Natural and Synthetic Xanthones as Monoamine Oxidase Inhibitors: Biological Assay and 3D-QSAR

Helvetica Chimica ActaVolume 84, Issue 3 p. 552-570 Research Article Natural and Synthetic Xanthones as Monoamine Oxidase Inhibitors: Biological Assay and 3D-QSAR Carmela Gnerre, Carmela Gnerre Institut de Chimie Thérapeutique, Université de Lausanne, BEP, CH-1015 LausanneSearch for more papers by this authorUlrike Thull, Ulrike Thull Institut de Chimie Thérapeutique, Université de Lausanne, BEP, CH-1015 LausanneSearch for more papers by this authorPatrick Gaillard, Patrick Gaillard Institut de Chimie Thérapeutique, Université de Lausanne, BEP, CH-1015 LausanneSearch for more papers by this authorPierre-Alain Carrupt, Pierre-Alain Carrupt Institut de Chimie Thérapeutique, Université de Lausanne, BEP, CH-1015 LausanneSearch for more papers by this authorBernard Testa, Bernard Testa Institut de Chimie Thérapeutique, Université de Lausanne, BEP, CH-1015 LausanneSearch for more papers by this authorEduarda Fernandes, Eduarda Fernandes Laboratorio de Quimica Organica, Faculdade de Farmacia, rua Anìbal Cunha 164, P-4050 PortoSearch for more papers by this authorFrancisco Silva, Francisco Silva Laboratorio de Quimica Organica, Faculdade de Farmacia, rua Anìbal Cunha 164, P-4050 PortoSearch for more papers by this authorManuela Pinto, Manuela Pinto Laboratorio de Quimica Organica, Faculdade de Farmacia, rua Anìbal Cunha 164, P-4050 PortoSearch for more papers by this authorMadalena M. M. Pinto, Madalena M. M. Pinto Laboratorio de Quimica Organica, Faculdade de Farmacia, rua Anìbal Cunha 164, P-4050 PortoSearch for more papers by this authorJean-Luc Wolfender, Jean-Luc Wolfender Institut de Pharmacognosie et Phytochimie, Université de Lausanne, BEP, CH-1015 LausanneSearch for more papers by this authorKurt Hostettmann, Kurt Hostettmann Institut de Pharmacognosie et Phytochimie, Université de Lausanne, BEP, CH-1015 LausanneSearch for more papers by this authorGabriele Cruciani, Gabriele Cruciani Laboratorio di Chemiometria, Dipartimento di Chimica, Università di Perugia, Via Elce di Sotto 10, I-06123 PerugiaSearch for more papers by this author Carmela Gnerre, Carmela Gnerre Institut de Chimie Thérapeutique, Université de Lausanne, BEP, CH-1015 LausanneSearch for more papers by this authorUlrike Thull, Ulrike Thull Institut de Chimie Thérapeutique, Université de Lausanne, BEP, CH-1015 LausanneSearch for more papers by this authorPatrick Gaillard, Patrick Gaillard Institut de Chimie Thérapeutique, Université de Lausanne, BEP, CH-1015 LausanneSearch for more papers by this authorPierre-Alain Carrupt, Pierre-Alain Carrupt Institut de Chimie Thérapeutique, Université de Lausanne, BEP, CH-1015 LausanneSearch for more papers by this authorBernard Testa, Bernard Testa Institut de Chimie Thérapeutique, Université de Lausanne, BEP, CH-1015 LausanneSearch for more papers by this authorEduarda Fernandes, Eduarda Fernandes Laboratorio de Quimica Organica, Faculdade de Farmacia, rua Anìbal Cunha 164, P-4050 PortoSearch for more papers by this authorFrancisco Silva, Francisco Silva Laboratorio de Quimica Organica, Faculdade de Farmacia, rua Anìbal Cunha 164, P-4050 PortoSearch for more papers by this authorManuela Pinto, Manuela Pinto Laboratorio de Quimica Organica, Faculdade de Farmacia, rua Anìbal Cunha 164, P-4050 PortoSearch for more papers by this authorMadalena M. M. Pinto, Madalena M. M. Pinto Laboratorio de Quimica Organica, Faculdade de Farmacia, rua Anìbal Cunha 164, P-4050 PortoSearch for more papers by this authorJean-Luc Wolfender, Jean-Luc Wolfender Institut de Pharmacognosie et Phytochimie, Université de Lausanne, BEP, CH-1015 LausanneSearch for more papers by this authorKurt Hostettmann, Kurt Hostettmann Institut de Pharmacognosie et Phytochimie, Université de Lausanne, BEP, CH-1015 LausanneSearch for more papers by this authorGabriele Cruciani, Gabriele Cruciani Laboratorio di Chemiometria, Dipartimento di Chimica, Università di Perugia, Via Elce di Sotto 10, I-06123 PerugiaSearch for more papers by this author First published: 29 March 2001 https://doi.org/10.1002/1522-2675(20010321)84:3<552::AID-HLCA552>3.0.CO;2-XCitations: 57AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Abstract Fifty-nine xanthones (=9H-xanthen-9-ones) of natural or synthetic origin were investigated for their inhibitory activity toward monoamine-oxidase A (MAO-A) and MAO-B. The compounds demonstrated reversible, time-independent activities, with selectivity toward MAO-A. The most active inhibitor had an IC50 of 40 nM. Electron absorption spectroscopy revealed the formation of a 1 : 1 charge-transfer complex between lumiflavine and xanthones. 3D-QSAR Studies according to the CoMFA/GOLPE procedure provided information on the relationship between steric and electrostatic fields and MAO-A inhibition. The ALMOND procedure yielded additional topographical information on structural factors favoring activity. Citing Literature Volume84, Issue3March 21, 2001Pages 552-570 RelatedInformation