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Preparative isolation and purification of cuminaldehyde and p-menta-1,4-dien-7-al from the essential oil of Cuminum cyminum L. by high-speed counter-current chromatography

Author:
Chen, Qinqin, Hu, Xuefang, Li, Jingming, Liu, Ping, Yang, Yang, Ni, Yuanying
Source:
Analytica chimica acta 2011 v.689 no.1 pp. 149-154
ISSN:
0003-2670
Subject:
Cuminum cyminum, countercurrent chromatography, essential oils, gas chromatography, nuclear magnetic resonance spectroscopy, solvents
Abstract:
High-speed counter-current chromatography (HSCCC) technique in semi-preparative scale was successfully used in isolation and purification of cuminaldehyde and p-menta-1,4-dien-7-al from the essential oil of Cuminum cyminum L. by using a two-phase solvent system composed of n-hexane–methanol–water (5:4:1, v/v/v). The targeted compounds were isolated, collected, purified by HSCCC in the head–tail mode, and then analyzed by gas chromatography (GC). A total of 12.72±0.22mg of cuminaldehyde and 10.61±0.27mg of p-menta-1,4-dien-7-al were obtained from 50mg of the essential oil of C. cyminum L. in less than 6h, with purities of 95.42% and 97.21%, respectively. In addition to GC-EI/MS, the identity of the cuminaldehyde was further confirmed with the retention time using the method of standard addition, while, the structural identification of p-menta-1,4-dien-7-al was performed with GC-EI/MS, ¹H NMR and ¹H–¹H COSY.
Agid:
856911