Journal
JOURNAL OF LIQUID CHROMATOGRAPHY & RELATED TECHNOLOGIES
Volume 41, Issue 7, Pages 408-414Publisher
TAYLOR & FRANCIS INC
DOI: 10.1080/10826076.2017.1412320
Keywords
Biological activities; high-speed counter-current chromatography; NMR; separation; terpenoids; Wedelia prostrata Hemsl
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Terpenoids are principal chemical compounds of Wedelia prostrata Hemsl. and have different biological activities, thus the study on separation and purification of terpenoids from W. prostrata Hemsl. is necessary. In this paper, high-speed counter-current chromatography (HSCCC) was successfully established for preparative isolation and purification of terpenoids from extracts of petroleum ether fraction which extracted from whole herbs of W. prostrata Hemsl. In the process, a total of 750mg of sample was prepared for HSCCC isolation. Terpenoids were separated and purified with the two-phase solvent system n-hexane-ethyl acetate-methanol-water (9:1:9:1, 19:1:19:1, v/v/v/v). Therefore, 5-hydroxy-2-oxo-p-menth-6(1)-ene (4.4mg), 3-angeloyloxy-ent-kaur-16-en-oic acid (5.6mg), 3-tigloyloxy-ent-kaur-16-en-oic acid (5.7mg), 3-phenylpropionoyloxy-ent-kaur-16-en-oic acid (7.3mg), 3-senecioyloxy-ent-kaur-16-en-oic acid (11.4mg), and kaurenoic acid (12.3mg) were obtained from W. prostrata Hemsl. and their purities reached standard determined by HPLC. Among them, 3-phenylpropionoyloxy-ent-kaur-16-en-oic acid and 5-hydroxy-2-oxo-p-menth-6(1)-ene were first isolated with high quantity as a useful chemical resource. The structures of these compounds were identified by ESI-MS, H-1-NMR, and C-13-NMR. The present results demonstrated that high-speed counter-current chromatography was a fast and efficient technique for preparative separation of six terpenoids from W. prostrata Hemsl. which provided a useful reference to solve the problem of their sample availability for drug development. [GRAPHICS] .
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