Issue 0, 1971

Natural acetylenes. Part XXXIII. The biogenesis of the C9 diacetylenic triol from the fungus Clitocybe rhizophora velen

Abstract

Labelled diethyl malonate, methyl oleate, methyl linoleate, and methyl crepenynate (CH3·[CH2]4·C[triple bond, length as m-dash]C·CH2·CH[double bond, length half m-dash]CH·[CH2]7·CO2Me) were all incorporated into the triol CH3·CH2·CH(OH)·[C[triple bond, length as m-dash]C]2·CH(OH)·CH2·OH by cultures of the fungus in the expected manner. Specifically labelled (14C and 3H) lachnophyllum ester (CH3·CH2·CH2·[C[triple bond, length as m-dash]C]2·CH[double bond, length half m-dash]CH·CO2Me) has been synthesised and also shown to be a precursor of the triol.

A new metabolite, CH3[graphic omitted]CH·[C[triple bond, length as m-dash]C]2·CH2·CH2·OH, has been isolated.

Article information

Article type
Paper

J. Chem. Soc. C, 1971, 3308-3313

Natural acetylenes. Part XXXIII. The biogenesis of the C9 diacetylenic triol from the fungus Clitocybe rhizophora velen

G. C. Barley, A. C. Day, U. Graf, E. R. H. Jones, I. O'Neill, R. Tachikawa, V. Thaller and R. A. V. Hodge, J. Chem. Soc. C, 1971, 3308 DOI: 10.1039/J39710003308

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