title: Identification of cytoprotective constituents of the flower buds of Tussilago farfara against glucose oxidase-induced oxidative stress in mouse fibroblast NIH3T3 cells and human keratinocyte HaCaT cells.
abstract: A new cytoprotective compound, 1-[(4S)-3,4-dihydro-4-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl]-ethanone (1) was isolated from the flower buds of Tussilago farfara L. (Compositae), together with eight known compounds, 3,4-dicaffeoyl isoquinic acid (2), trans-cinnamic acid (3), 4-hydroxyacetophenone (4), 4,5-dicaffeoylquinic acid methyl ester (5), 3,5-dicaffeoylquinic acid methyl ester (6), 4-hydroxybenzoic acid (7), isoquercetrin (8), and ligucyperonol (9). Compounds 2-4 were found in this plant for the first time. The isolates 1-9, were tested for their cytoprotective activities against glucose oxidase-induced oxidative stress in mouse fibroblast NIH3T3 cells and human keratinocyte HaCaT cells. Among them, 1 and 3 showed significant cytoprotective activities as determined by MTT assay and lactate dehydrogenase leakage, indicating their possibility as the potent cytoprotective agents. The structure of 1 was determined by spectroscopic data analysis including 1D- and 2D-NMR experiments, and its absolute configuration was elucidated by a circular dichroism.
authors.affiliation: College of Pharmacy, Graduate School of Pharmaceutical Sciences, Ewha Womans University, Seoul, 03760, Korea.
authors.forename: Unwoo
authors.initials: U
authors.lastname: Kang
authors.affiliation: College of Pharmacy, Graduate School of Pharmaceutical Sciences, Ewha Womans University, Seoul, 03760, Korea.
authors.forename: Jiyoung
authors.initials: J
authors.lastname: Park
authors.affiliation: College of Pharmacy, Graduate School of Pharmaceutical Sciences, Ewha Womans University, Seoul, 03760, Korea.
authors.forename: Ah-Reum
authors.initials: AR
authors.lastname: Han
authors.affiliation: College of Pharmacy, Catholic University of Daegu, Gyeongsan, 38430, Korea.
authors.forename: Mi Hee
authors.initials: MH
authors.lastname: Woo
authors.affiliation: Department of Korean Medicine, Dongguk University, Gyeongju, 38066, Korea.
authors.forename: Je-Hyun
authors.initials: JH
authors.lastname: Lee
authors.affiliation: College of Pharmacy, Seoul National University, Seoul, 08826, Korea.
authors.forename: Sang Kook
authors.initials: SK
authors.lastname: Lee
authors.affiliation: College of Pharmacy, Graduate School of Pharmaceutical Sciences, Ewha Womans University, Seoul, 03760, Korea.
authors.forename: Tong-Shin
authors.initials: TS
authors.lastname: Chang
authors.affiliation: College of Pharmacy, Graduate School of Pharmaceutical Sciences, Ewha Womans University, Seoul, 03760, Korea. hawoo@ewha.ac.kr.
authors.forename: Hyun Ae
authors.initials: HA
authors.lastname: Woo
authors.affiliation: College of Pharmacy, Graduate School of Pharmaceutical Sciences, Ewha Womans University, Seoul, 03760, Korea. yuny@ewha.ac.kr.
authors.forename: Eun Kyoung
authors.initials: EK
authors.lastname: Seo
mesh_terms: D000818:Animals; D001578:Benzopyrans / Q000302:isolation & purification* / Q000494:pharmacology*; D002470:Cell Survival / Q000187:drug effects; D019610:Cytoprotection / Q000187:drug effects*; D035264:Flowers / Q000737:chemistry*; D005949:Glucose Oxidase / Q000633:toxicity*; D006801:Humans; D015603:Keratinocytes / Q000187:drug effects* / Q000378:metabolism; D051379:Mice; D015394:Molecular Structure; D041681:NIH 3T3 Cells; D018384:Oxidative Stress / Q000187:drug effects*; D031207:Tussilago / Q000737:chemistry*
chemical_list: C000613480:1-(3,4-dihydro-4-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)ethanone; D001578:Benzopyrans; D005949:Glucose Oxidase
keywords: Compositae; Cytoprotection; Oxidative stress; Phenolic compound; Tussilago farfara