title: New Flavones, a 2-(2-Phenylethyl)-4H-chromen-4-one Derivative, and Anti-Inflammatory Constituents from the Stem Barks of Aquilaria sinensis.
abstract: In the current study, two new flavones, 4'-O-geranyltricin (1) and 3'-O-geranylpolloin (2), and a new 2-(2-phenylethyl)-4H-chromen-4-one derivative, 7-hydroxyl-6-methoxy-2-(2-phenylethyl)chromone (3), have been isolated from the stem barks of A. sinensis, together with 21 known compounds 4-24. The structures of new compounds 1-3 were determined through spectroscopic and MS analyses. Compounds 2, 3, 5, 6, and 8-10 exhibited inhibition (IC50≤12.51 μM) of superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leucyl-L-phenylalanine/cytochalasin B (fMLP/CB). Compounds 3, 6, 8, 10, and 19 inhibited fMLP/CB-induced elastase release with IC50 values≤15.25 μM. This investigation reveals bioactive isolates (especially 2, 3, 5, 6, 8, 9, 10, and 19) could be further developed as potential candidates for the treatment or prevention of various inflammatory diseases.
authors.affiliation: School of Pharmacy, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 80708, Taiwan. u102530006@cc.kmu.edu.tw.
authors.forename: Sin-Ling
authors.initials: SL
authors.lastname: Wang
authors.affiliation: Graduate Institute of Natural Products, College of Medicine, Chang Gung University, Taoyuan 33302, Taiwan. htl@mail.cgu.edu.tw.|Research Center for Industry of Human Ecology and Graduate Institute of Health Industry Technology, Chang Gung University of Science and Technology, Taoyuan 33302, Taiwan. htl@mail.cgu.edu.tw.|Immunology Consortium, Chang Gung Memorial Hospital, Taoyuan 33302, Taiwan. htl@mail.cgu.edu.tw.
authors.forename: Tsong-Long
authors.initials: TL
authors.lastname: Hwang
authors.affiliation: School of Pharmacy, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 80708, Taiwan. meinch@kmu.edu.tw.
authors.forename: Mei-Ing
authors.initials: MI
authors.lastname: Chung
authors.affiliation: National Museum of Marine Biology and Aquarium, Pingtung 94450, Taiwan. pjsung@nmmba.gov.tw.
authors.forename: Ping-Jyun
authors.initials: PJ
authors.lastname: Sung
authors.affiliation: Department of Medical Education and Research, Kaohsiung Veterans General Hospital, Kaohsiung 81362, Taiwan. cwshu@vghks.gov.tw.
authors.forename: Chih-Wen
authors.initials: CW
authors.lastname: Shu
authors.affiliation: Bioresource Collection and Research Center (BCRC), Food Industry Research and Development Institute (FIRDI), Hsinchu 30062, Taiwan. cmj@firdi.org.tw.
authors.forename: Ming-Jen
authors.initials: MJ
authors.lastname: Cheng
authors.affiliation: Department of Pharmacy, Tajen University, Pingtung 90741, Taiwan. jjchen@tajen.edu.tw.
authors.forename: Jih-Jung
authors.initials: JJ
authors.lastname: Chen
mesh_terms: D000893:Anti-Inflammatory Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D047309:Flavones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D006801:Humans; D019272:Leukocyte Elastase / Q000037:antagonists & inhibitors; D015394:Molecular Structure; D009504:Neutrophils / Q000187:drug effects / Q000378:metabolism; D024301:Plant Bark / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D064028:Tracheophyta / Q000737:chemistry*
chemical_list: D000893:Anti-Inflammatory Agents; D047309:Flavones; D010936:Plant Extracts; D019272:Leukocyte Elastase
keywords: 2-(2-phenylethyl)-4H-chromen-4-one; Aquilaria sinensis; Thymelaeaceae; anti-inflammatory activity; flavone; structure elucidation