Microbial transformations of natural antitumor agents. 3. Conversion of thalicarpine to (+)-hernandalinol by Streptomyces punipalus
- 1 July 1977
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 20 (7) , 914-917
- https://doi.org/10.1021/jm00217a010
Abstract
Microbial transformation studies were conducted with the antitumor alkaloid thalicarpine. S. 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.This publication has 4 references indexed in Scilit:
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- Studies on the syntheses of heterocyclic compounds. Part DCXLIV . Catalytic reduction of homoproaporphine related compoundsJournal of Heterocyclic Chemistry, 1976
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