Three New C-14 Oxygenated Taxanes from the Wood of Taxus y unnanensis

Three new C-14 oxygenated taxane-type diterpenes, hongdoushans A−C (1−3), were isolated from the wood of Taxus yunnanensis together with four known diterpenes and two lignans. The absolute stereochemistry of the 2-methylbutyryloxy group attached at C-14 of the taxane skeleton was determined to be S...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2002-11, Vol.65 (11), p.1700-1702
Main Authors: Banskota, Arjun H, Usia, Tepy, Tezuka, Yasuhiro, Kouda, Kyoji, Nguyen, Nhan Trung, Kadota, Shigetoshi
Format: Article
Language:English
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Summary:Three new C-14 oxygenated taxane-type diterpenes, hongdoushans A−C (1−3), were isolated from the wood of Taxus yunnanensis together with four known diterpenes and two lignans. The absolute stereochemistry of the 2-methylbutyryloxy group attached at C-14 of the taxane skeleton was determined to be S by GC analysis of the methyl ester of 2-methylbutyric acid obtained after alkaline hydrolysis of 1 and 4 followed by treatment with CH2N2. The complete stereostructure of the known compound 2α,5α,10β-triacetoxy-14β-[(S)-2-methylbutyryloxy]-4(20),11-taxadiene (4) was established for the first time. The isolates obtained were evaluated for their antiproliferative activity toward murine colon 26-L5 carcinoma and human HT-1080 fibrosarcoma cell lines.
ISSN:0163-3864
1520-6025
DOI:10.1021/np020235j