Biosynthesis of heteroscyphic acid A in cell cultures of Heteroscyphus planus: nonequivalent labelling of C-5 units in diterpene biosynthesis

Abstract

Preferential labelling in the farnesyl diphosphate (FPP)-derived portion and a 1,2-migration of the methyl (C19) originating at C-6 of mevalonate in the biosynthesis of heteroscyphic acid A {(12Z)-5,10-trans-cleroda-3,12,14-trien-20-oic acid} incorporating [2-¹³C]- and [4,5-¹³C₂]-mevalonates are evident from the ¹³C-enrichment and the complete ¹³C-¹³C coupling pattern.