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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| Veröffentlicht in: | Journal of antibiotics 1996/02/25, Vol.49(2), pp.162-167 |
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| container_end_page | 167 |
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| container_issue | 2 |
| container_start_page | 162 |
| container_title | Journal of antibiotics |
| container_volume | 49 |
| creator | KIRST, HERBERT A. MYNDERSE, JON S. MARTIN, JAMES W. BAKER, PATRICK J. PASCHAL, JONATHAN W. STEINER, JORGE L. Rios LOBKOVSKY, EMIL CLARDY, JON |
| description | 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. |
| doi_str_mv | 10.7164/antibiotics.49.162 |
| format | Article |
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Rios</creatorcontrib><creatorcontrib>LOBKOVSKY, EMIL</creatorcontrib><creatorcontrib>CLARDY, JON</creatorcontrib><title>Structure of the Spiroketal-macrolide Ossamycin</title><title>Journal of antibiotics</title><addtitle>J. Antibiot.</addtitle><description>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. 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| ispartof | The Journal of Antibiotics, 1996/02/25, Vol.49(2), pp.162-167 |
| issn | 0021-8820 1881-1469 |
| language | eng |
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| source | J-STAGE Free; MEDLINE |
| subjects | Anti-Bacterial Agents Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents Antineoplastic Agents - chemistry Applied microbiology Biological and medical sciences Chemotherapic agents Crystallography, X-Ray Fundamental and applied biological sciences. Psychology Macrolides - chemistry Microbiology Molecular Structure Spectrum Analysis Stereoisomerism |
| title | Structure of the Spiroketal-macrolide Ossamycin |
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