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Antileukemic compounds derived from the chemical modification of macrocyclic trichothecenes. 1. Derivatives of verrucarin A.

Abstract：

:Verrucarin A (2) was epoxidized to give the beta-9,10-epoxide 7 (major product) and alpha-9,10-epoxide 9 (minor product). The beta-epoxide 7 and its acetate 8 exhibit high in vivo antileukemic activity against P-388 mouse leukemia, whereas 2 and 9 are inactive. Epoxidation of verrucarin B (3) and roridin A (1) to their respective beta-9,10-epoxides (11 and 12, respectively) also yields compounds with substantially increased activity. Allylic alcohols derived from 2, alpha-C8 (20), beta-C8 (14), and C16 (15), were synthesized and tested; only 15 exhibited substantial in vivo activity.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

Jarvis BB,Stahly GP,Pavanasasivam G,Mazzola EP

doi

10.1021/jm00183a018

subject

Has Abstract

pub_date

1980-09-01 00:00:00

pages

1054-8

issue

9

eissn

0022-2623

issn

1520-4804

journal_volume

23

pub_type

杂志文章

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