Dual stimulatory and inhibitory effects of fluorine-substitution on mutagenicity: an extension of the enamine epoxide theory for activation of the quinoline nucleus.

K Saeki, H Kawai, Y Kawazoe, A HAkURA

Index: Saeki, Ken-Ichi; Kawai, Hiroshi; Kawazoe, Yutaka; Hakura, Atsushi Biological and Pharmaceutical Bulletin, 1997 , vol. 20, # 6 p. 646 - 650

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Citation Number: 24

Abstract

Nineteen mono-and di-fluorinated derivatives of quinoline, 1, 7-phenanthroline, 1, 10- phenanthroline, benzo-[h] quinoline, and benzo [f] quinoline were subjected to analysis of their structure-mutagenicity relationships. For this purpose, six new fluorinated derivatives were synthesized. The results support that the enamine epoxide structure of the pyridine moiety, as well as the bay-region epoxide structure, is responsible for mutagenicity. ...