Photochemical generation of nitric oxide from 6-nitrobenzo[a]pyrene

被引：89

作者：

Fukuhara, K ^{[1
]}

Kurihara, M ^{[1
]}

Miyata, N ^{[1
]}

机构：

[1] Natl Inst Hlth Sci, Div Organ Chem, Setagaya Ku, Tokyo 1588501, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2001年 / 123卷 / 36期

关键词：

D O I：

10.1021/ja0109038

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Photolabile 6-nitrobenzo[a]pyrene (6-nitroBaP) released nitric oxide (NO) under visible-light irradiation. The generation of NO and the concomitant formation of the 6-oxyBaP radical were confirmed by ESR. BaP quinones were also detected as further oxidized products of the 6-oxyBaP radical. No such photodegradation was observed with other nitrated BaPs, such as 1-nitroBaP and 3-nitroBaP. DNA-strand breakage, caused by photoexcited 6-nitroBaP, was closely related to its NO-releasing activity. MO calculations of nitrated BaP suggest that the perpendicular conformation of the nitro substituent to the aromatic ring is important for the release of NO with light. These findings may be useful for the development of a new type of NO donor.

引用

页码：8662 / 8666

页数：5

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