Synthesis of 4-demethoxyanthracyclines carrying a lipophilic alkanoyl group at the C9-position.
- 1 January 1986
- journal article
- research article
- Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN
- Vol. 34 (11) , 4605-4612
- https://doi.org/10.1248/cpb.34.4605
Abstract
By employing various novel reactions developed in our synthetic studies on 4-demethoxy-adriamycin and 4-demethoxydaunorubicin, three examples of the title compounds (7a-c) were prepared from (R)-2, 5, 12-trihydroxy-1, 2, 3, 4-tetrahydro-6, 11-naphthacenedione-2-carboxylic acid (9). While 7a-c showed marked cytotoxicity against P388 in vitro, it was found that 7a (carrying a nonanoyl group at the C9-position) was ineffective against P388 in vivo.Keywords
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