Whole-cell biotransformation of m-ethyltoluene into 1S,6R-5-ethyl-1,6-dihydroxycyclohexa-2,4-diene-1-carboxylic acid as an approach to the C-ring of the binary indole-indoline alkaloid vinblastine

被引：16

作者：

Banwell, MG ^{[1
]}

Edwards, AJ

Lupton, DW

Whited, G

机构：

[1] Australian Natl Univ, Inst Adv Studies, Res Sch Chem, Canberra, ACT 0200, Australia

[2] Genencor Int Inc, Palo Alto, CA 94304 USA

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 2005年 / 58卷 / 01期

关键词：

D O I：

10.1071/CH04185

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The title compound 3, a potential building block for the construction of analogues of the clinically important anticancer agent vinblastine ( 1), has been prepared in an efficient manner through a whole- cell biotransformation of m- ethyltoluene ( 4) using the microorganism Pseudomonas putida BGXM1 which expresses the enzyme toluate dioxygenase ( TADO). Metabolite 3 was readily converted into derivatives 5 - 8 using conventional chemical techniques and the structure, including absolute stereochemistry, of the last of these was established by single- crystal X- ray analysis.

引用

页码：14 / 17

页数：4

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