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Antibiotics from Gliding Bacteria, LIV. Isolation and Structure Elucidation of Soraphen A1α, a Novel Antifungal Macrolide fromSorangium cellulosum

✍ Scribed by Bedorf, Norbert ;Schomburg, Dietmar ;Gerth, Klaus ;Reichenbach, Hans ;Höfle, Gerhard

Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
471 KB
Volume
1993
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

From the myxobacterium Sorangium cellulosum, strain So ce26, a novel group of highly active antifungal metabolites was isolated. Large‐scale production of the basic compound soraphen A~1α~ (1) was achieved by fermentation in the presence of the adsorber resin XAD‐16, extraction and crystallization. The 18‐membered macrolide structure of 1 was determined by spectroscopic methods. X‐ray crystal structure analysis revealed the absolute configuration of the ten asymmetric centers. According to proton coupling constants and difference NOE measurements the solution conformation in CDCl~3~ and [D~6~]DMSO is very similar to that in the crystal structure.

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