Identification and antimicrobial activity of urinary metabolites of a rifamycin derivative in dog

K. Hosoe Takasago Research Laboratories, Kaneka Corp., 1–8 Miyamae Takasago-cho, Takasago-shi, Hyogo, 676, Japan

T. Mae Takasago Research Laboratories, Kaneka Corp., 1–8 Miyamae Takasago-cho, Takasago-shi, Hyogo, 676, Japan

K. Yamashita Takasago Research Laboratories, Kaneka Corp., 1–8 Miyamae Takasago-cho, Takasago-shi, Hyogo, 676, Japan

K. Fujii Takasago Research Laboratories, Kaneka Corp., 1–8 Miyamae Takasago-cho, Takasago-shi, Hyogo, 676, Japan

T. Yamane Fine Chemical Research Laboratories, Kaneka Corp., 1–8 Miyamae Takasago-cho, Takasago-shi, Hyogo, 676, Japan

T. Hidaka Takasago Research Laboratories, Kaneka Corp., 1–8 Miyamae Takasago-cho, Takasago-shi, Hyogo, 676, Japan

T. Ohashi Takasago Research Laboratories, Kaneka Corp., 1–8 Miyamae Takasago-cho, Takasago-shi, Hyogo, 676, Japan

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Abstract

1. Three metabolites of the antimicrobial agent 3'-hydroxy-5'-(4-isobutyl-1-piper-azinyl)benzoxazinorifamycin (KRM-1648) were isolated from dog urine obtained after administration of a single oral dose. These metabolites of KRM-1648 were identified by mass spectrometry and ¹H and ¹³C-nmr spectrometry.

2. Three metabolites of KRM-1648 were identified as 25-deacetyl KRM-1648, 30-hydroxy KRM-1648 and 25-deacetyl-30-hydroxy KRM-1648.

3. The antimicrobial activities of 25-deacetyl KRM-1648 were comparable with those of the parent compound, whereas 30-hydroxy KRM-1648 was equipotent and 2–8-fold less active than the parent compound against bacteria and mycobacteria, respectively.

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Identification and antimicrobial activity of urinary metabolites of a rifamycin derivative in dog

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Identification and antimicrobial activity of urinary metabolites of a rifamycin derivative in dog

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