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Convergent Strategy Towards the Synthesis of Restricted Analogues of Peloruside A (Eur. J. Org. Chem. 12/2013)
Author(s) -
Zimmermann Nicolas,
Pinard Pierre,
Carboni Bertrand,
Gosselin Pascal,
GaulonNourry Catherine,
Dujardin Gilles,
Collet Sylvain,
Lebreton Jacques,
MathéAllainmat Monique
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201390029
Subject(s) - antimitotic agent , tubulin , chemistry , convergent synthesis , mitosis , microtubule , stereochemistry , cell division , cell , biochemistry , biology , microbiology and biotechnology
The cover picture shows a fluorescent light photomicrograph of cells in division, and reveals the cell nucleus stained in blue, f‐actin stained in red and the tubulin, which formed the mitotic spindle, in green. Peloruside A, which appears in the foreground, is a natural marine sponge macrolide characterized as a potent, novel antimitotic agent specifically targeting tubulin and identified as a promising anticancer agent. In this paper we present a convergent strategy to construct restricted synthetic analogues of peloruside, following the sequential C11–C12 (aldolization step) and C2–C3 (RCM reaction) disconnections illustrated on the chemical structure. Details are discussed in the article by J. Lebreton, M. Mathé‐Allainmat et al. on p. 2303 ff. Rémy Le Guevel and Myriam Ravache (ImPACcell‐SFR BIOSIT) are gratefully acknowledged for providing us with this picture of living cells in mitosis.