Synthesis and antitumor activity of tropolone derivatives. 4
- 1 January 1987
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 30 (1) , 117-120
- https://doi.org/10.1021/jm00384a020
Abstract
Modifications of monotropolone 2 having poor potency against P388 in mice were studied. The .alpha.-ethoxy group of 2, prepared from hinokitiol and benzaldehyde diethyl acetal, was replaced with a phenolic or heteroaromatic compound by heating 2 with the appropriate nucleophile. Structure-activity relationships indicated that an acidic hydroxyl and a proton-accepting group situated in the neighboring position, which permits the formation of a chelate with a metal ion, contributed to enhanced activity. Among the compounds studied, the 8-hydroxyquinoline analogue 10f was the most favorable compound.This publication has 3 references indexed in Scilit:
- Synthesis and antitumor activity of tropolone derivatives. 3Journal of Medicinal Chemistry, 1986
- Synthesis and antitumor activity of tropolone derivatives. 2Journal of Medicinal Chemistry, 1985
- Synthesis of tropolone derivativesJournal of the Chemical Society, Perkin Transactions 1, 1984