Three new C-14 oxygenated taxanes from the wood of Taxus yunnanensis
Three new C-14 oxygenated taxanes from the wood of Taxus yunnanensis
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DOI：
10.1021/np020235j
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发表时间：
2002-11-01
影响因子：
5.1
通讯作者：
Kadota, S
中科院分区：
文献类型：
--
作者：
Banskota, AH;Usia, T;Kadota, S
从云南红豆杉（Taxus yunnanensis）木材中分离得到3个新的C-14含氧紫杉烷型二萜化合物，命名为红豆山（hongdoushans）A-C（1-3）。通过GC分析1和4的碱水解后接着用CH 2N 2处理获得的2-甲基丁酸甲酯，确定连接在紫杉烷骨架的C-14处的2-甲基丁酰氧基的绝对立体化学为S。首次确定了已知化合物2 α，5 α-10 β-三乙酰氧基-14 β-[（S）-2-甲基丁酰氧基-4（20），11-紫杉二烯（4）]的完整立体结构。获得的分离物进行了评估，其抗增殖活性对小鼠结肠26-L5癌和人HT-1080纤维肉瘤细胞系。
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 2alpha,5alpha-10beta-triacetoxy-14beta-[(S)-2-methylbutyryloxyl-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.