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天然抗肿瘤药物的微生物转化。3. 普尼帕尔链霉菌将thalicarpine转化为(+)-hernandalinol。

Microbial transformations of natural antitumor agents. 3. Conversion of thalicarpine to (+)-hernandalinol by Streptomyces punipalus.

作者信息

Nabih T, Davis P J, Caputo J F, Rosazza J P

出版信息

J Med Chem. 1977 Jul;20(7):914-7. doi: 10.1021/jm00217a010.

DOI:10.1021/jm00217a010
PMID:141523
Abstract

Microbial transformation studies were conducted with the antitumor alkaloid thalicarpine. Streptomyces punipalus (NRRL 3529) converted thalicarpine to (+)-hernandalinol, the structure of which was determined spectroscopically and by synthesis from the known alkaloid hernandaline. This unusual biotransformation reaction most likely occurs by oxidative cleavage of the isoquinoline ring from thalicarpine through the intermediate hernandaline, which then undergoes further reduction to hernandalinol.

摘要

对抗肿瘤生物碱thalicarpine进行了微生物转化研究。punipalus链霉菌(NRRL 3529)将thalicarpine转化为(+)-hernandalinol,通过光谱分析并从已知生物碱hernandaline合成确定了其结构。这种不寻常的生物转化反应很可能是通过thalicarpine的异喹啉环经中间体hernandaline进行氧化裂解,然后进一步还原为hernandalinol而发生的。

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