Structural diversification of taxanes by whole-cell biotransformation

被引:30
作者
Dai, Jungui [1 ,2 ,3 ]
Qu, Runjiang [1 ]
Zou, Jian-hua [2 ,3 ]
Chen, Xiaoguang [1 ]
机构
[1] Chinese Acad Med Sci, Inst Mat Med, Dept Pharmacol, Beijing 100050, Peoples R China
[2] Minist Publ Hlth, Key Lab Biosynth Nat Prod, Peking Union Med Coll, Beijing 100050, Peoples R China
[3] Minist Educ, Key Lab Bioact Subst & Resources Utilizat Chinese, Beijing 100050, Peoples R China
基金
中国国家自然科学基金; 北京市自然科学基金;
关键词
structural diversification; taxanes; whole-cell biotransformation;
D O I
10.1016/j.tet.2008.06.062
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学]; 081704 [应用化学];
摘要
The structural diversification of four 4(20),11(12)-taxadienes (sinenxan A and its two derivatives, and yunanxane) by microbial/plant whole-cell enzymatic transformation has been achieved; 53 derivatives have been obtained, and 41 of them are new compounds. The occurred reactions exhibited diversity, including hydroxylation, epoxidation, oxidation, hydrolysis, acylation, O-alkylation, O-glycosylation, rearrangement, etc. In addition, one chemical derivative, 9 alpha-cinnamoyl sinenxan A from one enzymatic product 9 alpha-hydroxyl sinenxan A, displayed significant reversal activity toward three MDR tumor cell lines (A549/taxol, KB/VCR, and HCT-8). (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8102 / 8116
页数:15
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