Metabolism of a fungicide mepanipyrim by soil fungus Cunninghamella elegans ATCC36112.
Mepanipyrim is a fungicide against several plant pathogens. However, no metabolic details have been established in fungi, which is the most important biomass in the natural environment. Cunninghamella elegans is a well-known fungal species with its strong resemblance to the mammalian xenobiotic metabolism. In this study, the detailed metabolic pathways of mepanipyrim were investigated with C. elegans. Approximately 87% of mepanipyrim was removed within 12 h with concomitant accumulation of nine metabolites. Structures of the metabolites were fully or tentatively identified with GC-MS and (1)H NMR. To determine the possible role of representative oxidative enzymes, piperonyl butoxide and methimazole were treated, and the kinetic responses of mepanipyrim and its metabolites were measured. Dose-dependent inhibition of metabolism was observed with piperonyl butoxide, while methimazole also inhibited the metabolism less effectively. The results indicate the possible involvement of cytochrome P450 and flavin-dependent monooxygenase in mepanipyrim metabolism. Comprehensive metabolic pathways can be deduced from the detailed analysis of metabolite profiles in control and inhibitor assays.
College of Chemistry and Pharmacy, Qingdao Agricultural University, Changcheng Road, Chengyang, Qingdao City, Shandong Province 266-109, China.
Yong-Zhe
YZ
Zhu
Young Soo
YS
Keum
Lin
L
Yang
Hyeri
H
Lee
Heewon
H
Park
Jeong-Han
JH
Kim
D020093:Cunninghamella / Q000201:enzymology / Q000235:genetics / Q000378:metabolism*; D003577:Cytochrome P-450 Enzyme System / Q000235:genetics / Q000378:metabolism; D005656:Fungal Proteins / Q000235:genetics / Q000378:metabolism; D005659:Fungicides, Industrial / Q000737:chemistry / Q000378:metabolism*; D008401:Gas Chromatography-Mass Spectrometry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011743:Pyrimidines / Q000737:chemistry / Q000378:metabolism*; D012988:Soil Microbiology
D005656:Fungal Proteins; D005659:Fungicides, Industrial; D011743:Pyrimidines; D003577:Cytochrome P-450 Enzyme System; C104083:mepanipyrim