Design and synthesis of pironetin analogues with simplified structure and study of their interactions with microtubules

被引：36

作者：

Alberto Marco, J. ^{[1
]}

Garcia-Pla, Jorge ^{[2
]}

Carda, Miguel ^{[2
]}

Murga, Juan ^{[2
]}

Falomir, Eva ^{[2
]}

Trigili, Chiara ^{[3
]}

Notararigo, Sara ^{[3
]}

Fernando Diaz, J. ^{[3
]}

Barasoain, Isabel ^{[3
]}

机构：

[1] Univ Valencia, Dept Organ Q, E-46100 Valencia, Spain

[2] Univ Jaume 1, Dept Inorgan & Organ Q, E-12071 Castellon de La Plana, Spain

[3] CSIC, CIB, E-28040 Madrid, Spain

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2011年 / 46卷 / 05期

关键词：

Tubulin; Tubulin-active compound; Microtubule; Microtubule destabilization; Pironetin analogue; Cytotoxicity; ENANTIOSELECTIVE TOTAL-SYNTHESIS; ASYMMETRIC TOTAL-SYNTHESIS; TUBULIN BINDING MODE; CELL-CYCLE ARREST; EFFICIENT SYNTHESIS; STABILIZING AGENTS; NATURAL-PRODUCTS; HIGH-AFFINITY; (-)-PIRONETIN; SITE;

D O I：

10.1016/j.ejmech.2011.02.011

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The preparation preparation of a series of pironetin analogues with simplified structure is described. Their cytotoxic activity and their interactions with tubulin have been investigated. It has been found that, while less active than the parent molecule, the pironetin analogues still share the mechanism of action of the latter and compete for the same binding site to alpha-tubulin. Variations in the configurations of their stereocenters do not translate into relevant differences between biological activities. (C) 2011 Elsevier Masson SAS. All rights reserved.

引用

页码：1630 / 1637

页数：8

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