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Nat Prod Res. 2004 Aug;18(4):379-85.

(22S)-6-O-acetyl-21betaH-hopane-3beta,6beta,22,29-tetrol from oakmoss (Evernia prunastri).

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1
Department of Chemistry, Norwegian University of Science and Technology (NTNU), NO-7491 Trondheim, Norway.

Abstract

A novel hopanoid triterpene, (22S)-6-O-acetyl-21betaH-hopane-3beta,6beta,22,29-tetraol, was isolated from oakmoss (Evernia prunastri (L.) Ach.), as identified from 1H, 13C, DEPT, COSY, NOESY, HSQC and HMBC NMR, MS and IR spectroscopy. During recrystallisation a new compound, 30-nor-6-O-acetyl-3beta,6beta-dihydroxy-21alphaH-hopan-22-one, was formed by a formal loss of methanol from the dihydroxypropyl moiety. No biological activity was found for the naturally occurring compound upon testing against a series of fish and human pathogenic bacteria.

PMID:
15214492
DOI:
10.1080/14786410310001630537
[Indexed for MEDLINE]
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