The Journal of Antibiotics
Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820
Structure Elucidation of Sch 20561, a Cyclic Dehydropeptide Lactone - a Major Component of W-10 Antifungal Antibiotic
ADRIANO AFONSOFRANK HONRAY BRAMBILLAMOHINDAR S. PUAR
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JOURNAL FREE ACCESS

1999 Volume 52 Issue 4 Pages 398-406

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Abstract
Antibiotic W-10 is a fermentation complex produced by the bacterium Aeromonas sp. W-10. The cyclic dehydropeptide lactones Sch 20562 (1) and Sch 20561 (2) are the major components of this fermentation complex and are of biological interest in view of their unique structural features and potent antifungal activity. The chemical degradation studies that were utilized in the assignment of structure 2 for Sch 20561 are described here. The structure determination of 2 made use of the ozonolytic cleavage of the dehydropeptide units to form fragments that were sequenced by mass spectrometry. The cyclic dehydropeptide lactone Sch 20561 (2) was found to be the aglycone of Sch 20562 (1) and these two natural products were correlated by a chemical transformation involving the deglucosidation of 1 to form 2.
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© Japan Antibiotics Research Association
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