The Journal of Antibiotics
Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820
PAPULACANDINS, A NEW FAMILY OF ANTIBIOTICS WITH ANTIFUNGAL ACTIVITY
STRUCTURES OF PAPULACANDINS A, B, C AND D
PETER TRAXLERHANS FRITZHERMANN FUHRERWILHELM J. RICHTER
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JOURNAL FREE ACCESS

1980 Volume 33 Issue 9 Pages 967-978

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Abstract

The structures of the papulacandins A, B, C and D, new antibiotics of Papularia sphaerosperma have been established by means of spectral analysis and degradation reactions. Base catalysed hydrolysis of the main product papulacandin B (1) gave two new hydroxylated long-chain unsaturated fatty acids 5 and 6 along with a hitherto unknown spirocyclic diglycoside 7. The structure of 7 was determined by further degradation reactions. The positions of attachment of the two fatty acids to the spirocyclic diglycoside 7 through ester-bonds were established by selective base catalysed hydrolysis of 1 and spectral analysis of 1 and some derivatives and degradation products thereof. The structures of papulacandin A (2), papulacandin C (3) and papulacandin D (4) were determined in an analogous way.

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