Clavilactones A-C (1, 4 and 5) have been isolated from cultures of the Basidiomycetous fungus Clitocybe clavipes. Their structures and relative configurations have been deduced from 'H and 13C N M R studies, chemical reactions and single-crystal X-ray analysis of the dimethyl ether derivative 3. 'HJH coupling constants, NOE data and molecular modelling calculations all suggest that the molecules have little conformational mobility and the conformation adopted in solution by clavilactone A 1 and dimethyl ether derivative 3 is essentially identical with that of 3 in the solid state. Clavilactones A-C exhibit antifungal and antibacterial activity and inhibit the growth germination of Lepidium sativum. A possible biogenetic origin of clavilactone A 1 is discussed.

SECONDARY MOULD METABOLITES .47.ISOLATION AND STRUCTURE ELUCIDATION OF CLAVILACTONES AC, NEW METABOLITES FROM THE FUNGUS CLITOCYBE CLAVIPES

MEILLE, STEFANO VALDO;
1994

Abstract

Clavilactones A-C (1, 4 and 5) have been isolated from cultures of the Basidiomycetous fungus Clitocybe clavipes. Their structures and relative configurations have been deduced from 'H and 13C N M R studies, chemical reactions and single-crystal X-ray analysis of the dimethyl ether derivative 3. 'HJH coupling constants, NOE data and molecular modelling calculations all suggest that the molecules have little conformational mobility and the conformation adopted in solution by clavilactone A 1 and dimethyl ether derivative 3 is essentially identical with that of 3 in the solid state. Clavilactones A-C exhibit antifungal and antibacterial activity and inhibit the growth germination of Lepidium sativum. A possible biogenetic origin of clavilactone A 1 is discussed.
JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS. I
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11311/660581
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