Quantitative structure-inhibitory activity relationships of phenols and fatty acids for Bacillus subtilis spore germination
- 1 March 1982
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 25 (3) , 315-320
- https://doi.org/10.1021/jm00345a016
Abstract
Phenols and fatty acids inhibit L-alanine-initiated germination of B. subtilis spores without altering their heat resistance. Inhibitory effect was defined as the concentration necessary to cause 50% inhibition of the germination rate. The quantitative structure-inhibitory activity relationships for 39 phenols and 7 fatty acids were analyzed. The pH dependency of inhibition showed that the nonionized form of the molecule was responsible for inhibition. Hydrophobicity, which was expressed by the partition coefficient or the distribution coefficient of the compounds, was important for inhibition. In addition to hydrophobicity, the electronic effect, which was expressed by the Kd, played a partial role in phenols. The correlation equation of the fatty acids was similar to those of the alcohols and other hydrophobic compounds, which had been reported earlier. That of the phenols appeared to be different, indicating a different and more complex mechanism of inhibition. The type of inhibition by both compounds was mixed rather than competitive or noncompetitive.Keywords
This publication has 11 references indexed in Scilit:
- Uncouplers of oxidative phosphorylation a structure-activity study of their inhibitory effect on passive chloride permeabilityBiochimica et Biophysica Acta (BBA) - Biomembranes, 1978
- The Analysis of Physiological Activity of Substituted Phenols with Substituent Constants1Journal of Medicinal Chemistry, 1966
- Sequence of Events During Bacillus megaterium Spore GerminationJournal of Bacteriology, 1966
- The Interaction of Uncoupling Phenols with Mitochondria and with Mitochondrial ProteinJournal of Biological Chemistry, 1965
- PARTIAL RESOLUTION OF ENZYMES CATALYZING OXIDATIVE PHOSPHORYLATION .V. PROPERTIES OF COUPLING FACTOR 41965
- Lipid solubility as a factor influencing the activity of uncoupling phenolsBiochimica et Biophysica Acta, 1962
- Effect of nitrophenols and halogenophenols on the enzymic activity of rat-liver mitochondriaBiochemical Journal, 1958
- Relations entre la structure moléculaire et le pouvoir inhibiteur des nitro- et halophénolsBiochimica et Biophysica Acta, 1955
- The physiological activity of substituted phenols. II. Relationships between physical properties and physiological activityArchives of Biochemistry and Biophysics, 1955
- The Effect of pH upon the Bacteriostatic Activity of Certain NitrophenolsJournal of Bacteriology, 1948