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Bioactive taxoids from the Japanese yew Taxus cuspidata

✍ Scribed by Jun'ichi Kobayashi; Hideyuki Shigemori


Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
390 KB
Volume
22
Category
Article
ISSN
0198-6325

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✦ Synopsis


Abstract

A series of new taxoids, named taxuspines A–H and J–Z (1–25) and taxezopidines A–H and J–L (26–36), have been isolated together with 37 known taxoids (37–73) including paclitaxel (53) from the Japanese yew, Taxus cuspidata Sieb. et Zucc. (Taxaceae). These new taxoids possess various skeletons containing 5/7/6, 6/10/6, 6/5/5/6, 6/8/6, or 6/12‐membered ring systems. Among the new taxoids, some non‐taxol‐type compounds remarkably reduced CaCl~2~‐induced depolymerization of microtubules, or increased cellular accumulation of vincristine in multidrug‐resistant tumor cells as potent as verapamil. On the other hand, chemical derivatization of taxinine (37), one of major taxoids obtained from this yew, led to the discovery of unusual reactions of taxinine derivatives. Here we describe our recent results on the isolation, structure elucidation, and bioactivity of these new and known taxoids and the formation of unexpected products of the unusual reactions of taxinine. Β© 2002 Wiley Periodicals, Inc. Med Res Rev, 22, No. 3, 305–328, 2002; Published online in wiley InterScience (www.interscience.wiley.com). DOI 10.1002/med.10005


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