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Pyrethrum ( Tanacetum   cinerariifolium ) produces insecticidal compounds known as pyrethrins. Pyrethrins are esters; the acid moiety is either  trans -chrysanthemic acid or pyrethric acid and the alcohol moiety of pyrethrins is either pyrethrolone, cinerolone, or jasmolone. It was generally accepted that  cis -jasmone was biosynthetic intermediate to produce the alcohol moieties of pyrethrin, and the biosynthetic origin of the  ci s-jasmone was postulated to be jasmonic acid. However, there was no direct evidence to prove this hypothesis. In order to uncover the origin of pyrethrolone moiety in pyrethrin II, feeding experiments were performed employing deuterium- and  13 C-labeled compounds as substrates, and the expected labeled compounds were analyzed using UPLC MS/MS system. It was found that the pyrethrolone moiety in pyrethrin II was derived from 12-oxo-phytodienoic acid (OPDA),  iso -OPDA and  cis -jasmone but not from methyl jasmonate and 3-oxo-2-(2′-[ Z ]-pentenyl)-cyclopentane-1-hexanoic acid. The results supported that the biosynthesis of the pyrethrolone moiety in pyrethrin II partially used part of the jasmonic acid biosynthetic pathway, but not whole.

Jasmonic acid is not a biosynthetic intermediate to produce the pyrethrolone moiety in pyrethrin II