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Stoffwechselprodukte von Mikroorganismen. 186. Mitteilung . Über die Aspochalasine A, B, C und D
Author(s) -
KellerSchierlein Walter,
Kupfer Ernst
Publication year - 1979
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19790620516
Subject(s) - chemistry , stereochemistry , isopropyl , diastereomer , organic chemistry
Metabolites of Microorganisms. The Aspochalasins A, B, C, and D The structures of the antibiotic aspochalasin B (asposterol) and its inactive co‐metabolites aspochalasin A, C, and D from Aspergillus microcysticus (Tü 502) were elucidated by extended spectroscopic studies and chemical degradation. The structures are: aspochalasin A = 10‐isopropyl‐14‐methyl[11]cytochalasa‐6, 13‐dien‐1, 17, 18, 21‐tetrone ( 32 ), aspochalasin B = 17‐hydroxy‐10‐isopropyl‐14‐methyl‐[11]cytochalasa‐6, 13, 19‐trien‐1, 18, 21‐trione ( 11 ), and aspochalasin C = 17, 18‐dihydroxy‐10‐isopropyl‐14‐methyl[11]cytochalasa‐6, 13, 19‐trien‐1, 21‐dione ( 29 ). Aspochalasin D ( 1 ) is a diastereomer of aspochalasin C (different configuration at C (17) or C (18)).