Guaianolide sesquiterpenes and benzoate esters from the aerial parts of Siegesbeckia orientalis L. and their xanthine oxidase inhibitory activity

Hằng, Đan Thị Thúy; Trang, Đỗ Thị; Dung, Dương Thị; Yến, Dương Thị Hải; Hoàng, Nguyễn Huy; Bang, Ngo Anh; Cúc, Nguyễn Thị; Nhiệm, Nguyễn Xuân; Hương, Phan Thị Thanh; Tài, Bùi Hữu; Kiệm, Phan Văn

doi:10.1016/j.phytochem.2021.112889

Cited by 19 publications

(5 citation statements)

References 19 publications

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“…The used characterization equipment is the same as that described in our previous work as provided in the Supporting Materials. [ 9‐11 ]…”

Section: Methodsmentioning

confidence: 99%

A previously undescribed phenolic compound from Acanthus ilicifolius L.

Mai,

Huyen,

Hanh

et al. 2023

Vietnam Journal of Chemistry

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The plants Acanthus ilicifolius L. (Acanthaceae) are used in Vietnamese folk medicine for the treatment of stomach pain, hepatitis, asthama, and rheumatism. Phytochemical study on the methanol extract of the aerial parts of this plant led to the isolation of seven phenolic compounds, (2R,3R,4R)‐3,4‐dihydroxy‐7‐methoxyflavan 5‐O‐[β‐D‐apiofuranosyl‐(1→6)]‐β‐D‐glucopyranoside (1), quercitrin (2), isoquercitrin (3), kaempferol 3‐O‐α‐L‐arabinopyranoside (4), kaempferol 3‐O‐α‐L‐rhamnopyranoside (5), kaempferol 3‐O‐β‐D‐glucopyranoside (6), and 6‐O‐vanilloylarbutin (7). Among these isolates, compound 1 was previously undescribed compounds. Their chemical structures and the absolute configurations of the new compound were elucidated by 1D‐, 2D NMR, HR‐ESI‐MS and ECD spectroscopic techniques. The known compounds were identified by comparison their NMR spectral data with those reported in the literature.

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“…The used characterization equipment is the same as that described in our previous work as provided in the Supporting Materials. [ 9‐11 ]…”

Section: Methodsmentioning

confidence: 99%

A previously undescribed phenolic compound from Acanthus ilicifolius L.

Mai,

Huyen,

Hanh

et al. 2023

Vietnam Journal of Chemistry

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“…The sample preparation, extraction and isolation of the studied compounds were already reported in Ref. [12].…”

Section: Methodsmentioning

confidence: 99%

“…[ 2 ] Additionally, pharmacological experiments of S. orientalis extracts displayed a broad spectrum of activities, such as anti‐inflammatory, [ 3 ] antitumor, [ 4,5 ] anti‐allergic, [ 6 ] antibacterial, [ 7 ] immunosuppressive, [ 8 ] anti hyperuricemic, [ 9 ] neuroprotective, [ 10,11 ] and xanthine oxidase inhibitory activities. [ 12 ] According to the usages of this herb in traditional medicine, as well as its various chemical contituents and numerous pharmacological activites, a further study of S. orientalis is nesscesary for future applications. Contribute to clarifying chemical components of S. orientalis , in this research, we report our results on identification of two germacranolide sesquiterpenes and four benzoate ester derivatives isolated from S. orientalis .…”

Section: Introductionmentioning

confidence: 99%

Investigation on chemical constituents from Sigesbeckia orientalis L.

Trang,

Trang

2023

Vietnam Journal of Chemistry

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Two germacranolide sesquiterpenes, 9β‐acetoxy‐3‐epi‐nobilium (1), zoapatanolide B (2) and four benzoate ester derivatives, benzyl 2‐O‐β‐D‐glucopyranosyl‐6‐methoxybenzoate (3), benzyl 2‐O‐β‐D‐glucopyranosyl‐6‐hydroxybenzoate (4), methyl 2‐O‐β‐D‐glucopyranosylbenzoate (5), ficuside G (6) were isolated from aerial part of Sigesbeckia orientalis. Structural elucidation of the isolated compounds was done using a combination of HR‐ESI‐MS, one‐dimensional and two‐dimensional NMR spectral methods, and comparison their spectral data with the previous literature. This is the first description of the structural identification of these compounds from S. orientalis.

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“…The used characterization equipment is the same as that described in our previous work. 20,21 Refer to Supplemental Material.…”

Section: General Experimental Proceduresmentioning

confidence: 99%

Phytochemical Constituents from the Aerial Parts of Acanthus ebracteatus Vahl. and Their Cytotoxic Activity

Anh

Nga

Lan

et al. 2023

Natural Product Communications

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Objective Acanthus ebracteatus Vahl. (family Acanthaceae) is distributed in the mangrove areas of northern Vietnam. The whole plant has the effect of dissolving blood stasis, reducing swelling, relieving pain, dissolving phlegm, and is often used to treat back pain, numbness, cough, and asthma. In our screening program for seeking cytotoxic active compounds, the methanol extract of this plant significantly showed activity and was selected for further study. In this paper we report the chemical constituents of A. ebracteatus and their cytotoxic activity towards two cancer cell lines, HepG2 and SK-LU1 in vitro. Methods The dried and powdered aerial parts of A. ebracteatus were ultrasonically extracted with methanol. This extract was suspended in water and successively partitioned with n-hexane, dichloromethane, and ethyl acetate to give n-hexane, dichloromethane, ethyl acetate, and water-soluble extracts. These extracts were fractionated and purified by column and HPLC chromatographic methods. The chemical structures of the isolates were determined by analysis of HRESIMS, and 1D and 2D NMR, and CD spectra. The isolates were screened for their in vitro cytotoxic activity by SRB assay. Results One new flavone glycoside (1) and ten known compounds (2-11), including five flavones (2-6), three alkaloids (7-9), and two phenolic glycosides (10 and 11), were isolated from the aerial parts of A. ebracteatus. Compounds 7–9 showed moderate cytotoxic activity against HepG2 and SK-LU1 cell lines with IC50 values ranging from 28.2 to 31.1 µM. Compounds 2–6, 8, 9, and 11 are reported herein from A. ebracteatus for the first time. Conclusion One new (1) and five known flavonoids (2-6), together with three alkaloids (7-9) and two phenolic glycosides (10 and 11) were recorded from A. ebracteatus. Our results preliminarily revealed that alkaloids may be cytotoxic ingredients of A. ebracteatus.

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Guaianolide sesquiterpenes and benzoate esters from the aerial parts of Siegesbeckia orientalis L. and their xanthine oxidase inhibitory activity

Cited by 19 publications

References 19 publications

A previously undescribed phenolic compound from Acanthus ilicifolius L.

A previously undescribed phenolic compound from Acanthus ilicifolius L.

Investigation on chemical constituents from Sigesbeckia orientalis L.

Phytochemical Constituents from the Aerial Parts of Acanthus ebracteatus Vahl. and Their Cytotoxic Activity

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