Biotransformation of 2α,5α,10β,14β-Tetraacetoxy-4(20),11-taxadiene by Cell Suspension Cultures of Catharanthus roseus

Biotransformation of 2α,5α,10β,14β-Tetraacetoxy-4(20),11-taxadiene by Cell Suspension Cultures of Catharanthus roseus
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DOI:
10.1055/s-2002-36340
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发表时间:
2002-12
期刊:
影响因子:
2.7
通讯作者:
J. Dai;Ya-jun Cui;Wei-hua Zhu;Hongzhu Guo;M. Ye;Q. Hu;Dayong Zhang;Jun-hua Zheng;De-an Guo
J. Dai;Ya-jun Cui;Wei-hua Zhu;Hongzhu Guo;M. Ye;Q. Hu;Dayong Zhang;Jun-hua Zheng;De-an Guo
中科院分区:
医学3区
文献类型:
--
作者:
J. Dai;Ya-jun Cui;Wei-hua Zhu;Hongzhu Guo;M. Ye;Q. Hu;Dayong Zhang;Jun-hua Zheng;De-an Guo

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利用长春花悬浮细胞对2 α,5 α,10 β,14 β-四乙酰氧基-4(20),11-紫杉二烯(1)进行生物转化,得到4个代谢产物。根据理化数据,分别鉴定其结构为10 β-羟基-2 α,5 α,14 β-三乙酰氧基-4(20),11-紫杉二烯(2),5 α-羟基-2 α,10 β,14 β-三乙酰氧基-4(20),11-紫杉二烯(3),6 α,10 β-二羟基-2 α,5 α,14 β-三乙酰氧基-4(20),11-紫杉二烯(4),6 α,9 α,10 β-三羟基-2 α,5 α,14 β-三乙酰氧基-4(20),11-紫杉二烯(5),其中3和5为新紫杉烷类化合物。同时考察了底物添加阶段对生物转化的影响。结果表明,在细胞生长周期的线性中期(第9 ~ 12天)给药,1的生物转化率达85.3%,2的转化率达70%。另一方面,当在线性阶段早期(第6天)添加1时,4的产率达到最高水平11.8%。
Catharanthus roseus cell suspension cultures were employed for the biotransformation of 2alpha,5alpha,10beta,14beta-tetraacetoxy-4(20),11-taxadiene ( 1), and four metabolites were obtained. Based on their physical and chemical data, the structures of the four metabolites were respectively elucidated as 10beta-hydroxy-2alpha,5alpha,14beta-triacetoxy-4(20),11-taxadiene (2), 5alpha-hydroxy-2alpha,10beta, 14beta-triacetoxy-4(20),11-taxadiene (3), 6alpha,10beta-dihydroxy-2alpha,5alpha,14beta-triacetoxy-4(20),11-taxadiene (4), and 6alpha,9alpha,10beta-trihydroxy-2alpha,5alpha,14beta-triacetoxy-4(20),11-taxadiene (5), among which 3 and 5 were characterized as new taxoids. The effects of the stages of substrate addition on the biotransformation were also investigated. The results revealed that the biotransformation rate for 1 reached 85.3 % and the yield of 2 70 % when 1 was administered during the mid-linear phase (9 - 12 th day) of the cell growth cycle. On the other hand, the yield for 4 reached the highest level of 11.8 % when 1 was added in the early linear phase (6 th day).