Stereocontrolled synthesis of 4-mercapto-4-deoxy-4'-demethylepipodophyllotoxin

Acta Chimica Sinica ›› 1992, Vol. 50 ›› Issue (7): 698-701. Previous Articles Next Articles

Original Articles

4-巯基-4-脱氧-4'-去甲表鬼臼毒素的立体控制合成

王志光;马维勇;张椿年

国家医药管理局上海医药工业研究院

发布日期:1992-07-15

Stereocontrolled synthesis of 4-mercapto-4-deoxy-4'-demethylepipodophyllotoxin

WANG ZHIGUANG;MA WEIYONG;ZHANG CHUNNIAN

Published:1992-07-15

Abstract

4-Mercapto-4-deoxy-4'-demethylepipodophyllotoxin (I), a key intermediate for 4S-substituted-4-deoxy-4'-demethylepipodophyllotoxins, was prepared with high stereospecificity by the reaction of 4'-demethylepipodophyllotoxin and H2S in the presence of BF3譋t2O. I can also be obtained by reaction of 4'-demethylepipodophyllotoxin and thioacetic acid, followed by S-deacetylation with NH3/MeCN. I had an ID50 of 1.92 mg/mL against leukemia cell L1210.

Key words: MERCAPTO GROUP, STEREOSELECTIVITY, ANTINEOPLASTIC ACTIVITY

CLC Number:

O629

Cite this article

WANG ZHIGUANG;MA WEIYONG;ZHANG CHUNNIAN. Stereocontrolled synthesis of 4-mercapto-4-deoxy-4'-demethylepipodophyllotoxin[J]. Acta Chimica Sinica, 1992, 50(7): 698-701.

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4-巯基-4-脱氧-4'-去甲表鬼臼毒素的立体控制合成

Stereocontrolled synthesis of 4-mercapto-4-deoxy-4'-demethylepipodophyllotoxin

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