TOTAL SYNTHESIS OF A NOVEL BENZ[A]ANTHRACYCLINE ANALOG OF THE ANTITUMOR AGENT 4-DEMETHOXYDAUNORUBICIN

Citation
A. Villalobos et al., TOTAL SYNTHESIS OF A NOVEL BENZ[A]ANTHRACYCLINE ANALOG OF THE ANTITUMOR AGENT 4-DEMETHOXYDAUNORUBICIN, Bioorganic & medicinal chemistry letters, 4(23), 1994, pp. 2781-2786
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
ISSN journal
0960894X
Volume
4
Issue
23
Year of publication
1994
Pages
2781 - 2786
Database
ISI
SICI code
0960-894X(1994)4:23<2781:TSOANB>2.0.ZU;2-P
Abstract
The total synthesis of 2S, ydro-2,5,6-trihydroxy-benz[a]anthracene-7,1 2-dione (5) and its 2R, 4R-diastereomer (23) was accomplished in 11 st eps (1.4% overall yield) from 5,6-dimethoxy-2-tetralone (8). These ang ular analogs of 4-demethoxydaunorubicin were inactive in tissue cultur e assays in comparison with doxorubicin.