Structure of the Spiroketal-macrolide Ossamycin

Ossamycin is a cytotoxic agent of undetermined structure that was originally isolated in 1965 from culture broths of Streptomyces hygroscopicus var. ossamyceticus. Its overall structure and relative stereochemistry have now been determined by single crystal X-ray diffraction studies. Absolute stereo...

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Bibliographic Details
Published inJournal of antibiotics Vol. 49; no. 2; pp. 162 - 167
Main Authors KIRST, HERBERT A., MYNDERSE, JON S., MARTIN, JAMES W., BAKER, PATRICK J., PASCHAL, JONATHAN W., STEINER, JORGE L. Rios, LOBKOVSKY, EMIL, CLARDY, JON
Format Journal Article
LanguageEnglish
Published TOKYO JAPAN ANTIBIOTICS RESEARCH ASSOCIATION 1996
JAPAN ANTIBIOT RES ASSN
Japan Antibiotics Research Association
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Summary:Ossamycin is a cytotoxic agent of undetermined structure that was originally isolated in 1965 from culture broths of Streptomyces hygroscopicus var. ossamyceticus. Its overall structure and relative stereochemistry have now been determined by single crystal X-ray diffraction studies. Absolute stereochemistry was established according to the previously determined configuration of its aminosaccharide constituent, ossamine. The aglycone of ossamycin possesses a 24-membered macrolide ring system onto which is incorporated both a 6, 6-spiroketal and a 5-membered hemiketal ring system. The overall three-dimensional structure possesses features in common with the related macrocyclic antibiotics dunaimycin, cytovaricin, and A82548A.
Bibliography:Medline
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ObjectType-Article-2
SourceType-Scholarly Journals-1
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ISSN:0021-8820
1881-1469
DOI:10.7164/antibiotics.49.162