MICROBIAL TRANSFORMATION OF THE TRICHODERMA METABOLITE 6-N-PENTYL-2H-PYRAN-2-ONE

Biotransformation of the antifungal Trichoderma metabolite 6-n-pentyl- 2H-pyran-2-one (6PAP) (1) by Botrytis cinerea generated the previously reported 3-(2-pyron-6-yl)propionic acid (a) and 5-(2-pyron-6-yl)penta noic acid (3) and allowed the isolation and characterization of a prev iously tentatively assigned product as 5-(2-pyron-6-yl)pentan-2-ol (5) , plus allowed isolation of a new transformation product identified as 5-(2-pyron-6-yl)pentanoic acid (4). The full NMR spectral assignments of these four compounds are presented here for the first; dime, inclu ding some corrections to assignments previously published for 6PAP. In formation is also presented on the relative toxicity of 6PAP and its f our biotransformation products to B. cinerea, which shows that the met abolism products have reduced toxicity to the pathogenic organism.