SYNTHESIS OF THE DIHYDRODIOLS AND DIOL EPOXIDES OF BENZO[E]PYRENE AND TRIPHENYLENE

被引：37

作者：

HARVEY, RG

LEE, HM

SHYAMASUNDAR, N

机构：

[1] Ren May Laboratory for Cancer Research, University of Chicago, Chicago

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1978年 / 44卷 / 01期

关键词：

D O I：

10.1021/jo01315a019

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthesis of the “bay region” dihydrodiols of benzo[e]pyrene and triphenylene (1 and 2) and the corresponding anti isomeric diol epoxides (3 and 4) is described. NMR analysis indicates 1-4 exist preferentially in the diaxial conformation in contrast to the analogous derivatives of the potent carcinogen benzo[a]pyrene shown previously to exist preferentially as the diequatorial conformer. Both 3 and 4, derived from hydrocarbons inactive as carcinogens, are inactive as inhibitors of the ɸX 174 DNA virus, whereas the analogous anti-diol epoxide of benzo[a]pyrene is highly potent in this respect. © 1979, American Chemical Society. All rights reserved.

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页码：78 / 83

页数：6

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