7-O-(alpha-L-람노피라노실) 또는 7-O-(4''-아미노-alpha-L-람노피라노실)-다우노마이시논과 -아드리아마이시논 유도체의 합성과 항암활성

Synthesis and Antitumor Activity of 7-O-(alpha-L-rhamnopyranosyl) or 7-O-(4''-amino-alpha-L-rhamnopyranosyl)-daunomycinone and -adriamycinone Derivatives

Daunirubicin and doxorubicin analogues (5,7,8,9,) in which the natural amino sugar, daunosamine, is replaced by rhamnopyranosyl or 4''-amino rhamnopyranosyl residues have been prepared. The in vitro cytotoxicity of compound 5 or 7 was similar to that of doxorubicin for P388 murine leukemic cell line. But compound 8 or 9 was less cytotoxic than doxorubicin. When administered intravenously on day 1, compound 9 showed antitumor activity comparable to that of doxorubicin against ip-inoculated L1210 murine leukemia and found to be less toxic than doxorubicin. But the in vivo antitumor activity of compound 7 or 8 was inferior to that of doxorubicin.