Philippe Cotelle

professeur des universités - Chimie organique
  • Laboratoire / équipe
    • U1172 - LILLE NEUROSCIENCE ET COGNITION
  • Domaines de recherche

    chimie médicinale, interactions protéine-protéine, voie Hippo, cancers, régenescence

philippe_cotelle.jpg

Philippe Cotelle

professeur des universités - Chimie organique
  • U1172 - LILLE NEUROSCIENCE ET COGNITION

Publications

2019

Saez-Ayala, M.; Laban Yekwa, E.; Mondielli, C.; Roux, L.; Hernández, S.; Bailly, F.; Cotelle, P.; Rogolino, D.; Canard, B.; Ferron, F.; Alvarez, K. Metal chelators for the inhibition of the lymphocytic choriomeningitis virus endonuclease domain. Antivir. Res., 2019, 162, 79-89.

2018

Gibault, F.; Sturbaut, M.; Bailly, F.; Melnyk, P.; Cotelle, P. Targeting transcriptional Enhanced Associate domains (TEADs). J. Med. Chem. 2018, 61,5057-5072.

Gibault, F.; Coevoet, M.; Sturbaut, M.; Farce, A.; Renault, N.; Allemand, F.; Guichou, J.F.; Drucbert, A.S.; Foulon, C.; Magnez, R.; Thuru, X.; Corvaisier, M.; Huet, G.; Chavatte, P.; Melnyk, P.; Bailly, F. ; Cotelle, P. Toward the Discovery of a Novel Class of YAP-TEAD Interaction Inhibitors by Virtual Screening Approach Targeting YAP-TEAD Protein-Protein Interface. Cancers, 2018, 10, E140.

2017

Edwards, T.C.; Lomonosova, E.; Patel, J.; Li, Q.; Gupta, A.; Morrison, L.; Bailly, F.; Cotelle, P.; Giannakopoulou, E.; Zoidis, G.; Tavis, J.E. Inhibition of hepatitis B virus replication by N-hydroxyisoquinolinediones and related polyoxygenated heterocycles. Antivir. Res., 2017, 143, 205-217.

Gibault, F.; Bailly, F.; Corvaisier, M.; Coevoet, M.; Huet, G.; Melnyk, P.; Cotelle P. Molecular features of the YAP inhibitor, Verteporfin - synthesis of hexasubstituted dipyrrins as potential inhibitors of YAP/TAZ, the downstream effectors of the Hippo pathway. ChemMedChem., 2017, 12, 954-961.

2016

Billamboz, M.; Suchaud, V.; Bailly, F.; Lion, C.; Andréola, M.L.; Christ, F.; Debyser, Z.; Cotelle, P. 2-Hydroxyisoquinoline-1,3(2H,4H)-diones (HIDs) as human Immunodeficiency Virus Type 1 integrase inhibitors/ influence of the alkylcarboxamide substitution of position 4. Eur. J. Med. Chem. 2016, 117, 256-268.

Gibault, F.; Corvaisier, M.; Bailly, F.; Huet, G.; Melnyk, P.; Cotelle P. Non-photoinduced biological properties of Verteporfin. Curr Med Chem. 2016, 23, 1171-1184.

2015

Bailly, F.; Cotelle, P. The preclinical discovery and development of dolutegravir for the treatment of HIV. Expert Opin Drug Discov. 2015, 10, 1243-1253.

2014

Suchaud, V.; Bailly, F.; Lion, C.; Calmels, C.; Andréola, M.L.; Christ, F.; Debyser, Z.; Cotelle, P.  Investigation of a novel series of 2-hydroxyisoquinoline-1,3(2H,4H)-diones as human immunodeficiency virus type 1 integrase inhibitors. J. Med. Chem. 2014, 57, 4640-60.

Cai, C.W.; Lomonosova, E.; Moran, E.A.; Cheng, X.; Patel, K.B.; Bailly, F.; Cotelle, P.; Meyers, M.J.; Tavis, J.E. Hepatitis B virus replication is blocked by a 2-hydroxyisoquinoline-1,3(2H,4H)-dione (HID) inhibitor of the viral ribonuclease H activity. Antiviral Res. 2014, 108, 48-55.

2013

Bailly, F.; Toillon, R.A.; Tomavo, O.; Jouy, N.; Hondermarck, H.; Cotelle, P. Antiproliferative and apoptotic effects of the oxidative dimerization product of methyl caffeate on human breast cancer cells. Bioorg Med Chem Lett. 2013, 23, 574-578

Desimmie, B.A.; Demeulemeester, J.; Suchaud, V.; Taltynov, O.; Billamboz, M.; Lion, C.; Bailly, F.; Strelkov, S.; Debyser, Z.; Cotelle, P.; Christ, F. 2-Hydroxyisoquinoline-1,3(2H,4H)-diones (HIDs), novel inhibitors of HIV integrase with a high barrier to resistance. ACS Chem Biol. 2013, 8, 1187-1194.

Billamboz, M.; Suchaud, V.; Bailly, F.; Lion, C.; Demeulemeester, J.; Calmels, C.; Andréola, M.L.; Christ, F.; Debyser, Z.; Cotelle, P. Substituted 2-Hydroxyisoquinoline-1,3(2H,4H)-diones as a Novel Class of HIV-1 Integrase Inhibitors ACS Med. Chem Lett. 2013, 7, 606-611.

2012

Suchaud, V.; Bailly, F.; Lion, C.; Tramontano, E.; Esposito, F.; Corona, A.; Christ, F.; Debyser, Z.; Cotelle, P. Development of a series of 3-hydroxyquinolin-2(1H)-ones as inhibitors of HIV-1 reverse transcriptase associated RNase H activity Bioorg. Med. Chem. Lett., 2012, 22, 3988-3992.

2011

Billamboz, M.; Bailly, F.; Lion, C.; Calmels, C.; Andréola, M.L.; Witvrouw, M.;  Christ, F.; Debyser, Z.; De Luca, L.; Chimirri, A.; Cotelle, P. 2-Hydroxyisoquinoline-1,3(2H,4H)-diones as inhibitors of HIV-1 integrase and reverse transcriptase RNase H domain: influence of the alkylation of position 4 Eur. J. Med. Chem., 2011, 46, 535-546.

Daccache, A.; Lion, C.; Sibille, N.; Gerard, M.; Slomianny, C.; Lippens, G.; Cotelle, P. Oleuropein and derivatives from olives as Tau aggregation inhibitors. Neurochem Int. 2011, 58, 700-707.

Billamboz, M.; Bailly, F.; Lion, C.; Touati, N.; Vezin, H.; Calmels, C.; Andréola, M.L.; Christ, F.; Debyser, Z.; Cotelle, P. Magnesium chelating 2-hydroxyisoquinoline-1,3(2H,4H)-diones, as inhibitors of HIV-1 integrase and/or the HIV-1 reverse transcriptase ribonuclease H domain: discovery of a novel selective inhibitor of the ribonuclease H function. J. Med. Chem. 2011, 54, 1812-1824.

Cotelle P. 3-Hydroxy-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-ones as new HIV-1 integrase inhibitors WO2011046873 A1. Expert Opin Ther Pat. 2011, 21, 1799-1804.

2010

Koukoulitsa, C.; Bailly, F.; Pegklidou, K.; Demopoulos, V.J.; Cotelle, P. Evaluation of aldose reductase inhibition and docking studies of 6'-nitro and 6',6''-dinitrorosmarinic acids, Eur. J. Med. Chem., 2010, 45, 1663-1666.

Maurin, C.; Lion, C.; Bailly, F.; Touati, N.; Vezin, H.; Mbemba, G.; Mouscadet, J. F.; Debyser, Z.; Witvrouw, M.; Cotelle, P. New 2-arylnaphthalenediols and triol inhibitors of HIV-1 integrase – Discovery of a new polyhydroxylated antiviral agent, Bioorg. Med. Chem., 2010, 18, 5194-5201.

2009

Billamboz, M.; Bailly, F.; Cotelle, P. The Facile Synthesis of 4-Alkoxycarbonylisoquinoline-1,3-diones and 5-Alkoxycarbonyl-2-benzazepine-1,3-diones via a Mild Alkaline Cyclization, J. Heterocyclic Chem., 2009, 46, 392-398.

Cotelle, P. New hexahydrodiazocinonaphthyridine triones as HIV-1 integrase inhibitors Merck: WO2008048538 A1, Expert Opinion on Therapeutic Patents, 2009, 19, 87-93.

2008

Bailly, F.; Queffelec, C.; Mbemba, G.; Mouscadet, J.F.; Pommery, N.; Pommery, J.; Hénichart, J.P.; Cotelle, P. Synthesis and biological activities of a series of 4,5-diaryl-3-hydroxy-2(5H)-furanones, Eur. J. Med. Chem., 2008, 43, 1222-1229.

Queffelec, C.; Bailly, F.; Mbemba, G.; Mouscadet, J.F.; Debyser, Z.; Witvrouw, M.; Cotelle, P. The total synthesis of fukiic acid, a HIV-1 integrase inhibitor, Eur. J. Med. Chem., 2008, 43, 2268-2271.

Dubois, M.; Bailly, F.; Mbemba, G.; Mouscadet, J.F.; Debyser, Z.; Witvrouw, M.; Cotelle, P. The reaction of rosmarinic acid with nitrite ions in acidic conditions: discovery of nitro and dinitrorosmarinic acids as new anti-HIV-1 agents, J. Med. Chem., 2008, 51, 2575-2579.

Queffelec, C.; Bailly, F.; Mbemba, G.; Mouscadet, J.F.; Hayes, S.; Debyser, Z.; Witvrouw, M.; Cotelle, P. Synthesis and antiviral properties of some polyphenols related to Salvia genus, Bioorg. Med. Chem. Lett., 2008, 18, 4736-4740.

Billamboz, M.; Bailly, F.; Barreca, M.L.; De Luca, L.; Mouscadet, J.F.; Calmels, C.; Andréola, M.L.; Christ, F.; Debyser, Z.; Witvrouw, M.; Cotelle, P. Design, Synthesis and Biological Evaluation of a Series of 2-Hydroxyisoquinoline-1,3(2H,4H)-diones as Dual Inhibitors of Human Immunodeficiency Virus Type 1 Integrase and Reverse Transcriptase RNase H Domain, J. Med. Chem., 2008, 51, 7717-7730.

2006

Queffelec, C.; Bailly, F.; Cotelle, P. Towards the synthesis of the skeleton of salvianolic acid D, synthesis, 2006, 768-770.

Cotelle, P. Patented HIV-1 integrase inhibitors (1998-2005), Recent Patents on Anti-Infective Drug Discovery, 2006, 1, 1-16.

Maurin, C.; Bailly, F.; Mbemba, G.; Mouscadet, J.F.; Cotelle, P. Design, synthesis and anti-integrase activity of catechol-DKA hybrids, Bioorg. Med. Chem., 2006, 14, 2978-2984.

2005

Malecki, N.; Carato, P.; Houssin, R.; Cotelle, P.; Hénichart, J.F. Nitration of electron-rich acetophenones, Monatschefte für Chemie, 2005, 136, 1601-1606.

Maurin, C.; Bailly, F.; Cotelle, P. Facile Access to Methoxylated 2-Phenylnaphthalenes and Epoxydibenzocyclooctenes, Tetrahedron, 2005, 61, 7054-7058.

Bailly, F.; Cotelle, P. Anti-HIV Activities of Natural Antioxidant Caffeic Acid Derivatives: Toward An Antiviral Supplementation Diet, Curr. Med. Chem., 2005, 12, 1811-1818.

Bailly, F.; Queffelec, C.; Mbemba, G.; Mouscadet, J.F.; Cotelle, P. Synthesis and HIV-1 integrase inhibitory activities of caffeic acid dimers derived from Salvia officinalis, Bioorg. Med. Chem. Lett., 2005, 15, 5053-5056.

2004

Cotelle, N.; Vrielynk, L.; Novogrocki, G.; Cotelle, P.; Vezin, H. Synthesis, X-ray structure, spectroscopic and electronic properties of two new synthesized flavones, J. Phys. Org. Chem., 2004, 17, 226-235.

Bailly, F.; Maurin, C.; Teissier, H.; Vezin, H.; Cotelle, P. Antioxidant Properties of 3-Hydroxycoumarin Derivatives, Bioorg. Med. Chem., 2004, 12, 5611-5618.

Maurin, C.; Bailly, F.; Cotelle, P. Simple and efficient preparation of 4-aryl-4-oxo-2-hydroxy-2-butenoic acids and methyl esters, Tetrahedron, 2004, 60, 6479-6486.

Maurin, C.; Bailly, F.; Buisine, E.; Vezin, H.; Mbemba, G.; Mouscadet, J.F.; Cotelle, P. Spectroscopic studies of DKA-metal interactions - A probing tool for the pharmacophoric intermetallic distance in the HIV-1 integrase active site, J. Med. Chem., 2004, 47, 5583-5586.

2003

Cotelle, P.;Vezin, H. ESR of free radicals formed during the aerobic oxidation of 3-hydroxyesculetin and related derivatives in alkaline solution, Res. Chem. Intermed., 2003, 29, 365-378.

Cotelle, P.; Cotelle, N.; Teissier, H.; Vezin, H. Synthesis of a new lipophilic ascorbic acid analogue, Bioorg. Med. Chem., 2003, 11, 1087-1093.

Maurin, C.; Bailly, F.; Cotelle, P. Structure-Activity Relationships of HIV-1 integrase inhibitors – Enzyme-Ligand Interactions, Curr. Med. Chem., 2003, 10, 1859-1874.

Cotelle, P.;Vezin, H. The reaction of methyl isoferulate with FeCl3 or Ag2O – Hypothesis on the biosynthesis of lithospermic acids and related nor- and neolignans, Tetrahedron Lett., 2003, 44, 3289-3292.

2001

Dupont, R.; Cotelle, P. Reaction of aryl-2-hydroxypropenoic derivatives with boron tribromide, Tetrahedron Lett., 2001, 42, 597-600.

Dupont, R.; Goossens, J.F.; Cotelle , N.; Vrielynck, L.; Vezin, H.; Hénichart, J.P.; Cotelle, P. New bis-catechols 5-lipoxygenase inhibitors, Bioorg. Med. Chem., 2001, 9, 229-235.

Cotelle, P.;Vezin, H. Reaction of caffeic acid derivatives with acidic nitrite, Tetrahedron Lett., 2001, 42, 3303-3305.

Dupont, R.; Cotelle, P. An expeditious synthesis of polyhydroxylated 2-arylbenzo[b]furans, Tetrahedron, 2001, 57, 5585-5589.

Dupont, R.; Jeanson, L.; Mouscadet, J.F.; Cotelle, P. Synthesis and HIV-1 integrase inhibitory activities of catechol and bis-catechol derivatives, Bioorg. Med. Chem. Lett., 2001, 11, 3175-3178.

 

2000

Grenier, J.L.; Cotelle, N.; Catteau, J.P.; Cotelle, P. Synthesis and physico-chemical properties of nitrocaffeic acids, J. Phys. Org. Chem., 2000, 13, 511-517.

1999

Grenier, J.L.; Catteau, J.P.; Cotelle, P. Nitration of electron-rich aromatic compounds by cerium ammonium nitrate coated on silica, Synth. Commun., 1999, 29, 1201-1208.

Dalla, V.; Cotelle, P. The total synthesis of salvianolic acid F, Tetrahedron, 1999, 55, 6923-6930.

Dupont, R.; Cotelle, P. Reaction of arylacetones with boron tribromide, Synthesis, 1999, 1651-1655.

1998

Dupont, R.; Cotelle, P. Reaction of arylethanals with boron tribromide, Tetrahedron Lett., 1998, 39, 8457-8460.

Dalla, V.; Cotelle, P. Towards the first synthesis of salvianolic acid F: an unexpected intramolecular Diels-Alder cyclization, Tetrahedron Lett., 1998, 39, 8285-8286.

1997

Dalla, V.; Cotelle, P.; Catteau, J.P. Chemocontrolled reduction of 1-hydroxy-1-methoxycarbonyl-2-arylethylenes by NaBH4: selective synthesis of -hydroxyesters or 1,2-diols, Tetrahedron Lett., 1997, 38, 1577-1580.

Cotelle, P.; Catteau, J.P. A convenient synthesis of substituted 2-phenylnaphthalenes from phenylacetones, Tetrahedron Lett., 1997, 38, 2969-2972.

1996

Grenier, J.L.; Cotelle, N.; Cotelle, P.; Catteau, J.P. Antioxidant properties of nitrocaffeic acids, Bioorg. Med. Chem. Lett., 1996, 6, 431-434.

Cotelle, P.; Catteau, J.P. Nitrodecarboxylation and nitrodeformylation of some electron-rich benzoic acids and benzaldehydes, Synth. Commun., 1996, 26, 4105-4112.

Capelle, S.; Pellegrini, S.; Cotelle, P.; Imbenotte, M.; Pommery, J.; Catteau, J.P. ESR characterization of the autoxidation products from gentisic aid. Application to humic acid synthesis, Water Res., 1996, 30, 1299-1303.

Goossens, J.F.; Cotelle, P.; Chavatte, P.; Hénichart, J.P. NMR study of five N-terminal peptide fragments of the VIP. Crucial role of aromatic residues, Peptide Res., 1996, 9, 322-326.

1995

Capelle, S.; Paillat, C. ; Cotelle, P.; Planckaert, B.; Catteau, J.P. ESR evidence for the oxidative cleavage of gentisic acid in basic aqueous solution, Redox Report, 1995, 1, 219-223

Badea, I.; Cotelle, P.; Catteau, J.P. A facile synthesis of methoxylated 3,4-dihydroisoquinolinium nitrates, Synth. Commun., 1995, 25, 2591-2598

Grenier, J.L.; Cotelle, P.; Cotelle, N.; Catteau, J.P. An EPR study of the radicals issued from nitrocatechols and nitrohydroquinone : a new method of production of nitroaromatic anion radicals, J. Chim. Phys., 1995, 92, 97-103.

1994

Biard, J.F.; Malochet-Grivois, C.; Roussakis, C.; Cotelle, P.; Hénichart, J.P.; Débitus, C.; Verbist, J.F. Lissoclimides, cytotoxic diterpenes from lissoclinum Voeltzkowi Michaelson, Nat. Prod. Lett., 1994, 4, 43-50.

Biard, J.F.; Roussakis, C.; Kornprobst, J.M.; Gouiffes-Barbin, D.; Verbist, J.F.; Cotelle, P.; Foster, M.P.; Ireland, C.M.; Débitus, C.; Bistramides A, B, C, D and K : a new class of bioactive cyclic polyethers from Lissoclinum Bistratum, J. Nat. Prod., 1994, 57, 1336-1345.

Badea, I.; Cotelle, P.; Catteau, J.P. Oxidation of N,N-dimethylmethoxyphenylmethylamines to methoxybenzaldehydes, Synth. Commun., 1994, 24, 2011-2016.

Capelle, S.; Cotelle, N.; Cotelle, P.; Bernier, J.L.; Catteau, J.P. Antioxidant activities of dihydroxylated salicylic acid derivatives, Redox Report, 1994, 1, 131-137.

1992

Goossens, J.F.; Pommery, N.; Lohez, M.; Pommery, J.; Helbecque, N.; Cotelle, P.; Lhermitte, M.; Hénichart, J.P. Antagonistic effect of a vasoactive intestinal peptide fragment, Vasoactive Intestinal Peptide (1-11), on guinea pig trachea smooth muscle relaxation, Molecular Pharmacol., 1992, 41, 104-109.

Cotelle, P.; Chan, P.; Cotelle, N.; Bernier, J.L.; Hénichart, J.P. Active site model of glutathione peroxidase: a 77Se NMR study, J. Chim. Phys., 1992, 89, 191-198

Capelle, S.; Planckaert, B.; Cotelle, P.; Catteau, J.P. Hydroxyl radical scavenging activity of salicylic acid, J. Chim. Phys., 1992, 89, 561-566.

Cotelle, P.; Catteau, J.P. Selective synthesis of 2,5-dimethoxy-4-nitrobenzaldehyde, Synth. Commun., 1992, 22, 2071-2076.

Cotelle, P.; Catteau, J.P. Deprotection of benzaldehyde diacetates by ceric ammonium nitrate coated on silica, Tetrahedron Lett., 1992, 33, 3855-3858.

Mammoud, C.; Cotelle, P.; Catteau, J.P. General synthesis of 2,3-unsubstituted 5-membered heterocyclic quinones, Heterocycles, 1992, 34, 1749-1758.

1991

Cotelle, N.; Moreau, S.; Cotelle, P.; Catteau, J.P.; Bernier, J.L.; Hénichart, J.P. Generation of free radicals by simple prenylated hydroquinone derivatives, natural antitumor agents from the marine urochordate aplidium californicum, Chem. Res. Toxicol., 1991, 4, 300-305

Cotelle, N.; Cotelle, P. NMR evidences for an intramolecular hydrogen bond (NH+…O=C) in 2-alkyl-3-morpholinopropiophenones- Structure of a new elevated high density lipoproteins agent in solution, Magn. Reson. Chem., 1991, 29, 1103-1108.

Malochet-Grivois, C.; Cotelle, P.; Biard, J.F.; Hénichart, J.P.; Débitus, C.; Roussakis, C.; Verbist, J.F. Dichlorolissoclimide, a new cytotoxic Labdane derivative from Lissoclinum Voeltzkowi Michaelson (Urochordate), Tetrahedron Lett., 1991, 32, 6701-6702.

Chan, P.; Cotelle, P.; Cotelle, N.; Bernier, J.L.; Hénichart, J.P. Glutathione peroxidase: redox chemistry of active site model peptides, Bioorg. Med. Chem. Lett., 1991, 1, 277-280.

1990

Cotelle, N.; Cotelle, P.; Capelle, S.; Lesieur, D. Mechanisms of acylation of 2,3-dihydrobenzoxazol-2-one and 2H-1,4-benzoxazin-3(4H)-one, J. Phys. Org. Chem., 1990, 3, 807-811.

Cotelle, N.; Lohez, M.; Cotelle, P.; Hénichart, J.P. Conformational study of the threonine-rich-C-terminal pentapeptide of peptide T, Biochem. Biophys. Res. Commun., 1990, 171, 596-602.

1989

El Masmodi, A.; Cotelle, P.; Hasiak, B.; Barbry, D.; Couturier, D. One-carbon ring enlargement by rearrangement of ammonium ylides, Synthesis, 1989, 327-329.

Cotelle, P.; Barbry, D.; Hasiak, B.; Couturier, D. Thermal rearrangement of dimethylaminoethylenethiaspirononenes and thiaspirodecenes, Chem. Lett., 1989, 1113-1114.

Cotelle, N.; Cotelle, P.; Lesieur, D. Acylation of 2,3-dihydrobenzoxazol-2-one in a two-steps method involving an acyl migration, Synth. Commun., 1989, 19, 3259-3266.

1987

Cotelle, P.; Hasiak, B.; Barbry, D.; Couturier, D. Formation of spirocompounds by rearrangement of N,N-dimethylhexahydrothieno azocinium or azoninium ylides, Chem. Lett., 1987, 1005-1006.

Cotelle, P.; Hasiak, B.; Barbry, D.; Couturier, D. An efficient synthesis of derivatives of hexahydrothieno [3,2-c] (or [2,3-c]) azocine and azonine, Synth. Commun., 1987, 17, 935-942.