Bithiophene and coumestan derivatives from Eclipta prostrata (L.) L. and their hepatoprotective activity

• Published in: Journal of asian natural products research 2024-11, Vol.26 (11), p.1381-1387
• Main Authors: Giang, Le Thi, Park, SeonJu, Cuc, Nguyen Thi, Tai, Bui Huu, Kiem, Phan Van, Hang, Nguyen Thi Minh, Ban, Ninh Khac, Cuong, Pham Van, Nhiem, Nguyen Xuan
• Format: Article
• Language: English
• Subjects: 5-(but-3-en-1-yn-1-yl)-5′-hydroxymethyl-2,2′-bithiophene; Asteraceae; Cell viability; Coumarins - chemistry; Coumarins - isolation & purification; Coumarins - pharmacology; Eclipta - chemistry; Eclipta prostrata; Eclipta prostrata (L.) L; Hep G2 Cells; hepatoprotective activity; Humans; Molecular Structure; Protective Agents - chemistry; Protective Agents - pharmacology; thiophene; Thiophenes - chemistry; Thiophenes - pharmacology
• ISSN: 1028-6020; 1477-2213; 1477-2213
• DOI: 10.1080/10286020.2024.2364912

One new bithiophene derivative, 5-(but-3-en-1-yn-1-yl)-5′-(methoxymethyl)-2,2′-bithiophene (1), along with twelve known compounds, senecioester (2), tiglinsaureester (3), 5-acetoxymethyl-2′-(but-3-en-1-yn-1-yl)-2,5′-bithiophene (4), 5-(4-isovaleroyloxybut-1-ynyl)-2,2′-bithiophene (5), 5-hydroxymethyl-(2,5′:2′,5′′)-terthienyl tiglate (6), 5-hydroxymethyl-(2,5′:2′,5′′)-terthienyl agelate (7), 5- hydroxymethyl-2,5′:2′,5′′-terthiophene dimethylacrylate (8), 5-methoxymethyl-2,2′:5′,2′′-terthiophene (9), α-terthiophene (10), 1,3,8,9-tetrahydroxycoumestan 3-sulfate (11), demethylwedelolactone (12), and wedelolactone (13) were isolated from the methanol extract of aerial parts of Eclipta prostrata (L.) L. All isolated compounds were evaluated for the protective ability on the HepG2 cells. At the concentration of 100 μM, compounds 11-13 showed the highest hepatoprotective effects, with HepG2 cell viability ranging from 38.68% to 48.54%. Bithiophenes showed higher hepatoprotective cell viability than terthiophenes.