DIOLMYCINS, NEW ANTICOCCIDIAL AGENTS PRODUCED BY Streptomyces sp. II. STRUCTURE ELUCIDATION OF DIOLMYCINS A1, A2, B1 AND B2, AND SYNTHESIS OF DIOLMYCIN A1

NORIKO TABATA; TOSHIAKI SUNAZUKA; HIROSHI TOMODA; TOHRU NAGAMITSU; YUZURU IWAI; SATOSHI OMURA

doi:10.7164/antibiotics.46.762

DIOLMYCINS, NEW ANTICOCCIDIAL AGENTS PRODUCED BY Streptomyces sp.

II. STRUCTURE ELUCIDATION OF DIOLMYCINS A1, A2, B1 AND B2, AND SYNTHESIS OF DIOLMYCIN A1

NORIKO TABATA, TOSHIAKI SUNAZUKA, HIROSHI TOMODA, TOHRU NAGAMITSU, YUZURU IWAI, SATOSHI OMURA

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JOURNAL FREE ACCESS

1993 Volume 46 Issue 5 Pages 762-769

DOI https://doi.org/10.7164/antibiotics.46.762

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Abstract

The structures of diolmycins Al, A2, Bl and B2, novel anticoccidial agents, were determined by spectroscopic analyses. Diolmycins Al and A2 are stereoisomers with the structure of 1 -(3-indolyl)-4-(p-hydroxyphenyl)-2, 3-butanediol. From the chemical synthesis of the erythro-isomer, the relative configurations of diolmycins A1 and A2 were determined to be the erythro- and threo-isomers, respectively. The stereoisomers, diolmycins B1 and B2, were also deduced to be erythro- and threo-1, 4-di-(p-hydroxyphenyl)-2, 3-butanediol, respectively.

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