New Flavones, a 2-(2-Phenylethyl)-4H-chromen-4-one Derivative, and Anti-Inflammatory Constituents from the Stem Barks of Aquilaria sinensis

Molecules

Sin-Ling Wang⁷  Tsong-Long Hwang¹  Mei-Ing Chung⁷  Ping-Jyun Sung³  Chih-Wen Shu⁴  Ming-Jen Cheng²  Jih-Jung Chen⁶  Nancy D. Turner⁵ 

[1]Graduate Institute of Natural Products, College of Medicine, Chang Gung University, Taoyuan 33302, Taiwan

[2]Bioresource Collection and Research Center (BCRC), Food Industry Research and Development Institute (FIRDI), Hsinchu 30062, Taiwan

[3]National Museum of Marine Biology and Aquarium, Pingtung 94450, Taiwan

[4]Department of Medical Education and Research, Kaohsiung Veterans General Hospital, Kaohsiung 81362, Taiwan

[5]

[6]School of Pharmacy, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 80708, Taiwan

[7]Department of Pharmacy, Tajen University, Pingtung 90741, TaiwanSchool of Pharmacy, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 80708, Taiwan

关键词: Aquilaria sinensis;    Thymelaeaceae;    structure elucidation;    flavone;    2-(2-phenylethyl)-4H-chromen-4-one;    anti-inflammatory activity;   

DOI  :  10.3390/molecules201119736

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
© 2015 by the authors; licensee MDPI, Basel, Switzerland.