Benzofuran and coumarin derivatives from the root of Angelica dahurica and their PPAR-γ ligand-binding activity. (May 2020)

• Record Type: Journal Article
• Authors: Matsuo, Yukiko; Yamaguchi, Emi; Hakamata, Ryo; Ootomo, Kanae; Takatori, Kazuhiro; Fukaya, Haruhiko; Mimaki, Yoshihiro
• Is Part Of: Phytochemistry. Volume 173(2020)
• Publication Date: 2020-05
• Subjects: Angelica dahurica -- Apiaceae -- X-ray crystallographic analysis -- Benzofuran -- Coumarin -- Furanocoumarin -- PPAR-γ -- 3T3-L1 cells; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2020.112301
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: A phytochemical investigation of the root of Angelica dahurica led to the isolation of benzofuran and coumarin derivatives. This is the first report of the isolation and identification of three furanocoumarin sulfates from A. dahurica root. The structures of a total of twelve undescribed compounds were determined by extensive spectroscopic analysis, including 2D NMR data, hydrolysis, and solvolysis, followed by either physicochemical and spectroscopic data or X-ray crystallographic analysis. The isolated compounds were evaluated for their PPAR-γ ligand-binding activity, and six compounds showed significant PPAR-γ ligand-binding activity. In particular, the undescribed benzofuran derivative, 3-[6, 7-furano-9-hydroxy-4-(2″, 3″-dihydroxy-3″-methylbutyloxy)]-phenyl propionic acid, exhibited the most potent PPAR-γ ligand-binding activity and accumulated intracellular lipid in 3T3-L1 cells. Graphical abstract: Image 1 Highlights: The present study reports twelve undescribed compounds from the root of Angelica dahurica. Three furanocoumarin sulfates were isolated from the root of Angelica dahurica. The undescribed benzofuran exhibited the most PPAR-γ ligand-binding activity. The undescribed benzofuran accumulated intracellular lipid in 3T3-L1 cells.