GC–MS analysis of the essential oils, and the isolation of phenylpropanoid derivatives from the aerial parts of Pimpinella aurea

• Published in: Phytochemistry (Oxford) Vol. 67; no. 19; pp. 2176 - 2181
• Main Authors: Delazar, Abbas, Biglari, Fahimeh, Esnaashari, Solmaz, Nazemiyeh, Hossein, Talebpour, Amir-Hossein, Nahar, Lutfun, Sarker, Satyajit D.
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.10.2006; Elsevier
• Subjects: 2,2-diphenyl-1-picrylhydrazyl; Antioxidant; antioxidant activity; Antioxidants - analysis; Antioxidants - chemistry; Antioxidants - isolation & purification; Apiaceae; Biochemistry & Molecular Biology; Biological and medical sciences; chemical composition; Chemical constitution; chemical structure; Chemotaxonomy; Chromatography, Liquid - methods; Chromatography, Thin Layer - methods; DPPH; Erythro-1′-(4-methoxyphenyl)-propan-1′,2′-diol; Erythro-1′-[4-( sec-butyl)-phenyl]-propan-1′,2′-diol; essential oils; Free Radical Scavengers - analysis; Free Radical Scavengers - chemistry; Free Radical Scavengers - isolation & purification; Fundamental and applied biological sciences. Psychology; gas chromatography; Gas Chromatography-Mass Spectrometry - methods; GC–MS; Life Sciences & Biomedicine; Magnetic Resonance Spectroscopy - methods; mass spectrometry; medicinal plants; Molecular Structure; Oils, Volatile - analysis; Oils, Volatile - chemistry; Oils, Volatile - isolation & purification; Phenylpropanoid; phenylpropanoids; Pimpinella; Pimpinella - chemistry; Pimpinella aurea; Plant Components, Aerial - chemistry; Plant cytology, morphology, systematics, chorology and evolution; Plant physiology and development; Plant Sciences; plant taxonomy; preparative thin layer chromatography; Propanols - analysis; Propanols - chemistry; Propanols - isolation & purification; Science & Technology; spectral analysis; Spermatophyta; Systematics (diagnosis, chromosome numbers); Umbelliferae; vacuum liquid chromatography; Iran; GC–MS; Erythro-1′-[4-( sec-butyl)-phenyl]-propan-1′,2′-diol; Pimpinella aurea; DPPH; Apiaceae; Erythro-1′-(4-methoxyphenyl)-propan-1′,2′-diol; Chemotaxonomy; Umbelliferae; Antioxidant; Phenylpropanoid; phenylpropanoid; GLYCOSIDES; antioxidant; Erythro-1 '-(4-methoxyphenyl)-propan-1 ',2 '-diol; TURKEY; chemotaxonomy; GC-MS; Apiaccae; IRAN; Erythro-1 '-[4-(sec-butyl)-phenyl]propan-1 ',2 '-diol; EREMOSTACHYS-GLABRA; CONSTITUENTS; DC; Erythro-1'-(4-methoxyphenyl)-propan-1',2'-diol; Diol; Molecular structure; Erythro-1'-[4-(sec-butyl)-phenyl]- propan-1',2'-diol; Taxonomy; Natural product; Assay; Thin layer chromatography; Dicotyledones; Angiospermae; Isolation; Above ground plant part; Spermatophyta; Essential oil
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2006.06.012

A combination of VLC and PTLC of the CH 2Cl 2 extract of the aerial parts of the Iranian plant Pimpinella aurea afforded two phenylpropanoids, erythro-1′-(4-methoxyphenyl)-propan-1′,2′-diol ( 1) and erythro-1′-[4-( sec-butyl)-phenyl]-propan-1′,2′-diol ( 2), the latter being a natural product. The antioxidant properties of these compounds were assessed by the DPPH assay. The GC–MS analysis of the essential oils of P. aurea provided a chemical profile that was significantly different from the previously published reports. A combination of vacuum liquid chromatography (VLC) and preparative thin layer chromatography (PTLC) of the dichloromethane extract of the aerial parts of the Iranian plant Pimpinella aurea afforded two phenylpropanoids, erythro-1′-(4-methoxyphenyl)-propan-1′,2′-diol ( 1) and erythro-1′-[4-( sec-butyl)-phenyl]-propan-1′,2′-diol ( 2), the latter being a natural product. The structures of these compounds were determined by spectroscopic means. The antioxidant properties of these compounds were assessed by the DPPH assay. The GC–MS analysis of the essential oils of P. aurea provided a chemical profile that was significantly different from the previously published reports.