Isolation and Structural Determination of a Novel Bicyclic Taxane Diterpene from Needles of the Chinese Yew, Taxus mairei

Qing-Wen SHI; Takayuki ORITANI; Takeyoshi SUGIYAMA; Teiko YAMADA

doi:10.1271/bbb.63.756

Bioscience, Biotechnology, and Biochemistry

Online ISSN : 1347-6947
Print ISSN : 0916-8451

Organic Chemistry Notes

Isolation and Structural Determination of a Novel Bicyclic Taxane Diterpene from Needles of the Chinese Yew, Taxus mairei

Qing-Wen SHI, Takayuki ORITANI, Takeyoshi SUGIYAMA, Teiko YAMADA

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Keywords: Taxus mairei, Taxaceae, taxoids, bicyclic taxanes, needles

JOURNAL FREE ACCESS

1999 Volume 63 Issue 4 Pages 756-759

DOI https://doi.org/10.1271/bbb.63.756

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Abstract

A novel bicyclic taxane diterpene with a rare 12-membered ring was isolated from needles of the Chinese yew, Taxus mairei, and its structure was established as (3E, 8E)-2α, 7β, 9, 10β, 13α, 20-hexaacetoxy-5(2′-acetoxy-cinnamoyloxy)-3,8-secotaxa-3,8,11-triene (1) with the help of 1D and 2D NMR data. The relative stereochemistry was deduced from a NOESY experiment.

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