Enhanced antitumor properties of 3'-(4-morpholinyl) and 3'-(4-methoxy-1-piperidinyl) derivatives of 3'-deaminodaunorubicin

CW Mosher, HY Wu, AN Fujiwara…

Index: Mosher, Carol W.; Wu, Helen Y.; Fujiwara, Allan N.; Acton, Edward M. Journal of Medicinal Chemistry, 1982 , vol. 25, # 1 p. 18 - 24

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Citation Number: 36

Abstract

Reductive N, N-dialkylation of daunorubicin with 2, 2'-oxydiacetaldehyde and NaBH3CN occurred in two steps without interruption and with cyclization to form 3'-(4-morpholinyl)-3'- deaminodaunorubicin. This derivative retained the antitumor efficacy of doxorubicin against mouse leukemia P388 but at one-fortieth the dose; hence, it is the most potent anthracycline analogue synthesized so far. The 4-methoxy-1-piperidinyl derivative, similarly prepared ...