Microbial Transformation of Methyl 5(6)-Butyl-2-Benzimidazolecarbamate

Valenta, Joseph R.; DiCuollo, C. John; Fare, Louis R.; Miller, Jonathan A.; Pagano, Joseph F.

doi:10.1128/am.28.6.995-998.1974

Appl Microbiol

1974

DOI: 10.1128/am.28.6.995-998.1974

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Microbial Transformation of Methyl 5(6)-Butyl-2-Benzimidazolecarbamate

Joseph R. Valenta¹,

C. John DiCuollo²,

Louis R. Fare³

et al.

Abstract: The anthelmintic agent methyl 5(6)-butyl-2-benzimidazolecarbamate (Parbendazole) was transformed to two of its animal metabolites, methyl 5(6)-(4-hydroxybutyl)-2-benzimidazolecarbamate and methyl 5(6)-3-(carboxypropyl)-2-benzimidazolecarbamate, by the filamentous fungus Cunninghamella bainieri ATCC 9244. The transformation pathway was shown to be through the 4-hydroxybutyl product to the 3-carboxypropyl product. The reaction favored accumulation of the latter product.

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1978

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Bacterial breakdown of benomyl. I. Pure cultures

Fuchs

Vries

1978

Antonie van Leeuwenhoek

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With different soil and water samples as inoculum and the benzimidazole fungicides benomyl (either as Benlate or as the pure compound) and thiabendazole as selective agents, a large number of, mainly fluorescent, Pseudomonas strains were isolated which nearly all were able to grow in a mineral medium with benomyl as the sole source of carbon. However, no growth occurred with any of a series of other benzimidazole compounds, viz. benzimidazole, 2-aminobenzimidazole (2-AB), thiabendazole and fuberidazole. Although benomyl--or rather its non-enzymatic breakdown product methyl benzimidazol-2-yl carbamate (MBC)--was partially degraded to 2-AB, most probably n-butylamine, which arises after splitting off of the butylcarbamoyl side chain, was the actual carbon source for the Pseudomonas isolates. When incorporated in a lactate medium, 2-AB markedly inhibited the growth of Pseudomonas spp. at a concentration of 250 microgram/ml, with complete inhibition being attained at 500 microgram/ml. For Bacillus spp. grown in liquid peptone media benzimidazole compounds were inhibitory at concentrations of 500-1000 microgram/ml, with a toxicity increasing in the order: benzimidazole less than thiabendazole less than MBC less than 2-AB.

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Bacterial breakdown of benomyl. I. Pure cultures

Fuchs

Vries

1978

Antonie van Leeuwenhoek

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show abstract

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Microbial Transformation of Methyl 5(6)-Butyl-2-Benzimidazolecarbamate

Cited by 1 publication

References 2 publications

Bacterial breakdown of benomyl. I. Pure cultures

Bacterial breakdown of benomyl. I. Pure cultures

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