Reinvestigation of the Phenylpropanoids from the Roots of Pimpinella Species

Abstract

The roots of Pimpinella saxifraga and P. major (umbel-

Chemical composition of the essential oils from the roots, fruits, leaves and stems of Pimpinella cumbrae Link growing in the Canary Islands (Spain)

“…Interestingly, and according to Martin et al, 13 acid hydrolysis of epoxypseudoisoeugenol esters (V) led to the component (VI) 2-methyl-5-methoxy-benzofuran (Figure 2). This compound has been found in our root oil (2%), fruit oil (3%), leaf oil (1%) and stem oil (3%).…”

“…8 -12 Mass spectra of pseudoisoeugenol esters were identical to those of references. 13,14 The mass spectra of sesquiterpene ethers were also identical to those of references 15 -17 and transp-(1-butenyl)-anisole was tentatively identified according to its mass spectrum and comparing it with that of reference.…”

Bioactive Constituents from TurkishPimpinella Species

“…1, a), and by comparison with the NMR data of phenylpropanoid derivatives previously isolated from Pimpinella species [7] [11]. From these data, the structure of 1 was identified as trans-4-(3-methyloxiranyl-2-yl)phenyl 2-methylbutanoate.…”

Further Studies on the Biosynthesis of Pseudoisoeugenols in Tissue Cultures of Pimpinella anisum

“…During the last years phytochemical investiga tion of the roots of a variety of Pimpinella species [1][2][3][4][5] revealed the presence of unusually substitut ed phenylpropanoids. Because their basic skeleton is similar to isoeugenol we called their m other com pound, 1 -(£)-propenyl-2-hydroxy-5-methoxybenzene, pseudoisoeugenol [1], As outlined in a previous paper [7], the unusual 2,5-dioxy substitution pattern requires its own bio synthetic explanation, different to that of ordinary phenylpropanoids.…”

“…Because their basic skeleton is similar to isoeugenol we called their m other com pound, 1 -(£)-propenyl-2-hydroxy-5-methoxybenzene, pseudoisoeugenol [1], As outlined in a previous paper [7], the unusual 2,5-dioxy substitution pattern requires its own bio synthetic explanation, different to that of ordinary phenylpropanoids. For the purpose of appropriate labelling experiments we m aintain a leaf-differentiating callus culture of Pimpinella anisum which selectively accumulates epoxy-pseudoisoeugenol-(2-methylbutyrate), called EPB [6].…”