dc.contributor.author | A. Gakh, Andrei | |
dc.contributor.author | V. Sosnov, Andrey | |
dc.contributor.author | Krasavin, Mikhail | |
dc.contributor.author | Nguyen, Tam Luong | |
dc.contributor.author | Hamel, Ernest | |
dc.date.accessioned | 2017-05-03T12:43:23Z | |
dc.date.available | 2017-05-03T12:43:23Z | |
dc.date.issued | 2013 | |
dc.date.modified | 2014-03-30T22:11:54Z | |
dc.identifier.issn | 0960894X | |
dc.identifier.doi | 10.1016/j.bmcl.2013.01.007 | |
dc.identifier.uri | http://hdl.handle.net/10072/57428 | |
dc.description.abstract | The combination of experimental (inhibition of colchicine binding) and computational (COMPARE, docking studies) data unequivocally identified diaryl 5-amino-1,2,4-oxadiazoles as potent tubulin inhibitors. Good correlation was observed between tubulin binding and cytostatic properties for all tested compounds with the notable exception of the lead candidate, 3-(3-methoxyphenyl)-5-(4-methoxyphenyl)amino-1,2,4-oxadiazole (DCP 10500078). This compound was found to be substantially more active in our in vitro experiments than the monofluorinated title compound, 3-(2-fluorophenyl)-5-(4-methoxyphenyl)amino-1,2,4-oxadiazole (DCP 10500067/NSC 757486), which in turn demonstrated slightly better tubulin binding activity. Comparative SAR analysis of 25 diaryl 5-amino-1,2,4-oxadiazoles with other known tubulin inhibitors, such as combretastatin A-4 (CA-4) and colchicine, provides further insight into the specifics of their binding as well as a plausible mechanism of action. | |
dc.description.peerreviewed | Yes | |
dc.description.publicationstatus | Yes | |
dc.language | English | |
dc.language.iso | eng | |
dc.publisher | Pergamon | |
dc.publisher.place | United Kingdom | |
dc.relation.ispartofstudentpublication | N | |
dc.relation.ispartofpagefrom | 1262 | |
dc.relation.ispartofpageto | 1268 | |
dc.relation.ispartofissue | 5 | |
dc.relation.ispartofjournal | Bioorganic & Medicinal Chemistry Letters | |
dc.relation.ispartofvolume | 23 | |
dc.rights.retention | Y | |
dc.subject.fieldofresearch | Medicinal and biomolecular chemistry | |
dc.subject.fieldofresearch | Organic chemistry | |
dc.subject.fieldofresearch | Medical biochemistry - amino acids and metabolites | |
dc.subject.fieldofresearch | Medical biochemistry - inorganic elements and compounds | |
dc.subject.fieldofresearch | Pharmacology and pharmaceutical sciences | |
dc.subject.fieldofresearchcode | 3404 | |
dc.subject.fieldofresearchcode | 3405 | |
dc.subject.fieldofresearchcode | 320501 | |
dc.subject.fieldofresearchcode | 320503 | |
dc.subject.fieldofresearchcode | 3214 | |
dc.title | Identification of diaryl 5-amino-1,2,4-oxadiazoles as tubulin inhibitors: The special case of 3-(2-fluorophenyl)-5-(4-methoxyphenyl)amino-1,2,4-oxadiazole | |
dc.type | Journal article | |
dc.type.description | C1 - Articles | |
dc.type.code | C - Journal Articles | |
gro.date.issued | 2013 | |
gro.hasfulltext | No Full Text | |
gro.griffith.author | Krasavin, Mikhail | |