Journal of medicinal chemistry

Adriamycin analogs. Preparation and biological evaluation of some novel 14-thiaadriamycins

R Seshadri, M Israel, WJ Pegg

Index: Seshadri, Ramakrishnan; Israel, Mervyn; Pegg, William J. Journal of Medicinal Chemistry, 1983 , vol. 26, # 1 p. 11 - 15

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Citation Number: 17

Abstract

Condensation of 14-bromodaunorubicin with thiols in methanol, in the presence of potassium carbonate, resulted in the formation of 14-thia analogues of the antitumor antibiotic adriamycin. However, similar condensation of N-(trifluoroacetyl)-l4- iododaunorubicin with thiols invariably led to a redox reaction, with the formation of N- (trifluoroacety1) daunorubicin and disulfides. Accordingly, N-(trifluoroacetyl)-14- ...