The Journal of Antibiotics
Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820
BIOSYNTHESIS OF ANTHRACYCLINONES: ISOLATION OF A NEW EARLY CYCLIZATION PRODUCT AKLAVIKETONE
KLAUS ECKARDTGISBERT SCHUMANNDIETER TRESSELTWOLFGANG IHN
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1988 Volume 41 Issue 6 Pages 788-793

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Abstract
Five metabolites were isolated from fermentations of a mutant strain S 383 of Streptomyces galilaeus. Components S 383-O and S 383-A were identified as known derivatives of anthraquinone and naphthacenequinone, respectively, previously isolated from cultures of other blocked mutants of S. galilaeus strains. Component S 383-X was identical with 7-deoxyaklavinone. Compound S 383-Y (aklaviketone) was found to be a new metabolite. Its chemical structure has been determined by physico-chemical methods including mass spectrometry and NMR spectral studies. The compound (7-dehydro-7-deoxy-7-oxoaklavinone) is most likely the first cyclization product along the metabolic chain possessing the tetracyclic carbon skeleton of anthracyclinones. A proposed pathway is discussed.
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© Japan Antibiotics Research Association
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