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The Design and Synthesis of New Steroidal Compounds as Potential Mimics of Taxoids
Author(s) -
Roussi Fanny,
Ngo Quoc Anh,
Thoret Sylviane,
Guéritte Françoise,
Guénard Daniel
Publication year - 2005
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.200500203
Subject(s) - chemistry , cholic acid , stereochemistry , combinatorial chemistry , organic chemistry , bile acid , biochemistry
Eight new steroidal compounds bearing the phenylisoserine and benzoate side‐chains of docetaxel were synthesised as potential mimics of antitumour taxoids. They were readily obtained either from cholic acid or from 4‐androstene‐3,17‐dione by a reductive Tsuji–Trost/reduction one‐pot reaction. Two compounds showed an unexpected inhibitory activity of tubulin assembly. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)