Pesticide Science Society of Japan

Isolation of Pentoxazone-Transforming Microorganisms from Soil: Their Characteristics and Metabolites

Kouji SATSUMA, Osamu HAYASHI, Kiyoshi SATO, Kazutoshi OHYAMA, Shin-ichi MAKI, Motoo HASHIMURA and Yasuhiro KATO

J. Pestic. Sci. 25, 357-364 (2000)

Five microbial strains which have pentoxazone [3-(4-chloro-5-cyclopentyloxy-2-fluorophenyl)-5-isopropylidene-1,3-oxazolidine-2,4-dione]-transforming abilities were isolated from Ushiku paddy field soil. These strains, designated as 1B, 2B, 7B, 21B and 9A, have been tentatively identified by their morphological and physiological characteristics: Pseudomonas fluorescens, Bradyrhizobium japonicum, two pathovars of Xanthomonas oryzae and Bacillus sp., respectively. These isolates favored or tolerated the lower oxygen concentration than air though they belong to aerobes. These isolates partly modified pentoxazone molecule to afford five different metabolites. Strains 1B and 2B produced A-0505 [N-(4-chloro-5-cyclopentyloxy-2-fluorophenyl)-2-oxo-3-methylbutanamide]. Strain(s) 7B and 21B produced, respectively, A-0480 (4-chloro-5-cyclopentyloxy-2-fluoroaniline) and A-1374 [N-(4-chloro-5-cyclopentyloxy-2-fluorophenyl)-2-hydroxy-3-methylbutanamide] after their transient accumulation of A-0505. Strain 9A produced two monohydroxylated compounds on cyclopentyl moiety: hydroxylated-pentoxazone and hydroxylated-A-0505. Strains 7B, 21B and 9A were able to transform A-0505 when it was provided as the initial substrate. This indicates that A-0505 could be a metabolic intermediate of these strains.


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