SYNTHESIS OF A NOVEL FLUORINATED BENZO[A]PYRENE - 4,5-DIFLUOROBENZO[A]PYRENE

被引：4

作者：

AGARWAL, SC

LAMBERT, G

PADGETT, W

NESNOW, S

机构：

[1] US EPA,HLTH EFFECTS RES LAB,CARCINOGENESIS & METAB BRANCH,RES TRIANGLE PK,NC 27711

[2] ENVIRONM HLTH RES & TESTING INC,RES TRIANGLE PK,NC 27709

来源：

CARCINOGENESIS | 1991年 / 12卷 / 09期

关键词：

D O I：

10.1093/carcin/12.9.1647

中图分类号：

R73 [肿瘤学];

学科分类号：

100214 ;

摘要：

The synthesis of 4,5-difluorobenzo[a]pyrene, as a fluorinated probe to investigate the involvement of the K-region in the further metabolic activation of benzo[a]pyrene metabolites, is described. Benzo[a]pyrene-4,5-dione obtained from 2,3-dichloro-5,6-dicyano-1,4-benzoquinone oxidation of cis-4,5-dihydro-4,5-dihydroxybenzo[a]pyrene was fluorinated with dimethylaminosulfur trifluoride to give 4H,5H,4,4,5,5,-tetrafluorobenzo[a]pyrene. Defluorination using lithium aluminum hydride in tetrahydrofuran gave 4,5,-difluorobenzo[a]pyrene.

引用

页码：1647 / 1650

页数：4

共 33 条

[1] A STUDY OF CHEMICAL CARCINOGENESIS .36. EFFECTS OF FLUORINE SUBSTITUTION ON THE TUMOR INITIATING ACTIVITY AND METABOLISM OF 5-HYDROXYMETHYLCHRYSENE, A TUMORIGENIC METABOLITE OF 5-METHYLCHRYSENE [J].