Quantitative structure-activity relationship of 5-(X-benzyl)-2,4-diaminopyrimidines inhibiting bovine liver dihydrofolate reductase
- 1 June 1979
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 22 (6) , 614-617
- https://doi.org/10.1021/jm00192a003
Abstract
The inhibitory effect for a set of 23 5-(X-benzyl)2,4-diaminopyrimidines acting on bovine liver dihydrofolate reductase (DHFR) has led to the following quantitative structure-activity relationship (QSAR): log 1/C = 0.62.pi.3 + 0.33.SIGMA..sigma. + 4.99, where r = 0.931 and s = 0.146. C in this expression is the molar concentration of inhibitor producing 50% inhibition, .pi.3 is the hydrophobic parameter for substituents on the 3 position of the phenyl moiety, and .SIGMA..sigma. is the sum of the Hammett .sigma. constants for the 3, 4, and 5 substituents of the phenyl ring. [The selective inhibition of DHFR continues to be one of the most promising leads for controlling bacterial and parasitic diseases as well as cancer.].This publication has 3 references indexed in Scilit:
- Substituent constants for correlation analysisJournal of Medicinal Chemistry, 1977
- Quantitative structure-activity relation of antimalarial and dihydrofolate reductase inhibition by quinazolines and 5-substituted benzyl-2,4-diaminopyrimidinesJournal of Medicinal Chemistry, 1977
- Inhibition of dihydrofolate reductase. Structure-activity correlations of quinazolinesJournal of Medicinal Chemistry, 1976