaliplatin-induced neuropathy: The preventive effect of a new Super-Oxide Dismutase modulator, Oncotarget, 2019, 10(60): 6418–6431, DOI: 10.18632/oncotarget.27248
Dilly S., Fotso A., Lejal N., Zedda G., Chebbo M., Rahman F., Companys S., Bertrand H.C., Vidic J., Noiray M., Alessi M.C., Tarus B., Quideau S., Riteau B., Slama-Schwok A., From naproxen repurposing to naproxen analogues and their antiviral activity against Influenza A virus; J. Med. Chem., 2018, 61 (16), 7202–7217 – DOI: 10.1021/acs.jmedchem.8b00557
He M., Ching H.Y.V., Policar C., Bertrand H.C.*, Rhenium tricarbonyl complexes with arenethiolate axial ligands, New J. Chem., 2018, 42, 11312 – 11323 – DOI: 10.1039/C8NJ01960F
Panagiotakis S., Giannoudis E., Charisiadis A., Paravatou R., Lazaridi M.-E., Kandyli M., Ladomenou K., Angaridis P.A., Bertrand H.C.*, Sharma G.D.*, Coutsolelos A.G.* Increased Efficiency of Dye‐Sensitized Solar Cells by Incorporation of a π Spacer in Donor–Acceptor Zinc Porphyrins Bearing Cyanoacrylic Acid as an Anchoring Group, Eur. J. Inorg. Chem., 2018, 20-21, 2369-2379 – DOI: 10.1002/ejic.201800123
Henry L., Delsuc N., Laugel C., Lambert F., Sandt C., Hostachy S., Bernard A.-S., Bertrand H.C., Grimaud L., Baillet-Guffroy A., Policar C. Labeling of Hyaluronic Acids with a Rhenium-tricarbonyl Tag and Percutaneous Penetration Studied by Multimodal Imaging, Bioconjugate Chem., 2018, 29(4), 987–991- DOI: 10.1021/acs.bioconjchem.7b00825
Georgakopoulos N.D., Frison M., Alvarez M.S.,Bertrand H.; Wells G.,Campanella M. Reversible Keap1 inhibitors are preferential pharmacological tools to modulate cellular mitophagy, Scientific Reports, 2017, 7, 10303 – DOI:1038/s41598-017-07679-7
Charif R., Granotier-Beckers, C., Bertrand H.C., Poupon J., Segal-Bendirdjian E., Teulade-Fichou M.-P., Boussin F., Bombard S. Association of a platinum complex to a G-quadruplex ligand enhances the telomere disruption, Chem. Res. Toxicol. 2017, 30(8), 1629-1640 DOI: 10.1021/acs.chemrestox.7b00131
Ching H. Y. V., Wang X., He M., Perujo Holland N., Guillot R., Slim C., Griveau S., Bertrand H. C., Policar C., Bedioui F., Fontecave M. Rhenium Complexes Based on 2‑Pyridyl-1,2,3-triazole Ligands: A New Class of CO2 Reduction Catalysts, Inorg. Chem. 2017, 56 (5), 2966-2976 – DOI: 10.1021/acs.inorgchem.6b03078
Kerr F., Sofola-Adesakin , Ivanov D.K._, Gatliff J., Gomez Perez-Nievas B., Bertrand H.C., Martinez P., Callard R., Snoeren I., Cochemé H. M., Adcott J., Khericha M., Castillo-Quan J. I., Wells G., Noble W., Thornton J., Partridge L. Direct Keap1-Nrf2 disruption as a potential therapeutic target for Alzheimer’s disease. PLoS Gen 2017, 13 (3):e1006593 – DOI: 10.1371/journal.pgen.1006593
Demay-Drouhard P., Chamoreau L.-M., Guillot R., Policar C., Bertrand H. C.* Synthesis of homoditopic ligands with an incrementable rodlike backbone, J. Org. Chem. 2017, 131-137 – DOI: 10.1002/ejoc.201601081
Akhmetzyanov D., Ching H. Y. V., Denysenkov V. P., Demay-Drouhard P., Bertrand H. C., Tabares L. C., Policar C., Prisner T., Un S., RIDME Spectroscopy on High-Spin Mn2+ Centers, Phys.Chem.Chem.Phys. 2016, 18, 30857-30866 – DOI: 10.1039/C6CP05239H
Ferńandez E., Hostachy S., Sandt C., Rodŕıguez G., Bertrand H. C., Clède S., Ćocera M., de la Maza A., Lambert F., Policar C., Ĺopez O., Monitoring bicosomes containing antioxidants in normal and irradiated skin, RSC Adv., 2016, 6, 72559-72567 – DOI: 10.1039/c6ra11170j
Kaminska K. K., Bertrand H. C., Tajima H., Stafford W. C., Cheng Q., Chen W., Wells G., Arner E., Chew E.-H., Indolin-2-one compounds targeting thioredoxin reductase as potential anticancer drug leads, Oncotarget, 2016, 7(26), 40233-40251 – DOI: 10.18632/oncotarget.9579
Demay-Drouhard P., Ching H. Y. V., Akhmetzyanov D. Guillot R., Tabares L. C., Bertrand H. C.,* Policar C.*, A bis-Manganese(II)-DOTA complex for Pulsed Dipolar Spectroscopy, ChemPhysChem, 2016, 17 (13), 2066-78 – DOI: 10.1002/cphc.201600234
Ching H. Y. V., Mascali F. C., Bertrand H.C., Bruch E. M., Demay-Drouhard P., Rasia R. M., Policar C., Tabares L. C., Un S. The Use of Mn(II) Bound to His-tags as Genetically Encodable Spin-Label for Nanometric Distance Determination in Proteins. J. Phys. Chem. Lett., 2016, 7 (6), 1072–1076 – DOI: 10.1021/acs.jpclett.6b00362
Clède S., Cowan N., Lambert F., Bertrand H. C., Rubbiani R., Patra M., Hess J., Sandt C., Trcera N., Gasser G., Keiser J., Policar C. Bimodal X-ray and Infrared Imaging of an Organometallic Derivative of Praziquantel in Schistosoma Mansoni. ChemBioChem, 2016, 17 (11), 1004-1007 – DOI: 10.1002/cbic.201500688
Bertrand H. C., Schaap M., Baird L., Georgakopoulos N. D., Fowkes A., Thiollier C., Kachi H., Dinkova-Kostova A. T., Wells G. Design, Synthesis, and Evaluation of Triazole Derivatives That Induce Nrf2 Dependent Gene Products and Inhibit the Keap1-Nrf2 Protein-Protein Interaction. J. Med. Chem., 2015, 58 (18), pp 7186–7194 – DOI: 10.1021/acs.jmedchem.5b00602
Ching H. Y. V., Demay-Drouhard P., Bertrand H. C., Policar C., Tabares L. C., Un S. Nanometric distance measurements between Mn(II)DOTA centers. Phys. Chem.Chem.Phys., 2015, 17, 23368-23377 – DOI: 10.1039/c5cp03487f
Tarus B., Bertrand H., Zedda G., Di Primo C., Quideau S., Slama-Schwok A. Structure-based design of novel naproxen derivatives targeting monomeric nucleoprotein of Influenza A virus. J. Biomol. Struct. Dyn., 2014, Nov 19, 1-14 – DOI: 10.1080/07391102.2014.979230
East A., Fagani F., Crosby J., Georgakopoulos N., Bertrand H., Schaap M., Fowkes A., Wells G., Campanella M. PMI: a novel, DY_m independent, Mitophagy Inducer. Chemistry and Biology, 2014, 21, 1585-1596 – DOI: 10.1016/j.chembiol.2014.09.019
Bertrand H. C., Clède S., Guillot R., Lambert F., Policar C. Luminescence Modulations of Rhenium Tricarbonyl Complexes Induced by Structural Variations, Inorg. Chem., 2014, 53 (12), 6204 – 6223 – DOI: 10.1021/ic5007007
Nagle A. A., Reddy S. A., Bertrand H., Tajima H., Dang T.-M., Wong S.-C., Hayes J. D., Wells G., Chew E.-H. 3-(2-Oxoethylidene)indolin-2-one derivatives activate Nrf2 and inhibit NF-kB: potential candidates for chemoprevention, ChemMedChem, 2014, 9 (8), 1763-1774 – DOI: 10.1002/cmdc.201402038
Clède S., Lambert F., Saint-Fort R., Plamont M.-A., Bertrand H., Vessières A., Policar C. Influence of the side chain length on the cellular uptake and the cytotoxicity of Rhenium tris-carbonyl derivatives: a bimodal infrared and luminescence quantitative study Chem. Eur. J., 2014, 20 (28), 8714-8722 – DOI: 10.1002/chem.201402471
Garcia L.; Franzoni S.; Mussi F.; Aumont-Niçaise M.; Bertrand H.; Desmadril M.; Pelosi G.; Buschini A.; Policar C. Apo-neocarzinostatin: a protein carrier for Cu(II) glycocomplexes and Cu(II) into U937 and HT29 cell lines, J. Inorg. Biochem., 2014, 135, 40-44. – DOI: 10.1016/j.jinorgbio.2014.02.006
Bertrand H., Guillot R., Teulade-Fichou M.-P., Fichou D. Synthesis, Properties, and Remarkable 2D Self-Assembly at the Liquid/Solid Interface of a Series of Triskele-Shaped 5,11,17-Triazatrinaphthylenes (TrisK). Chem. Eur. J., 2013, 19, 14654-14664 – DOI: 10.1002/chem.201300705
Hancock R.; Bertrand H. C.; Tsujita T.; Naz S.; El-Bakry A.; Laoruchupong J.; Hayes J. D.; Wells G.; Peptide inhibitors of the Keap1–Nrf2 protein–protein interaction. Free Rad. Biol. Med., 2012, 52 (2), 444-451 – DOI:10.1016/j.freeradbiomed.2011.10.486
Bertrand H.; Silly F.; Teulade-Fichou M.-P.; Tortech L.; Fichou D.; Locking the free-rotation of a prochiral star-shaped guest molecule inside a two-dimensional nanoporous network by introduction of chlorine atoms. Chem. Commun., 2011, 47 (36), 10091-10093 – DOI: 10.1039/c1cc12951a
Bertrand H.; Granzhan A.; Monchaud D.; Saettel N.; Guillot R.; Clifford S.; Mergny J.-L.; Teulade-Fichou M.-P.; Recognition of G-Quadruplex DNA by Triangular Star-Shaped Compounds: With or Without Side Chains? Chem. Eur. J., 2011, 17 (16), 4529-4539 – DOI: 10.1002/chem.201002810
Bertrand H., Bombard S., Monchaud D., Talbot E., Guédin A., Mergny J.-L., Grünert R., Bednarsky P.J., Teulade-Fichou M.-P. Exclusive platination of loop adenines in the human telomeric G-quadruplex. Org. Biomol. Chem. 2009, 7, 2864-2871 – DOI: 10.1039/b904599f
Monchaud D., Allain C., Bertrand H., Smargiasso N., Rosu F., Gabelica V., De Cian A., Mergny J.-L., Teulade-Fichou M.-P. Ligands playing musical chairs with G-quadruplex DNA: A rapid and simple displacement assay for identifying selective G-quadruplex binders. Biochimie 2008, 90, 1207-1223 – DOI: 10.1016/j.biochi.2008.02.019
De Cian A., Grellier P., Mouray E., Depoix D., Bertrand H., Monchaud D., Teulade-Fichou M.-P., Mergny J.-L., Alberti P. Plasmodium Telomeric Sequences: Structure, Stability and Quadruplex Targeting by Small Compounds. ChemBioChem 2008, 9, 2730–2739 – DOI: 10.1002/cbic.200800330
Bertrand H., Bombard S., Monchaud D., Teulade-Fichou, M.-P. A platinum-quinacridine hybrid as a G-quadruplex ligand. J. Biol. Inorg. Chem. 2007, 12 (7), 1003-1014 – DOI: 10.1007/s00775-007-0273-3
Bertrand H., Monchaud D., de Cian A., Mergny J.-L., Teulade-Fichou, M.-P. The importance of metal geometry in the recognition of G-quadruplex-DNA by metal-terpyridine complexes. Org. Biomol. Chem. 2007, 5 (16), 2555-2559 – DOI: 10.1039/B708635K
Lartia R., Bertrand H., Teulade-Fichou M.-P. Improved synthesis of quinacridine derivatives. Synlett 2006, 4, 610-614 – DOI: 10.1055/s-2006-932465

Proceedings:

Bertrand H., Bombard S., Monchaud D., Teulade-Fichou M.-P. New platinum(II) complexes targeting the loops of the human telomeric G-quadruplex. Nucleic Acids Symposium Series, 2008, 52, 163-164 – DOI: 10.1093/nass/nrn083

Patents:

Slama-Schowk A., Delmas B., Quideau S., Bertrand H., Tarus B., Antiviral compositions directed against the influenza virus nucleoprotein. 13/12/2012, WO2012143141 A3

Policar C., Delsuc N., Lambert F., Bertrand H., Bernard A. S., Hostachy, S. Functionalizable molecular probe for X-ray fluorescence spectroscopy and multimodal imaging, 06/07/2015, application number 15175553.5 – 1408

e-book chapter:

Biochemical assays and biophysical tools for inhibitor identification and validation. Fowkes A., Bertrand H., Wells G. In: Understanding and Exploiting Protein–Protein Interactions as Drug Targets, Unitec House, 2 Albert Place, London N3 1QB, UK (Future Science Ltd) 2013, Pages 104-116 – eBook ISBN: 978-1-909453-46-3

Publications

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2024

Pt(iv) anticancer prodrugs bearing an oxaliplatin scaffold: what do we know about their bioactivity? Article de journal

Alvaro Lopez-Sanchez; Helene C Bertrand

Inorg. Chem. Front., 11 , p. 1639-1667, 2024.

2022

Cellular Detection of a Mitochondria Targeted Brominated Vinyl Triphenylamine Optical Probe (TP−Br) by X-Ray Fluorescence Microscopy Article de journal

Sounderya Nagarajan; Florent Poyer; Laura Fourmois; Delphine Naud-Martin; Kadda Medjoubi; Andrea Somogyi; Gabrielle Schanne; Lucas Henry; Nicolas Delsuc; Clotilde Policar; Helene C Bertrand; Florence Mahuteau-Betzer

Chemistry – A European Journal, 28 (15), p. e202104424, 2022.

SOD mimics: From the tool box of the chemists to cellular studies Article de journal

Clotilde Policar; Jean Bouvet; Hélène C Bertrand; Nicolas Delsuc

Current Opinion in Chemical Biology, 67 , p. 102109, 2022, ISSN: 1367-5931.

2021

Rhenium carbonyl complexes bearing methylated triphenylphosphonium cations as antibody-free mitochondria trackers for X-ray fluorescence imaging Article de journal

Gabrielle Schanne; Lucas Henry; How Chee Ong; Andrea Somogyi; Kadda Medjoubi; Nicolas Delsuc; Clotilde Policar; Felipe García; Helene C Bertrand

Inorg. Chem. Front., 8 , p. 3905-3915, 2021.

2020

Anti-inflammatory activity of superoxide dismutase mimics functionalized with cell-penetrating peptides Article de journal

Emilie Mathieu; Anne-Sophie Bernard; Vincent H Y Ching; Andrea Somogyi; Kadda Medjoubi; Jennifer Rodon Fores; Hélène C Bertrand; Amandine Vincent; Sylvain Trépout; Jean-Luc Guerquin-Kern; Andreas Scheitler; Ivana Ivanović-Burmazović; Philippe Seksik; Nicolas Delsuc; Clotilde Policar

Dalton Trans., 49 , p. 2323-2330, 2020.

2019

Oxaliplatin-induced neuropathy: the preventive effect of a new super-oxide dismutase modulator Article de journal

Marie-Anne Guillaumot; Olivier Cerles; Hélène C Bertrand; Evelyne Benoit; Carole Nicco; Sandrine Chouzenoux; Alain Schmitt; Frédéric Batteux; Clotilde Policar; Romain Coriat

Oncotarget, 10 (60), p. 6418-6431, 2019, ISSN: 1949-2553.

2018

From Naproxen Repurposing to Naproxen Analogues and Their Antiviral Activity against Influenza A Virus Article de journal

Sébastien Dilly; Aurélien Fotso Fotso; Nathalie Lejal; Gloria Zedda; Mohamad Chebbo; Fryad Rahman; Simon Companys; Hélène C Bertrand; Jasmina Vidic; Magali Noiray; Marie-Christine Alessi; Bogdan Tarus; Stéphane Quideau; Béatrice Riteau; Anny Slama-Schwok

Journal of Medicinal Chemistry, 61 (16), p. 7202–7217, 2018, ISSN: 0022-2623.

Rhenium tricarbonyl complexes with arenethiolate axial ligands Article de journal

M He; H Y V Ching; C Policar; H C Bertrand

New Journal of Chemistry, 42 (14), p. 11312–11323, 2018.

Increased Efficiency of Dye-Sensitized Solar Cells by Incorporation of a π Spacer in Donor–Acceptor Zinc Porphyrins Bearing Cyanoacrylic Acid as an Anchoring Group Article de journal

S Panagiotakis; E Giannoudis; A Charisiadis; R Paravatou; M -E Lazaridi; M Kandyli; K Ladomenou; P A Angaridis; H C Bertrand; G D Sharma; A G Coutsolelos

European Journal of Inorganic Chemistry, 2018 (20), p. 2369–2379, 2018.

Labeling of Hyaluronic Acids with a Rhenium-tricarbonyl Tag and Percutaneous Penetration Studied by Multimodal Imaging Article de journal

L Henry; N Delsuc; C Laugel; F Lambert; C Sandt; S Hostachy; A -S Bernard; H C Bertrand; L Grimaud; A Baillet-Guffroy; C Policar

Bioconjugate Chemistry, 29 (4), p. 987–991, 2018.

2017

Direct Keap1-Nrf2 disruption as a potential therapeutic target for Alzheimer's disease Article de journal

Fiona Kerr; Oyinkan Sofola-Adesakin; Dobril K Ivanov; Jemma Gatliff; Beatriz Gomez Perez-Nievas; Hélène C Bertrand; Pedro Martinez; Rebecca Callard; Inge Snoeren; Helena M Cochemé; Jennifer Adcott; Mobina Khericha; Jorge Iván Castillo-Quan; Geoffrey Wells; Wendy Noble; Janet Thornton; Linda Partridge

PLOS Genetics, 13 (3), p. e1006593, 2017.

@article{Kerr2017,
title = {Direct Keap1-Nrf2 disruption as a potential therapeutic target for Alzheimer's disease},
author = {Fiona Kerr and Oyinkan Sofola-Adesakin and Dobril K Ivanov and Jemma Gatliff and Beatriz {Gomez Perez-Nievas} and H\'{e}l{\`{e}}ne C Bertrand and Pedro Martinez and Rebecca Callard and Inge Snoeren and Helena M Cochem\'{e} and Jennifer Adcott and Mobina Khericha and Jorge Iv\'{a}n Castillo-Quan and Geoffrey Wells and Wendy Noble and Janet Thornton and Linda Partridge},
url = {https://doi.org/10.1371/journal.pgen.1006593},
year = {2017},
date = {2017-03-01},
journal = {PLOS Genetics},
volume = {13},
number = {3},
pages = {e1006593},
publisher = {Public Library of Science},
abstract = {Author summary As our population ages the incidence of neurodegenerative diseases, including Alzheimer's disease (AD), is predicted to increase dramatically. Despite providing important symptomatic relief, existing treatments for such conditions do not slow-down disease progression, and this will cause an overwhelming future burden on our healthcare system and immense suffering for many more patients and their families. Nrf2 is a gene that normally protects cells from stressful conditions. Although we don't know why, Nrf2 is reduced in the brains of AD patients and this may explain the increased susceptibility of neurons to damage in neurodegenerative diseases. Our research, using a fruit fly model, identifies Keap1, a negative regulator of Nrf2, as a valid target for the rescue of AD-related Nrf2 defects and the subsequent prevention of neuronal degeneration. Moreover, we show that a new compound, which directly blocks the binding between Nrf2 and Keap1, can prevent toxicity of the AD-initiating A$beta$ peptide in mouse neurons. Hence, our study provides strong evidence that direct Keap1-Nrf2 disruptors can specifically target the defects in Nrf2 activity observed in neurodegenerative diseases, and supports the further development of such compounds as potential new drugs to prevent neuronal decline AD and other neurodegenerative conditions.},
keywords = {},
pubstate = {published},
tppubtype = {article}
}

Fermer

Synthesis of Homoditopic Ligands with an Incrementable Rodlike Backbone Article de journal

P Demay-Drouhard; L -M Chamoreau; R Guillot; C Policar; H C Bertrand

European Journal of Organic Chemistry, 2017 (1), p. 131–137, 2017.

Reversible Keap1 inhibitors are preferential pharmacological tools to modulate cellular mitophagy Article de journal

Nikolaos D Georgakopoulos; Michele Frison; Maria Soledad Alvarez; Hélène Bertrand; Geoff Wells; Michelangelo Campanella

Scientific Reports, 7 (1), p. 10303, 2017, ISSN: 2045-2322.

Rhenium Complexes Based on 2-Pyridyl-1,2,3-triazole Ligands: A New Class of CO2 Reduction Catalysts Article de journal

H Y V Ching; X Wang; M He; N Perujo Holland; R Guillot; C Slim; S Griveau; H C Bertrand; C Policar; F Bedioui; M Fontecave

Inorganic Chemistry, 56 (5), p. 2966–2976, 2017.

Association of a Platinum Complex to a G-Quadruplex Ligand Enhances Telomere Disruption Article de journal

R Charif; C Granotier-Beckers; H C Bertrand; J Poupon; E Ségal-Bendirdjian; M -P Teulade-Fichou; F D Boussin; S Bombard

Chemical Research in Toxicology, 30 (8), p. 1629–1640, 2017.

2016

Indolin-2-one compounds targeting thioredoxin reductase as potential anticancer drug leads Article de journal

Kamila K Kaminska; Helene C Bertrand; Hisashi Tajima; William C Stafford; Qing Cheng; Wan Chen; Geoffrey Wells; Elias S J Arner; Eng-Hui Chew

Oncotarget, 7 (26), p. 40233–40251, 2016, ISSN: 1949-2553.

@article{Kaminska2016,
title = {Indolin-2-one compounds targeting thioredoxin reductase as potential anticancer drug leads},
author = {Kamila K Kaminska and Helene C Bertrand and Hisashi Tajima and William C Stafford and Qing Cheng and Wan Chen and Geoffrey Wells and Elias S J Arner and Eng-Hui Chew},
url = {https://www.ncbi.nlm.nih.gov/pubmed/27244886 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5130005/},
doi = {10.18632/oncotarget.9579},
issn = {1949-2553},
year = {2016},
date = {2016-05-01},
journal = {Oncotarget},
volume = {7},
number = {26},
pages = {40233--40251},
publisher = {Impact Journals LLC},
abstract = {Several compounds bearing the indolinone chemical scaffold are known to possess anticancer properties. For example, the tyrosine kinase inhibitor sunitinib is an arylideneindolin-2-one compound. The chemical versatility associated with structural modifications of indolinone compounds underlies the potential to discover additional derivatives possessing anticancer properties. Previously synthesized 3-(2-oxoethylidene)indolin-2-one compounds, also known as supercinnamaldehyde (SCA) compounds in reference to the parent compound 1 [1-methyl-3(2-oxopropylidene)indolin-2-one], bear a nitrogen-linked $alpha$,$beta$-unsaturated carbonyl (Michael acceptor) moiety. Here we found that analogs bearing N-substituents, in particular compound 4 and 5 carrying an N-butyl and N-benzyl substituent, respectively, were strongly cytotoxic towards human HCT 116 colorectal and MCF-7 breast carcinoma cells. These compounds also displayed strong thioredoxin reductase (TrxR) inhibitory activity that was likely attributed to the electrophilicity of the Michael acceptor moiety. Their selectivity towards cellular TrxR inhibition over related antioxidant enzymes glutathione reductase (GR), thioredoxin (Trx) and glutathione peroxidase (GPx) was mediated through targeting of the selenocysteine (Sec) residue in the highly accessible C-terminal active site of TrxR. TrxR inhibition mediated by indolin-2-one compounds led to cellular Trx oxidation, increased oxidative stress and activation of apoptosis signal-regulating kinase 1 (ASK1). These events also led to activation of p38 and JNK mitogen-activated protein kinase (MAPK) signaling pathways, and cell death with apoptotic features of PARP cleavage and caspase 3 activation. In conclusion, these results suggest that indolin-2-one-based compounds specifically targeting TrxR may serve as novel drug leads for anticancer therapy.},
keywords = {},
pubstate = {published},
tppubtype = {article}
}

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The Use of Mn(II) Bound to His-tags as Genetically Encodable Spin-Label for Nanometric Distance Determination in Proteins Article de journal

H Y V Ching; F C Mascali; H C Bertrand; E M Bruch; P Demay-Drouhard; R M Rasia; C Policar; L C Tabares; S Un

Journal of Physical Chemistry Letters, 7 (6), p. 1072–1076, 2016.

RIDME spectroscopy on high-spin Mn2+ centers Article de journal

D Akhmetzyanov; H Y V Ching; V Denysenkov; P Demay-Drouhard; H C Bertrand; L C Tabares; C Policar; T F Prisner; S Un

Physical Chemistry Chemical Physics, 18 (44), p. 30857–30866, 2016.

@article{Akhmetzyanov:2016,
title = {RIDME spectroscopy on high-spin Mn2+ centers},
author = {D Akhmetzyanov and H Y V Ching and V Denysenkov and P Demay-Drouhard and H C Bertrand and L C Tabares and C Policar and T F Prisner and S Un},
url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85025823502&doi=10.1039%2fc6cp05239h&partnerID=40&md5=d3a6cd609c88b382cf0297ed361d4003},
doi = {10.1039/c6cp05239h},
year = {2016},
date = {2016-01-01},
journal = {Physical Chemistry Chemical Physics},
volume = {18},
number = {44},
pages = {30857--30866},
abstract = {Pulsed EPR dipolar spectroscopy is a powerful tool for determining the structure and conformational dynamics of biological macromolecules, as it allows precise measurements of distances in the range of 1.5-10 nm. Utilization of high-spin Mn2+ species as spin probes for distance measurements is of significant interest, because they are biologically compatible and endogenous in numerous biological systems. However, to date dipolar spectroscopy experiments with this kind of species have been underexplored. Here we present pulsed electron electron double resonance (PELDOR also called DEER) and relaxation-induced dipolar modulation enhancement (RIDME) experiments, which have been performed at W-band (94 GHz) and J-band frequencies (263 GHz) on a bis-MnDOTA (DOTA = 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetate) model system. The distances obtained from these experiments are in good agreement with predictions. RIDME experiments reveal a significantly higher modulation depth compared to PELDOR, which is an important consideration for biological samples. These experiments also feature higher harmonics of the dipolar coupling frequency due to effective multiple-quantum relaxation of high-spin Mn2+ as well as the multiple-component background function. Harmonics of the dipolar coupling frequency were taken into account by including additional terms in the kernel function of Tikhonov regularization analysis. © The Owner Societies 2016.},
keywords = {},
pubstate = {published},
tppubtype = {article}
}

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Monitoring bicosomes containing antioxidants in normal and irradiated skin Article de journal

E Fernández; S Hostachy; C Sandt; G Rodríguez; H C Bertrand; S Clède; M Cócera; A D L Maza; F Lambert; C Policar; O López

RSC Advances, 6 (76), p. 72559–72567, 2016.

@article{Fernandez:2016,
title = {Monitoring bicosomes containing antioxidants in normal and irradiated skin},
author = {E Fern\'{a}ndez and S Hostachy and C Sandt and G Rodr\'{i}guez and H C Bertrand and S Cl\`{e}de and M C\'{o}cera and A D L Maza and F Lambert and C Policar and O L\'{o}pez},
url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-84982684419&doi=10.1039%2fc6ra11170j&partnerID=40&md5=126bef944046a09450ae86ce5985c07f},
doi = {10.1039/c6ra11170j},
year = {2016},
date = {2016-01-01},
journal = {RSC Advances},
volume = {6},
number = {76},
pages = {72559--72567},
abstract = {This study evaluates the penetration of bicosome systems incorporating two different antioxidants into normal skin and skin exposed to ultraviolet-visible radiation (UV-VIS) by Fourier-transform infrared microspectroscopy (FT-IR) using synchrotron radiation. Bicosomes are phospholipid assemblies based on mixtures of discoidal lipid structures protected by spherical lipid vesicles able to incorporate different molecules. In the current work, the antioxidants incorporated in these systems were β-carotene and a Mn complex as a superoxide dismutase (SOD) mimic. Additionally, a rhenium tri-carbonyl derivative was incorporated in the bicosome systems in order to map their penetration following the tag specific carbonyl signal by FT-IR microspectroscopy. The characterization of bicosome systems using the dynamic light scattering technique (DLS) showed a modification in the size of the systems containing β-carotene (Bcβ) or MnII complex (BcMn). After skin permeation, FT-IR results indicated a higher and deeper penetration of the BcMn system than the Bcβ system into the skin. Likely, the different physicochemical properties of both antioxidants could be responsible for this effect. Moreover, the penetration of both bicosome systems in irradiated skin was lower in comparison with the normal skin. This fact could be a consequence of the alteration of water transport in the skin during the irradiation process. In conclusion, these results indicated the effectiveness of bicosome systems as skin carriers, and provide information to protect skin under radiation using antioxidants. © The Royal Society of Chemistry 2016.},
keywords = {},
pubstate = {published},
tppubtype = {article}
}

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Indolin-2-one compounds targeting thioredoxin reductase as potential anticancer drug leads Article de journal

K K Kaminska; H C Bertrand; H Tajima; W C Stafford; Q Cheng; W Chen; G Wells; E S J Arner; E -H Chew

Oncotarget, 7 (26), p. 40233–40251, 2016.

@article{Kaminska:2016,
title = {Indolin-2-one compounds targeting thioredoxin reductase as potential anticancer drug leads},
author = {K K Kaminska and H C Bertrand and H Tajima and W C Stafford and Q Cheng and W Chen and G Wells and E S J Arner and E -H Chew},
url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-84983002228&doi=10.18632%2foncotarget.9579&partnerID=40&md5=21b5120cc53147d2dce47cf9545ab207},
doi = {10.18632/oncotarget.9579},
year = {2016},
date = {2016-01-01},
journal = {Oncotarget},
volume = {7},
number = {26},
pages = {40233--40251},
abstract = {Several compounds bearing the indolinone chemical scaffold are known to possess anticancer properties. For example, the tyrosine kinase inhibitor sunitinib is an arylideneindolin-2-one compound. The chemical versatility associated with structural modifications of indolinone compounds underlies the potential to discover additional derivatives possessing anticancer properties. Previously synthesized 3-(2-oxoethylidene)indolin-2-one compounds, also known as supercinnamaldehyde (SCA) compounds in reference to the parent compound 1 [1-methyl-3(2- oxopropylidene)indolin-2-one], bear a nitrogen-linked α,β-unsaturated carbonyl (Michael acceptor) moiety. Here we found that analogs bearing N-substituents, in particular compound 4 and 5 carrying an N-butyl and N-benzyl substituent, respectively, were strongly cytotoxic towards human HCT 116 colorectal and MCF-7 breast carcinoma cells. These compounds also displayed strong thioredoxin reductase (TrxR) inhibitory activity that was likely attributed to the electrophilicity of the Michael acceptor moiety. Their selectivity towards cellular TrxR inhibition over related antioxidant enzymes glutathione reductase (GR), thioredoxin (Trx) and glutathione peroxidase (GPx) was mediated through targeting of the selenocysteine (Sec) residue in the highly accessible C-terminal active site of TrxR. TrxR inhibition mediated by indolin-2-one compounds led to cellular Trx oxidation, increased oxidative stress and activation of apoptosis signal-regulating kinase 1 (ASK1). These events also led to activation of p38 and JNK mitogen-activated protein kinase (MAPK) signaling pathways, and cell death with apoptotic features of PARP cleavage and caspase 3 activation. In conclusion, these results suggest that indolin-2-one-based compounds specifically targeting TrxR may serve as novel drug leads for anticancer therapy.},
keywords = {},
pubstate = {published},
tppubtype = {article}
}

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Bimodal X-ray and Infrared Imaging of an Organometallic Derivative of Praziquantel in Schistosoma mansoni Article de journal

S Clède; N Cowan; F Lambert; H C Bertrand; R Rubbiani; M Patra; J Hess; C Sandt; N Trcera; G Gasser; J Keiser; C Policar

ChemBioChem, 17 (11), p. 1004–1007, 2016.

A Bis-Manganese(II)–DOTA Complex for Pulsed Dipolar Spectroscopy Article de journal

P Demay-Drouhard; H Y V Ching; D Akhmetzyanov; R Guillot; L C Tabares; H C Bertrand; C Policar

ChemPhysChem, p. 2066–2078, 2016.

@article{Demay-Drouhard:2016,
title = {A Bis-Manganese(II)\textendashDOTA Complex for Pulsed Dipolar Spectroscopy},
author = {P Demay-Drouhard and H Y V Ching and D Akhmetzyanov and R Guillot and L C Tabares and H C Bertrand and C Policar},
url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-84977597209&doi=10.1002%2fcphc.201600234&partnerID=40&md5=38a2466ad0f00d0edb158d200429986c},
doi = {10.1002/cphc.201600234},
year = {2016},
date = {2016-01-01},
journal = {ChemPhysChem},
pages = {2066--2078},
abstract = {High-spin gadolinium(III) and manganese(II) complexes have emerged as alternatives to standard nitroxide radical spin labels for measuring nanometric distances by using pulsed electron\textendashelectron double resonance (PELDOR or DEER) at high fields/frequencies. For certain complexes, particularly those with relatively small zero-field splitting (ZFS) and short distances between the two metal centers, the pseudosecular term of the dipolar coupling Hamiltonian is non-negligible. However, in general, the contribution from this term during conventional data analysis is masked by the flexibility of the molecule of interest and/or the long tethers connecting them to the spin labels. The efficient synthesis of a model system consisting of two [Mn(dota)]2− (MnDOTA; DOTA4−=1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetate) directly connected to the ends of a central rodlike oligo(phenylene\textendashethynylene) (OPE) spacer is reported. The rigidity of the OPE is confirmed by Q-band PELDOR measurements on a bis-nitroxide analogue. The MnII−MnII distance distribution profile determined by W-band PELDOR is in reasonable agreement with one simulated by using a simple rotamer analysis. The small degree of flexibility arising from the linking MnDOTA arm appears to outweigh the contribution from the pseudosecular term at this interspin distance. This study illustrates the potential of MnDOTA-based spin labels for measuring fairly short nanometer distances, and also presents an interesting candidate for in-depth studies of pulsed dipolar spectroscopy methods on MnII−MnII systems. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim},
keywords = {},
pubstate = {published},
tppubtype = {article}
}

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2015

Design, Synthesis, and Evaluation of Triazole Derivatives That Induce Nrf2 Dependent Gene Products and Inhibit the Keap1–Nrf2 Protein–Protein Interaction Article de journal

Hélène C Bertrand; Marjolein Schaap; Liam Baird; Nikolaos D Georgakopoulos; Adrian Fowkes; Clarisse Thiollier; Hiroko Kachi; Albena T Dinkova-Kostova; Geoff Wells

Journal of Medicinal Chemistry, 58 (18), p. 7186–7194, 2015, ISSN: 0022-2623.

Structure-based design of novel naproxen derivatives targeting monomeric nucleoprotein of Influenza A virus Article de journal

Bogdan Tarus; Hélène Bertrand; Gloria Zedda; Carmelo Di Primo; Stéphane Quideau; Anny Slama-Schwok

Journal of biomolecular structure & dynamics, 33 (9), p. 1899–1912, 2015, ISSN: 1538-0254.

@article{Tarus2015,
title = {Structure-based design of novel naproxen derivatives targeting monomeric nucleoprotein of Influenza A virus},
author = {Bogdan Tarus and H\'{e}l{\`{e}}ne Bertrand and Gloria Zedda and Carmelo {Di Primo} and St\'{e}phane Quideau and Anny Slama-Schwok},
url = {https://www.ncbi.nlm.nih.gov/pubmed/25333630 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4548311/},
doi = {10.1080/07391102.2014.979230},
issn = {1538-0254},
year = {2015},
date = {2015-09-01},
journal = {Journal of biomolecular structure & dynamics},
volume = {33},
number = {9},
pages = {1899--1912},
publisher = {Taylor & Francis},
edition = {2014/11/19},
abstract = {The nucleoprotein (NP) binds the viral RNA genome as oligomers assembled with the polymerase in a ribonucleoprotein complex required for transcription and replication of influenza A virus. Novel antiviral candidates targeting the nucleoprotein either induced higher order oligomers or reduced NP oligomerization by targeting the oligomerization loop and blocking its insertion into adjacent nucleoprotein subunit. In this study, we used a different structure-based approach to stabilize monomers of the nucleoprotein by drugs binding in its RNA-binding groove. We recently identified naproxen as a drug competing with RNA binding to NP with antiinflammatory and antiviral effects against influenza A virus. Here, we designed novel derivatives of naproxen by fragment extension for improved binding to NP. Molecular dynamics simulations suggested that among these derivatives, naproxen A and C0 were most promising. Their chemical synthesis is described. Both derivatives markedly stabilized NP monomer against thermal denaturation. Naproxen C0 bound tighter to NP than naproxen at a binding site predicted by MD simulations and shown by competition experiments using wt NP or single-point mutants as determined by surface plasmon resonance. MD simulations suggested that impeded oligomerization and stabilization of monomeric NP is likely to be achieved by drugs binding in the RNA grove and inducing close to their binding site conformational changes of key residues hosting the oligomerization loop as observed for the naproxen derivatives. Naproxen C0 is a potential antiviral candidate blocking influenza nucleoprotein function.},
keywords = {},
pubstate = {published},
tppubtype = {article}
}

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Nanometric distance measurements between Mn(II)DOTA centers Article de journal

H Y Vincent Ching; P Demay-Drouhard; H C Bertrand; C Policar; L C Tabares; S Un

Physical Chemistry Chemical Physics, 17 (36), p. 23368–23377, 2015.

2014

PMI: a $Delta$$Psi$m independent pharmacological regulator of mitophagy Article de journal

Daniel A East; Francesca Fagiani; James Crosby; Nikolaos D Georgakopoulos; Hélène Bertrand; Marjolein Schaap; Adrian Fowkes; Geoff Wells; Michelangelo Campanella

Chemistry & biology, 21 (11), p. 1585–1596, 2014, ISSN: 1879-1301.

Influence of the side-chain length on the cellular uptake and the cytotoxicity of rhenium triscarbonyl derivatives: A bimodal infrared and luminescence quantitative study Article de journal

S Clède; F Lambert; R Saint-Fort; M -A Plamont; H Bertrand; A Vessières; C Policar

Chemistry - A European Journal, 20 (28), p. 8714–8722, 2014.

@article{Clede:2014,
title = {Influence of the side-chain length on the cellular uptake and the cytotoxicity of rhenium triscarbonyl derivatives: A bimodal infrared and luminescence quantitative study},
author = {S Cl\`{e}de and F Lambert and R Saint-Fort and M -A Plamont and H Bertrand and A Vessi\`{e}res and C Policar},
url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-84903724808&doi=10.1002%2fchem.201402471&partnerID=40&md5=7334edd420d748a4418df936173a79b9},
doi = {10.1002/chem.201402471},
year = {2014},
date = {2014-01-01},
journal = {Chemistry - A European Journal},
volume = {20},
number = {28},
pages = {8714--8722},
abstract = {Rhenium triscarbonyl complexes fac-[Re(CO)3(NtextasciicircumN)] with appropriate ancillary NtextasciicircumN ligands are relevant for fluorescent bio-imaging. Recently, we have shown that [Re(CO)3] cores can also be efficiently mapped inside cells using their IR signature and that they can thus be used in a bimodal approach. To describe them we have coined the term SCoMPIs for single-core multimodal probes for imaging. In the context of the use of these SCoMPIs in bio-imaging, the questions of their cellular uptake and cytotoxicity are critical. We report here a series of compounds derived from the [Re(CO) 3Cl(pyta)] core (pyta=4-(2-pyridyl)-1,2,3-triazole). The pyta ligand is of interest because it can be easily functionalized. Aliphatic side chains (C4, C8, and C12) were appended to this core. A correlative study involving IR and luminescence was performed to monitor and quantify their cellular internalization. We studied the relationship between lipophilicity (log P(o/w)), cytotoxicity (IC50), and cellular uptake, and we showed that both uptake and cytotoxicity increase with the length of the side chain, with a higher uptake for the C12 derivative. This study stresses the distinction that has to be made between apparent toxicity, determined as an incubation concentration IC50, and intrinsic toxicity. Indeed, the intrinsic toxicity of a compound can remain hidden if it is not cell permeable. Therefore it must be kept in mind that IC50 values are composite values, reflecting both cellular uptake and intrinsic toxicity. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.},
keywords = {},
pubstate = {published},
tppubtype = {article}
}

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Apo-neocarzinostatin: A protein carrier for Cu(II) glycocomplexes and Cu(II) into U937 and HT29 cell lines Article de journal

L Garcia; S Franzoni; F Mussi; M Aumont-Niçaise; H Bertrand; M Desmadril; G Pelosi; A Buschini; C Policar

Journal of Inorganic Biochemistry, 135 , p. 40–44, 2014.

@article{Garcia:2014,
title = {Apo-neocarzinostatin: A protein carrier for Cu(II) glycocomplexes and Cu(II) into U937 and HT29 cell lines},
author = {L Garcia and S Franzoni and F Mussi and M Aumont-Ni\c{c}aise and H Bertrand and M Desmadril and G Pelosi and A Buschini and C Policar},
url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-84896943429&doi=10.1016%2fj.jinorgbio.2014.02.006&partnerID=40&md5=81ab9f0bb44feb00966cfb5735d8901a},
doi = {10.1016/j.jinorgbio.2014.02.006},
year = {2014},
date = {2014-01-01},
journal = {Journal of Inorganic Biochemistry},
volume = {135},
pages = {40--44},
abstract = {In the field of pharmaceuticals there is an increasing need for new delivery systems to overcome the issues of solubility, penetration, toxicity and drug resistance. One of the possible strategies is to use biocarriers such as proteins to encourage the cell-penetration of drugs. In this paper, the use of the apo-protein neocarzinostatin (apo-NCS) as a carrier-protein for two Cu(II) glycocomplexes, previously characterized, and Cu(II) ions was investigated. Its interaction with the metallic compounds was analyzed using microcalorimetry. The dissociation constants were shown to be in the micromolar range. The Cu(II) glycocomplexes, in absence of apo-NCS, were found to be cytotoxic in the U937 and HT29 cell lines whereas the corresponding glycoligands showed no toxicity. The leukemic cell line (U937) seems to be more sensitive to glycocomplexes than the colon cancer cell line (HT29). Interestingly, apo-NCS was shown to increase systematically the antiproliferative activity by a factor of 2 and 3 for Cu(II) glycocomplexes and Cu(II) respectively. The antiproliferative activity detected was not related to proteasome inhibition. This result stresses the importance of new molecular tools for the delivery of Cu(II) to tumor cells using non-covalent association with carriers proteins. © 2014 Elsevier Inc. All rights reserved.},
keywords = {},
pubstate = {published},
tppubtype = {article}
}

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Luminescence modulations of rhenium tricarbonyl complexes induced by structural variations Article de journal

H C Bertrand; S Clède; R Guillot; F Lambert; C Policar

Inorganic Chemistry, 53 (12), p. 6204–6223, 2014.

@article{Bertrand:2014,
title = {Luminescence modulations of rhenium tricarbonyl complexes induced by structural variations},
author = {H C Bertrand and S Cl\`{e}de and R Guillot and F Lambert and C Policar},
url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-84902530649&doi=10.1021%2fic5007007&partnerID=40&md5=f3030a715ad7c095b013503a9d5b44a8},
doi = {10.1021/ic5007007},
year = {2014},
date = {2014-01-01},
journal = {Inorganic Chemistry},
volume = {53},
number = {12},
pages = {6204--6223},
abstract = {Octahedral d6 low-spin Re(I) tricarbonyl complexes are of considerable interest as noninvasive imaging probes and have been deeply studied owing to their biological stability, low toxicity, large Stokes shifts, and long luminescence lifetimes. We reported recently the bimodal IR and luminescence imaging of a Re(I) tricarbonyl complex with a Pyta ligand (4-(2-pyridyl)-1,2,3-triazole) in cells and labeled such metal-carbonyl complexes SCoMPIs for single-core multimodal probes for imaging. Re(I) tricarbonyl complexes have unique photophysical properties allowing for their unequivocal detection in cells but also present some weaknesses such as a very low luminescence quantum yield in aqueous medium. Further optimizations would thus be desirable. We therefore developed new Re(I) tricarbonyl complexes prepared from different ancillary ligands. Complexes with benzothiadiazole- triazole ligands show interesting luminescent quantum yields in acetonitrile and may constitute valuable luminescent metal complexes in organic media. A series of complexes with bidentate 1-(2-quinolinyl)-1,2,3-triazole (Taquin) and 1-(2-pyridyl)-1,2,3-triazole (Tapy) ligands bearing various 4-substituted alkyl side chains has been designed and synthesized with efficient procedures. Their photophysical properties have been characterized in acetonitrile and in a H 2O/DMSO (98/2) mixture and compared with those of the parent Quinta- and Pyta-based complexes. Tapy complexes bearing long alkyl chains show impressive enhancement of their luminescent properties relative to the parent Pyta complex. Theoretical calculations have been performed to further characterize this new class of rhenium tricarbonyl complexes. Preliminary cellular imaging studies in MDA-MB231 breast cancer cells reveal a strong increase in the luminescence signal in cells incubated with the Tapy complex substituted with a C12 alkyl chain. This study points out the interesting potential of the Tapy ligand in coordination chemistry, which has been so far underexploited. © 2014 American Chemical Society.},
keywords = {},
pubstate = {published},
tppubtype = {article}
}

Fermer

Octahedral d6 low-spin Re(I) tricarbonyl complexes are of considerable interest as noninvasive imaging probes and have been deeply studied owing to their biological stability, low toxicity, large Stokes shifts, and long luminescence lifetimes. We reported recently the bimodal IR and luminescence imaging of a Re(I) tricarbonyl complex with a Pyta ligand (4-(2-pyridyl)-1,2,3-triazole) in cells and labeled such metal-carbonyl complexes SCoMPIs for single-core multimodal probes for imaging. Re(I) tricarbonyl complexes have unique photophysical properties allowing for their unequivocal detection in cells but also present some weaknesses such as a very low luminescence quantum yield in aqueous medium. Further optimizations would thus be desirable. We therefore developed new Re(I) tricarbonyl complexes prepared from different ancillary ligands. Complexes with benzothiadiazole- triazole ligands show interesting luminescent quantum yields in acetonitrile and may constitute valuable luminescent metal complexes in organic media. A series of complexes with bidentate 1-(2-quinolinyl)-1,2,3-triazole (Taquin) and 1-(2-pyridyl)-1,2,3-triazole (Tapy) ligands bearing various 4-substituted alkyl side chains has been designed and synthesized with efficient procedures. Their photophysical properties have been characterized in acetonitrile and in a H 2O/DMSO (98/2) mixture and compared with those of the parent Quinta- and Pyta-based complexes. Tapy complexes bearing long alkyl chains show impressive enhancement of their luminescent properties relative to the parent Pyta complex. Theoretical calculations have been performed to further characterize this new class of rhenium tricarbonyl complexes. Preliminary cellular imaging studies in MDA-MB231 breast cancer cells reveal a strong increase in the luminescence signal in cells incubated with the Tapy complex substituted with a C12 alkyl chain. This study points out the interesting potential of the Tapy ligand in coordination chemistry, which has been so far underexploited. © 2014 American Chemical Society.

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2013

Synthesis, Properties, and Remarkable 2 D Self-Assembly at the Liquid/Solid Interface of a Series of Triskele-Shaped 5,11,17-Triazatrinaphthylenes (TrisK) Article de journal

Hélène Bertrand; Régis Guillot; Marie-Paule Teulade-Fichou; Denis Fichou

Chemistry – A European Journal, 19 (43), p. 14654–14664, 2013, ISSN: 0947-6539.

@article{Bertrand2013,
title = {Synthesis, Properties, and Remarkable 2 D Self-Assembly at the Liquid/Solid Interface of a Series of Triskele-Shaped 5,11,17-Triazatrinaphthylenes (TrisK)},
author = {H\'{e}l{\`{e}}ne Bertrand and R\'{e}gis Guillot and Marie-Paule Teulade-Fichou and Denis Fichou},
url = {https://doi.org/10.1002/chem.201300705},
doi = {10.1002/chem.201300705},
issn = {0947-6539},
year = {2013},
date = {2013-10-01},
journal = {Chemistry \textendash A European Journal},
volume = {19},
number = {43},
pages = {14654--14664},
publisher = {John Wiley & Sons, Ltd},
abstract = {Abstract A series of 5,11,17-triazatrinaphthylene (TrisK) derivatives, large disk-like $pi$-conjugated molecules with C3h symmetry, has been synthesised by following an optimised synthetic pathway. The synthesis was performed by a four-step protocol based on the N-arylation of 1,3,5-tribromobenzene with appropriate anthranilate derivatives. This strategy permits the generation of either chlorinated (TrisK-Cl-OCn) or non-chlorinated (TrisK-H-OCn) alkoxy-substituted derivatives (OCnH2n+1 with n=3, 10, 12 and 16), thus providing additional versatility in the control of the structure?property relationships. The electronic properties of the various TrisK compounds have been characterised in solution by absorption and emission spectroscopies as well as cyclic voltammetry. The crystal structure of 2,8,14-propyloxy-5,11,17-triazatrinaphthylene TrisK-H-OC3 has been determined by X-ray diffraction analysis, which revealed the presence of stabilising weak intermolecular H bonds. Scanning tunnelling microscopy (STM) at the liquid/solid interface has revealed the remarkable 2D self-assembling properties of the TrisK compounds. In particular, it has shown that TrisK-H-OC12 forms three concomitant self-organised 2D phases with different row-packing arrangements. This 2D polymorphism arises from slow ordering due to the presence of three long dodecyloxy chains on the molecular backbone. Individual molecules can be imaged with spectacular intramolecular resolution, thus providing the possibility of correlating the STM features with the calculated charge density distribution.},
keywords = {},
pubstate = {published},
tppubtype = {article}
}

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