Isolation and Identification of a New Phenylpropanoid Derivative from the Fruits of Pimpinella Haussknechtii Rech. f. & Riedl and GC-MS Analysis of the Essential Oil

Abstract

The chemical composition of the essential oil of fruits of Pimpinella haussknechtii was studied by GC-MS. After GC-MS analysis, one unknown component (56.7) was observed, which was not characterized in the GC-MS library. The essential oil of P. haussknechtii was injected to HPLC using YMC-Pak-Sil column (250 x 20 mm) with gradient system of hexane (A), and hexane: ethyl acetate, 9: 1 (B) to yield the interested compound as a new phenylpropanoid derivative. Its structure was elucidated as 4-(prop-2-enyl)-phenyl-3'- methylbutanoate based on C-13- and H-1-NMR as well as 2D-NMR, IR and different MS spectra. In the essential oil analysis, thirty-six components, comprising 94.9 of the total oil, were identified. 4-(2-propenyl)phenyl 3'-methylbutyrate (56.7), bicyclogermacrene (8.9), germacrene D (7.6), perilla aldehyde (3.5) and beta-caryophyllene (2.9) were found to be the major constituents of the oil. The oil of the fruits of P. haussknechtii consisted of eight monoterpene hydrocarbons (1.7), two oxygenated monoterpenes (3.9), sixteen sesquiterpene hydrocarbons (26.8), two oxygenated sesquiterpenes (2.1) and five phenylpropanoids (58.7). Three other nonterpenic compounds also comprised 1.7 of the oil.