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Anti-Inflammatory Properties of Longifuran A, a New Benzofuran from the Stems of Amomum longiligulare

Thanh Huong University of Science and Technology of Hanoi (USTH), Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam|
Nguyen (57193664059) | Pham (55102805300); Hai Dang | Doan (57208303101); Van Cuong | Phi (57338399000); Thi Mai Huong | Pham (57337801300); Thi Dao | Le (57338398900); Anh Thu Institute of Marine Biochemistry, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam|

Chemistry and Biodiversity Số 12, năm 2021 (Tập 18, trang -)

ISSN: 16121872

ISSN: 16121872

DOI: 10.1002/cbdv.202100518

Tài liệu thuộc danh mục:

Article

English

Từ khóa: Amomum; Animals; Anti-Inflammatory Agents, Non-Steroidal; Benzofurans; Dose-Response Relationship, Drug; Lipopolysaccharides; Mice; Molecular Structure; Nitric Oxide; Plant Stems; RAW 264.7 Cells; 1,7 bis(4 hydroxyphenyl) 1,4,6 heptatrien 3 one; 2,5 dimethoxyphenol; 24 methylcycloartan 3beta ol; 24 methylencycloartan 3beta ol; 4 methoxycinnamic acid; 4,4' dihydroxychalcone; antiinflammatory agent; benzofuran derivative; cardamonin; cyclooxygenase 2; dichloromethane; eudesmic acid; inducible nitric oxide synthase; interleukin 6; lipopolysaccharide; longifuran A; natural product; nitric oxide; phenol derivative; phytochemical; triterpenoid; tumor necrosis factor; unclassified drug; benzofuran derivative; lipopolysaccharide; nitric oxide; nonsteroid antiinflammatory agent; Amomum; Amomum longiligulare; animal cell; antiinflammatory activity; Article; carbon nuclear magnetic resonance; cell viability; controlled study; cytokine release; degree of unsaturation; electrospray mass spectrometry; enzymatic assay; heteronuclear multiple bond correlation; heteronuclear single quantum coherence; IC50; macrophage; nonhuman; nuclear Overhauser effect; phytochemistry; plant stem; protein expression; proton nuclear magnetic resonance; RAW 264.7 cell line; Amomum; animal; biosynthesis; chemical structure; chemistry; dose response; isolation and purification; mouse; plant stem
Tóm tắt tiếng anh
In this study, the following compounds were isolated from the dichloromethane fraction of the stems of Amomum longiligulare and then characterized: a new benzofuran, namely, longifuran A (1); five other phenolic compounds, namely, 4-methoxycinnamic acid (2), 2,5-dimethoxyphenol (3), eudesmic acid (4), 1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one (5), and 4,4’-dihydroxychalcone (6); and two triterpenoids, namely, 24-methylcycloartan-3β-ol (7) and 24-methylencycloartan-3β-ol (8). They were evaluated in terms of their inhibitory effects on NO production in LPS-stimulated RAW 264.7 macrophages. Results indicated that 1 and 5 exhibited promising inhibitory activities against NO generation with IC50 of 10.47±1.02 μM and 8.51±1.14 μM, respectively. Enzymatic assays demonstrated that they remarkably suppressed the secretion of two pro-inflammatory cytokines (i. e., IL-6 and TNF-α). They also dose-dependently inhibited the expression of inducible nitric oxide synthase and cyclooxygenase-2, two important enzymes modulating inflammation. Therefore, 1 and 5 could be targets for the development of new anti-inflammatory therapeutics. © 2021 Wiley-VHCA AG, Zurich, Switzerland

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