3'-HYDROXYESORUBICIN - SYNTHESIS AND ANTITUMOR-ACTIVITY

被引：7

作者：

PRIEBE, W

NEAMATI, N

PEREZSOLER, R

机构：

[1] The University of Texas M. D. Anderson Cancer Center, Houston

来源：

JOURNAL OF ANTIBIOTICS | 1990年 / 43卷 / 07期

关键词：

D O I：

10.7164/antibiotics.43.838

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

A novel route to 4′-deoxy anthracycline analogues has been developed starting from previously unavailable, optically active 4, 6-dideoxy-hex-1-enitol 9. Coupling of daunomycinone (11) or 14-O-tert-butyldimethylsilyladriamycinone (12) with glycosyl chloride 10 in Koenigs-Knorr condition gave mainly a anomers, which were successfully deblocked to final 3′-deamino-4′-deoxy-3′-hydroxydaunorubicin (7) and 3′-deamino-3′-hydroxyesorubicin (8). Analogues were evaluated in vitro against P388 and L1210 leukemia and M5076 cells and in vivo against P388 leukemia. Compared with doxorubicin (1), 3′-hydroxyesorubicin (8) showed in vitro similar cytotoxic potential and in vivo higher antitumor activity. © 1990, JAPAN ANTIBIOTICS RESEARCH ASSOCIATION. All rights reserved.

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页码：838 / 846

页数：9

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