Agricultural and Biological Chemistry · 1990 · 34 citations · 0 references
Life SciencesBiochemistryMicrobiologyEnzymologyMycologyNatural Product BiosynthesisEnzyme InhibitionFungal Secondary MetabolitesChemical SubstituentsChitin MetabolismChlorine ChemistryMetabolic Enzyme InhibitionSecondary MetabolitesSynthetic AnaloguesTarget Enzyme Inhibition
3, 5-Dichloro-4-methoxybenzyl alcohol, a novel natural metabolite, was isolated from submerged cultures of a Stropharia species due to its inhibitory activity towards chitin synthase. In the same screening, drosophilin A and other chlorinated aromatic compounds were detected. Comparison of the activity of the natural metabolites with that of synthetic analogues showed the necessity of the chlorine substituents for the enzyme inhibition. Hexachlorophene strongly inhibited solubilized chitin synthase with an apparent Ki of 8.5μM. The inhibition could be reversed by the addition of lecithin.