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Antibiotics from gliding bacteria, LXIV. Isolation and structure elucidation of sorangiolides A and B, novel macrocyclic lactone carboxylic acids fromSorangium cellulosum

✍ Scribed by Jansen, Rolf ;Irschik, Herbert ;Meyer, Holger ;Reichenbach, Hans ;Wray, Victor ;Schomburg, Dietmar ;Höfle, Gerhard

Publisher
John Wiley and Sons
Year
1995
Tongue
English
Weight
596 KB
Volume
1995
Category
Article
ISSN
0947-3440

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✦ Synopsis

Antibiotics I Sorangium cellulosum I Macrolides I Mass spectrometry I X-ray structure analysis Two novel metabolites, sorangiolide A (1) and B (2), were isolated from the mother liquors and side fractions of the sorangicin A pilot-scale production. Their structures were elucidated by 2D-NMR spectroscopy and mass spectrometry as 18-membered macrolactones with a Cll-carboxylic acid side chain. Sorangiolide B (2) differs from A (1) by an additional hydroxyl group at C-6 in the side chain. The absolute configuration of sorangiolide A (1) was established by X-ray structure analysis. The sorangiolides show a weak antibiotic activity against Gram-positive bacteria.

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