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aquilaria_malaccensis_lam

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Aquilaria malaccensis Lam. - syn.Aquilaria agallocha Roxb. - Thymelaeaceae - agarwood, (Malayan) eaglewood, Adlerholz

Evergreen tree, up to 40m high, native to south and southeast Asia.

„Aquilaria malaccensis is the major source of agarwood, a resinous heartwood, used for perfume and incense. The resin is produced by the tree in response to infection by a parasitic ascomycetous mould, Phaeoacremonium parasitica, a dematiaceous (dark-walled) fungus.“
http://en.wikipedia.org/wiki/Aquilaria_malaccensis

„There are 17 species of Aquilaria, which can produce agarwood. Among them A.agollocha, A.malaccensis and A.crassna are the best known. One of the main reasons for the relative rarity and high cost of agarwood is the depletion of the wild resource. The endangered A.malaccensis has been protected worldwide under the CITES convention since 1995 while all Aquilaria species have received CITES protection since 2004.“
http://www.ifeat.org/wp-content/uploads/2012/12/Pakamas-Agarwood.pdf

„Three fragrant sesquiterpenes have been isolated as major constituents from the wood of Aquilaria malaccensis and identified as α-agarofuran, (−)-10-epi-γ-eudesmol and oxo-agarospirol.“
[Three fragrant sesquiterpenes of agarwood., Nakanishi, T., Yamagata, E., Yoneda, K., Nagashima, T., Kawasaki, I., Yoshida, T., Miura, I., Phytochemistry, 23(9), 1984, 2066-2067]

„Seven new sesquiterpenes, all of which have a guaiane skeleton, i.e. (−)-guaia-1(10),11-dien-15-ol, (−)-guaia-1(10),11-diene-15-carboxylic acid, methyl guaia-1(10),11-diene-15-carboxylate, (+)-guaia-1(10),11-dien-9-one, (−)-1,10-epoxyguai-11-ene, (−)-guaia-1(10),11-dien-15,2-olide and (−)-rotundone, have been isolated from Aquilaria agallocha (agarwood).“
[Guaiane sesquiterpenes from agarwood., Ishihara, M., Tsuneya, T., Uneyama, K., Phytochemistry, Vol.30(10), 1991, 3343-3347]

„The Japanese are great connoisseurs of incenses and consider jinkoh, asthey name agarwood, to be the best. It is the centerpiece in the Koh-do ceremony… The chemical composition of the agarwood scent depends not only on the Aquilaria species, but also on wether the essential oil or the incense smoke is being considered… there is no doubt that the characteristic agarwood note is based on a highly complex accord of many constituents. The sesquiterpene ketones dihydrokaranone and karanone contribute very appealing oriental notes, while even the methoxy ketone 4-(4-methoxyphenyl)butan-2-one is important, with its very soft fruity-floral note, especially to the quality of the incense smoke… an experiment run under the conditions very close to those found in Koh-do ceremony illustrate well the importance of all these sesquiterpenes for the deep noble woody notes. In my opinion, rotundone… is also very important to this part of the agarwood scent.“
[Meaningful Scents around the World, Roman Kaiser, Zürich 2006, 59-64]

 karanone (+)-(4aR,5S)-Karanone (bright woody-amber)  β-agarofuran β-agarofuran

„Volatile components from the essential oils of Aquilaria malaccensis, A. subintegra and A. crassna were investigated by gas chromatography (GC), gas chromatography-mass spectrometry (GC/MS), and gas chromatography-olfactometry (GC-O). A total of 31 volatile constituents were identified from the three agarwood oils. A subset of 18 out of the 31 components was identified from the essential oil of A. malaccensis with the major components being isoamyl dodecanoate, guaia-1(10),11-dien-15-ol, karanone, cyclocolorenone and jinkoheremol. Aquilaria subintegra oil yielded 28 identified compounds with the most abundant components being isoamyl dodecanoate, kusunol, jinkoh-eremol, epoxybulnesene and β-agarofuran, while 30 volatile compounds from A. crassna were identified, with isoamyl dodecanoate, β-agarofuran, kusunol, dehydrojinkoh-eremol and 9,11-eremophiladien-8-one as the main constituents. The aroma-active compounds of the three samples were analyzed by HS-SPME-GC-O. A total of 74 odor-active components were characterized by using the GC-O technique. The major components responsible for the aroma included β-agarofuran, 4-phenyl-2-butanone, furfural and benzaldehyde, while the minor aroma notes were attributed to (E)-α-bergamotene, α-humulene, α-bulnesene, α-agarofuran, nor-ketoagarofuran, epoxybulnesene, agarospirol, jinkoh-eremol, kusunol, acorenone B, selina-3,11-dien-14-al and 9,11-eremophiladien-8-one, considered to be the most important aroma impact compounds for the characteristic aroma of agarwood essential oils.“
[Identification of odor-active components of agarwood essential oils from Thailand by solid phase microextraction-GC/MS and GC-O., Pripdeevech, P., Khummueng, W., Park, S.K., Journal of Essential Oil Research, Vol.23(4), 2011, 46-53]

„Traditionally, the bark, root and heartwood are used for their medicinal properties as a folk medicine for hundreds of years. Chemical analyses revealed that the bulk of the oil is constituted by agarospirol (12.5%), jinkoh-eremol (11.8%) and hinesol (8.9%) as major contributor. In the present work, a QSAR model for antiinflammatory activity of 10-epi-γ-Eudesmol, jinkoh-eremol, agarospirol and other compounds has been developed by multiple linear regression method… The present study indicates that agarwood oil significantly reduced the skin thickness, ear weight, oxidative stress and pro-inflammatory cytokines production in TPA-induced mouse ear inflammation model and contributed towards validation of its traditional use to treat inflammation related ailments.“
[Molecular docking and ADME studies of natural compounds of Agarwood oil for topical anti-inflammatory activity., K Yadav, D., Mudgal, V., Agrawal, J., K Maurya, A., U Bawankule, D., S Chanotiya, C., Thul, S., Current computer-aided drug design, Vol.9(3), 2013, 360-370]

plantgenera.org_illustrations_hd_60586.jpg
left: Aquilaria malaccensis Lam. [as Aquilaria agallocha Roxb.]
Royle, J.F., Illustrations of the botany and other branches of the natural history of the Himalayan Mountains and of the flora of Cashmere, Plates, vol. 2: t. 36 (1839) [Hamilton]
http://plantgenera.org/species.php?id_species=76628

aquilaria_malaccensis_lam.1440408139.txt.gz · Zuletzt geändert: 2015/08/24 09:22 von andreas

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