RESUMEN
Objective: To study the chemical constituents of Artemisia integrifolia. Methods: Solvent extraction, silica gel column chromatography, and HPLC were used for isolation and purification. The structure was identified by NMR spectrum analysis. Anti-oxidant activity tests were performed using DPPH. Results: A total of 21 monomeric compounds were isolated from A. integrifolia and identified as 2R-(2Z-pentenoic acid methyl ester)-3S-(methyl acetate) cyclopentanone (1), methyl-4S-6α-hydroxy-3- oxoeudesma-1,11 (13)-dien-12-oate (2), methyl caffeate (3), dextrin inositol (4), monobutyl fumarate (5), caffeic acid (6), monobutyl malonate (7), 6,8-dimethoxycoumarin-7-O-β-D-glucoside (8), 3,5-O-di-caffeoyl quinic acid butyl ester (9), 3,4-O-dicaffeoyl quinic acid butyl ester (10), 4,5-O-dicaffeoyl quinic acid butyl ester (11), 3,5-O-dicaffeoyl quinic acid methyl ester (12), 4,5-O- dicaffeoylquinic acid (13), 1,5-O-dicaffeoylquinic acid (14) 3,5-O-dicaffeoylquinic acid (15), o-hydroxycinnamic acid glucoside (16), 1,3-O-dicaffeoyl quinic acid (17), chlorogenic acid (18), 3,4-O-dicaffeoylquinic acid (19), methyl 3,4-O-dicaffeoylquinate (20), and o-hydroxycinnamate methyl glucoside (21). Conclusion: Compound 1 is a new natural product. Compounds 2, 5, 7-11, 14, 16, and 21 are isolated from Artemisia for the first time, and the rest are isolated from A. integrifolia for the first time. Both caffeoyl quinic acid compounds had strong anti-oxidant capacity, and the activity is basically equivalent to Vc.
RESUMEN
Objective To study the chemical constituents of Artemisia integrifolia. Methods The chemical constituents were separated and purified by column chromatographies and HPLC. Their structures were determined by spectroscopic analyses. Guaiane-type sesquiterpenoids were tested for their anticancer activity against uterine cancer (HeLa) by MTT method. Results Ten compounds were isolated from A. integrifolia with the structures identified as 3-methoxy-tanapartholide (1), dehydroleucodin (2), 4β-hydroxyguaia-2,10(14),11(13)-trien-12,6α-olide (3), 4α-hydroxyguaia-2,10(14),11(13)-trien-12,6α-olide (4), 2β-hydroxyguaia- 3,10(14),11(13)-trien-12,6α-olide (5), eartanomalide (6), 5-epi-seco-tanapartholide A (7), seco-tanapartholide B (8), iso-seco- tanapartholide (9), and 3-epi-iso-seco-tanapartholide (10). Conclusion All compounds are isolated from this plant for the first time. The results showed that all sesquiterpenoids had potent inhibiting effects on HeLa cells proliferation. The inhibitory effects of compounds 1, 4, and 7 were the highest (IC50 < 7.8 μg/mL).
RESUMEN
Objective: To study the chemical constituents from the aerial parts of Artemisia integrifolia. Methods: The chemical constituents were separated and purified by column chromatographies and HPLC. Their structures were determined on the basis of spectroscopic analyses (1H-NMR, 13C-NMR, 2D-NMR, and MS). Results: Fifteen compounds were isolated from the methanol extract in the aerial parts of A. integrifolia with the structures identified as α-curcumene (1), β-sitosterol-3-O-β-D-glucoside (2), zingiberone (3), 3-(2-hydroxyphenyl) propanoic acid methyl ester (4), (E)-o-hydroxycinnamic acid (5), eupatorin (6), cirsimaritin (7), artemetine (8), loliolide (9), luteolin-7-O-β-D-glucopyranoside (10), (+)-pinoresinol (11), α-spinasterol (12), reynosin (13), 3α-hydroxy-1(10),4,11(13)-diager-12,6α-olide (14), and scopoletin (15). Conclusion: Compounds 1 and 3 are isolated from the plants of Artemisia Linn for the first time and compounds 4-9, 11, 13, and 14 are isolated from this plant for the first time.