Synthesis of Naphthoquinoles as Potential Antitumor Agents Related to Jacaranone
- 1 July 1982
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 45 (4) , 390-392
- https://doi.org/10.1021/np50022a004
Abstract
Naphthoquinols 3a, 3b and 3c [methyl(1,4-dihydro-4-oxo-1-hydroxy-1-naphthalene)acetate, methyl(1,4-dihydro-4-oxo-3-methoxy-1-hydroxy-1-naphthalene)acetate and methyl(1,4-dihydro-4-oxo-3-methyl-l-hydroxy-l-naphthalene)acetate, respectively] were synthesized from the corresponding naphthoquinones by the series of reactions, protection of 1 carbonyl with trimethylsilycyanide, reaction with the enolate of methyl acetate and hydrolytic deprotection with aqueous silver fluoride. These naphthoquinols, which are related to the antitumor compound jacaranone [isolated from Jacaranda caucan], were tesed for cyctotoxicity [using the humor oral carcinosarcoma KB cell system], and found to be inactive.This publication has 0 references indexed in Scilit: