Biosynthesis of monocerin. Incorporation of 2H-, 13C-, and 18O-labelled acetates by Drechslera ravenelii

Abstract
Incorporation of 2H-, 13C-, 18O-labelled acetates into monocerin (1) by cultures of Drechslera revenelii and analysis of the enriched metabolites by 2H and 13C n.m.r. spectroscopy indicate a heptaketide origin; observation of 2H and 18O isotope shifts in the 13C n.m.r. spectrum allows the fate of acetate-drived hydrogen and oxygen on incorporation into monocerin to be followed and conclusions on the mechanism of formation of the fused furobenzopyrone ring system to be drawn.

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