[Chemical constituents from petroleum ether fraction of Artemisia stolonifera].

The chemical constituents in the petroleum ether fraction of Artemisia stolonifera were investigated. Twenty compounds(1-20) were isolated from the petroleum ether fraction of A. stolonifera by silica gel, Sephadex LH-20, and ODS chromatography and semi-preparative HPLC. Based on physicochemical properties and spectral data, the structures of these compounds were identified as(7S,9S,10S)-9-hydroxy-7-allyl acetate-1-one(1), 1β,4β,7α-trihydroxy-8,9-eudesmene(2), oplodiol(3), 10α-hydroxycadin-4-en-15-al(4), loliolide(5), vanillin(6), vanillic acid(7), methoxyeugenol(8), ethyl 4-hydroxy-3-methoxybenzoate(9), ethyl 4-hydroxybenzoate(10),(E)-4-hydroxy-3-methyl-2-butenyl benzoate(11),(3R,6R,7E)-3-hydroxy-4,7-megastigmadien-9-one(12), hydroxydihydrobovolide(5-hydroxy-3,4-dimethy-5-pentyl-2(5H)-furanone(13),(R)-2-ethylhexyl 2H-1,2,3-triazole-4-carboxylate(14), eriodictyol-7,3'-dimethyl ether(15), progesterone(16), spinasterol(17), schottenol(18), α-tocospiro A(19), and 3-[3'-(nona-1″-en-3″,5″,7″-trynyl)oxiran-2'-yl] propan-2-ol(20). Compound 1 was a new sesquiterpenoid, and compounds 2-5 and 7-20 were isolated from this plant for the first time. The antitumor activities of the compounds were studied. The results showed that compounds 16 and 19 displayed cytotoxic activity against MCF-R7 and B16 cells, with the IC_(50) values of(20.94±1.72) and(77.45±0.35) μmol·L~(-1) against MCF-7 cells and(33.89±2.98) and(23.42±0.31) μmol·L~(-1) against B16 cells, respectively. Compounds 11, 15, and 20 had cytotoxic activity against B16 cells, with the IC_(50) values of(88.13±6.38),(68.05±10.28), and(58.89±10.29) μmol·L~(-1), respectively.

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Publication Details

Journal
PubMed
Published
2024-10-01
DOI
https://doi.org/10.19540/j.cnki.cjcmm.20240708.201
Primary Topic
Sesquiterpenes and Asteraceae Studies
Type
article
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article

[Chemical constituents from petroleum ether fraction of Artemisia stolonifera].

Yan-Duo Wang, Dahui Liu, Gang Ding, Zihan Zhao et al.
PubMed
Sesquiterpenes and Asteraceae Studies
article

[Chemical constituents from petroleum ether fraction of Artemisia stolonifera].

Yan-Duo Wang, Dahui Liu, Gang Ding, Zihan Zhao, Ruibin Bai, Jian Yang, B Wang, Xia Li, Shubin Niu
article en

Abstract

The chemical constituents in the petroleum ether fraction of Artemisia stolonifera were investigated. Twenty compounds(1-20) were isolated from the petroleum ether fraction of A. stolonifera by silica gel, Sephadex LH-20, and ODS chromatography and semi-preparative HPLC. Based on physicochemical properties and spectral data, the structures of these compounds were identified as(7S,9S,10S)-9-hydroxy-7-allyl acetate-1-one(1), 1β,4β,7α-trihydroxy-8,9-eudesmene(2), oplodiol(3), 10α-hydroxycadin-4-en-15-al(4), loliolide(5), vanillin(6), vanillic acid(7), methoxyeugenol(8), ethyl 4-hydroxy-3-methoxybenzoate(9), ethyl 4-hydroxybenzoate(10),(E)-4-hydroxy-3-methyl-2-butenyl benzoate(11),(3R,6R,7E)-3-hydroxy-4,7-megastigmadien-9-one(12), hydroxydihydrobovolide(5-hydroxy-3,4-dimethy-5-pentyl-2(5H)-furanone(13),(R)-2-ethylhexyl 2H-1,2,3-triazole-4-carboxylate(14), eriodictyol-7,3'-dimethyl ether(15), progesterone(16), spinasterol(17), schottenol(18), α-tocospiro A(19), and 3-[3'-(nona-1″-en-3″,5″,7″-trynyl)oxiran-2'-yl] propan-2-ol(20). Compound 1 was a new sesquiterpenoid, and compounds 2-5 and 7-20 were isolated from this plant for the first time. The antitumor activities of the compounds were studied. The results showed that compounds 16 and 19 displayed cytotoxic activity against MCF-R7 and B16 cells, with the IC_(50) values of(20.94±1.72) and(77.45±0.35) μmol·L~(-1) against MCF-7 cells and(33.89±2.98) and(23.42±0.31) μmol·L~(-1) against B16 cells, respectively. Compounds 11, 15, and 20 had cytotoxic activity against B16 cells, with the IC_(50) values of(88.13±6.38),(68.05±10.28), and(58.89±10.29) μmol·L~(-1), respectively.

PubMedVol. 49(19)
Chinese Academy of Medical Sciences & Peking Union Medical College (CN), Hubei University of Chinese Medicine (CN), China Academy of Chinese Medical Sciences (CN), Beijing City University (CN)
Sesquiterpenes and Asteraceae Studies
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