Tetrodecamycin and Dihydrotetrodecamycin, New Antimicrobial Antibiotics against Pasteurella piscidda Produced by Streptomyces nashvillensis MJ885-mF8 II. Structure Determination

TOSHIO TSUCHIDA; HIRONOBU IINUMA; RYUICHI SAWA; YOSHIKAZU TAKAHASHI; HIKARU NAKAMURA; KAZURO T. NAKAMURA; TSUTOMU SAWA; HIROSHI NAGANAWA; TOMIO TAKEUCHI

doi:10.7164/antibiotics.48.1110

Tetrodecamycin and Dihydrotetrodecamycin, New Antimicrobial Antibiotics against Pasteurella piscidda Produced by Streptomyces nashvillensis MJ885-mF8

II. Structure Determination

TOSHIO TSUCHIDA, HIRONOBU IINUMA, RYUICHI SAWA, YOSHIKAZU TAKAHASHI, HIKARU NAKAMURA, KAZURO T. NAKAMURA, TSUTOMU SAWA, HIROSHI NAGANAWA, TOMIO TAKEUCHI

著者情報

ジャーナルフリー

1995 年 48 巻 10 号 p. 1110-1114

DOI https://doi.org/10.7164/antibiotics.48.1110

詳細

抄録

Novel antimicrobial antibiotics against Pasteurella piscidda, tetrodecamycin (1) and weakly active dihydrotetrodecamycin (2) were isolated from a culture broth of Streptomyces nashvillensis MJ885-mF8. The planar structure of 1 was determined to be 2-acyl-4-ylidene tetronic acid alkyl ether containing decaline ring by various NMR spectral data of 1 and its acetyl derivative (3). The structure of 2 was elucidated by comparison with the spectral data of 1 and confirmed by catalytic reduction of 1 into 2. The X-ray crystallography of 2 showed the relative stereochemistry. Their absolute configurations were determined by using modified Mosher's method.

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