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Molecules 2015, 20(11), 20912-20925; doi:10.3390/molecules201119736

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

1
School of Pharmacy, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 80708, Taiwan
2
Graduate Institute of Natural Products, College of Medicine, Chang Gung University, Taoyuan 33302, Taiwan
3
Research Center for Industry of Human Ecology and Graduate Institute of Health Industry Technology, Chang Gung University of Science and Technology, Taoyuan 33302, Taiwan
4
Immunology Consortium, Chang Gung Memorial Hospital, Taoyuan 33302, Taiwan
5
National Museum of Marine Biology and Aquarium, Pingtung 94450, Taiwan
6
Department of Medical Education and Research, Kaohsiung Veterans General Hospital, Kaohsiung 81362, Taiwan
7
Bioresource Collection and Research Center (BCRC), Food Industry Research and Development Institute (FIRDI), Hsinchu 30062, Taiwan
8
Department of Pharmacy, Tajen University, Pingtung 90741, Taiwan
These authors contributed equally to this work.
*
Author to whom correspondence should be addressed.
Academic Editors: Nancy D. Turner and Isabel C. F. R. Ferreira
Received: 14 October 2015 / Revised: 13 November 2015 / Accepted: 16 November 2015 / Published: 24 November 2015
(This article belongs to the Section Natural Products)
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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 424. The structures of new compounds 13 were determined through spectroscopic and MS analyses. Compounds 2, 3, 5, 6, and 810 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. View Full-Text
Keywords: Aquilaria sinensis; Thymelaeaceae; structure elucidation; flavone; 2-(2-phenylethyl)-4H-chromen-4-one; anti-inflammatory activity Aquilaria sinensis; Thymelaeaceae; structure elucidation; flavone; 2-(2-phenylethyl)-4H-chromen-4-one; anti-inflammatory activity
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Wang, S.-L.; Hwang, T.-L.; Chung, M.-I.; Sung, P.-J.; Shu, C.-W.; Cheng, M.-J.; Chen, J.-J. New Flavones, a 2-(2-Phenylethyl)-4H-chromen-4-one Derivative, and Anti-Inflammatory Constituents from the Stem Barks of Aquilaria sinensis. Molecules 2015, 20, 20912-20925.

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