Reaction of daunomycinone with diols
- 1 January 1984
- journal article
- Published by Institute of Organic Chemistry & Biochemistry in Collection of Czechoslovak Chemical Communications
- Vol. 49 (3) , 653-665
- https://doi.org/10.1135/cccc19840653
Abstract
During the acid catalyzed acetalization of the 13-ketone group of daunomycinone (I) by 1,2-ethanediol or 1,3-propanediolits 7-O-alkylation also takes place. The 7-O-ω-hydroxyalkyl derivatives only are formed with 1,4-butanediol, 1,6-hexanediol or 1,4-butynediol. The conformational preference of new compounds is discussed. The (7S)-ω-hydroxyalkyl derivatives of daunomycinone are active against Bacillus subtilis, on the contrary to I and their (7R)-epimers.Keywords
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