16:00 - 18:00
Room: Poster Area - Poster Shed
Poster Presentation
Four new 2-(2-phenylethyl)-4H-chromen-4-one derivatives from the resinous wood of Aquilaria sinensis and their inhibitory activities on neutrophil pro-inflammatory responses
Sin-Ling Wang 1, Hsiang-Ruei Liao 2, Mei-Ing Chung 1, Jih-Jung Chen 3
1 Faculty of Pharmacy, School of Pharmaceutical Sciences, National Yang-Ming University, Taipei 112, Taiwan, Taipei
2 Faculty of Pharmacy, School of Pharmaceutical Sciences, National Yang-Ming University, Taipei 112, Taiwan, Taipei
3 Faculty of Pharmacy, School of Pharmaceutical Sciences, National Yang-Ming University, Taipei 112, Taiwan, Taipei

Aquilaria sinensis (Lour.) Gilg. (Thymelaeaceae) is an evergreen tree distributed in Guangdong, Hainan, Guangxi, and Fujian provinces of China. The aromatic resinous heartwood derived from the wounded trees of Aquilaria species is called ‘agarwood’. It is a highly prized product which can be used in fragrances, incense, and traditional medicine [1]. According to a review, agarwood possesses aphrodisiac, cardiotonic, and carminative properties. Previous phytochemical investigations on agarwood revealed sesquiterpenes and 2-(2-phenylethyl)-4H-chromen-4-one derivatives to be the major constituents. These derivatives have been reported to exhibit several biological activities, such as acetylcholinesterase inhibitory, cytotoxic, antibacterial, and neuroprotective activities .
In our studies on the anti-inflammatory constituents of Chinese herbal medicines,
many species have been screened for in vitro inhibitory activity on neutrophil pro-inflammatory responses. A. sinensis was found to be an active species. Phytochemical investigation of the resinous wood of A. sinensis led to the isolation of four new 2-(2-phenylethyl)-4H-chromen-4-one derivatives, 6-hydroxy-5-methoxy-2-[2-(4′-methoxyphenyl)ethyl]chromone (1), 6,7-dimethoxy-2-[2-(2′-hydroxyphenyl)ethyl]chromone (2), 5-hydroxy-6-methoxy-2-[2-(3′-methoxyphenyl)ethyl]chromone (3), and 7-chloro-8-hydroxy-2-[2-(4′-methoxyphenyl)ethyl]chromone (4), and 16 known compounds (520) including further congeners and sesquiterpenes. The structures of the new compounds were established by spectroscopic analyses (1D and 2D NMR, HRESIMS, IR, and UV).

Nine compounds including 1, 2, and 7-methoxy-2-[2-(4′-methoxyphenyl)ethyl]chromone (5) inhibited superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leucyl-L-phenylalanine (fMLP) with IC50 values ≤ 36.28 μM.

References:

[1] Liu YG, Chen HQ, Yang Y, Zhang Z, Wei JH, Meng H, Chen WP, Feng JD, Gan BG, Chen XY, Gao ZH, Huang JQ, Chen B, Chen HJ. Whole-tree agarwood-inducing technique: an efficient novel technique for producing high-quality agarwood in cultivated Aquilaria sinensis trees. Molecules 2013; 18: 30863106.


Reference:
Poster Session-PO-68:
Session:
Poster Presentation-1
Presenter/s:
Jih-Jung Chen
Presentation type:
Poster presentation
Room:
Poster Area - Poster Shed
Date:
Monday, 27th August, 2018
Time:
16:00 - 18:00
Session times:
16:00 - 18:00