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Chemical Constituents and Biological Activities of Aquilaria malaccensis

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Authors

오박

Advisor
박정일
Major
제약학과
Issue Date
2012-02
Publisher
서울대학교 대학원
Abstract
Aquilaria malaccensis (Thymelaeaceae) is a species of medium-sized evergreen tree found in the rain forests of Southeast Asia and New Guinea. This species, same as other species in the Aquilaria genus, can produce a dark aromatic resin mainly in response to the infection of Phaeoacremonium parasitica, a parasitic ascomycetous mould, which results in a resin-suffused heartwood well known as agarwood. The agarwood has been used as incense as well as sedative, analgesic and digestive medicine in traditional herb therapies.
In this study, ten new and thirteen known 2-(2-phenylethyl) chromone derivatives, in addition to four new and four known sesquiterpenoids, together with a 1-hydroxy-1,5-diphenyl-pentan-3-one were isolated from 70% methanol extract of Aquilaria malaccensis (AM) agarwood chips. Besides, a chemical investigation on the twigs and leaves of this species also resulted in the isolation of eight known flavonoid derivatives. Their structures were elucidated on the basis of comprehensive spectroscopic analysis and comparison with the literature data.
The DPPH free radical scavenging capacity, cytotoxicity against human lung cancer A549 cell line, and antityrosinase activity of these compounds were also evaluated through bio-assay based in vitro experiments. Among them, compounds 1, 4, 6, 10, 11, 20, 22, 23, 24, 25, 26, 30&31 and 33 exhibited mild DPPH scavenging capacities. Compounds 6, 21, 29, 5, 23, 3, 26, 13, 18, 11, 10 and 40 showed mild to moderate cytotoxicities against A549 cells while compounds 2, 19 and 20 were strongly cytotoxic to this cell line, with an IC50 of 77 μM, 88 μM and 69 μM, respectively. Compounds 1, 2, 4, 15, 16, 17, 18 and 30&31 displayed moderate inhibitory effects on mushroom tyrosinase. Compound 20, which was a strong tyrosinase inhibitor with an IC50 of 94 μM, inhibited this enzyme competitively, as indicated by the Lineweaver-Burk plot.
Language
eng
URI
https://hdl.handle.net/10371/156646

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