• Proceedings of the Plant Resources Society of Korea Conference
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• 2019.04a
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• pp.123-123
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• 2019

Xanthone is a kind of polyphenolic compounds that contain a distinctive chemical structure with a tricyclic aromatic ring found in a few higher plant families e.g. gentian root. This compound had a variety of biological activity, for instance antioxidant, antibacterial, anti-inflammatory, and anticancer effects. However, the effect of xanthone on mast cell-mediated allergic inflammation and its associated mechanism have not been elucidated. Therefore, the aim of this study was to elucidate the anti-allergic inflammatory effects and the underlying molecular mechanism of xanthone in PMACI-stimulated human mast cells-1 (HMC-1). In this result, xanthone treatment decreased the production of histamine, pro-inflammatory cytokines such as tumor necrosis factor-a (TNF-${\alpha}$), IL-6, and IL-8 and expressions of TSLP in PMACI-stimulated HMC-cells. In addition, xanthone significantly suppressed the phosphorylation of MAPKs and the activation of NF-${\kappa}B$ signal pathway in activated mast cells. Furthermore, xanthone inhibited the activation of caspase-1, an IL-$1{\beta}$ converting enzyme, in PMACI-stimulated HMC-1 cells. These findings provide evidence that xanthone could be a potential therapeutic agent for allergy-related inflammatory disorders.

• YAKHAK HOEJI
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• v.41 no.3
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• pp.294-297
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• 1997

The efficient synthesis of xanthone derivatives, which are important intermediates in the synthesis of psorospermin as a anticancer agent, from 3-(benzyloxy)-2-hydroxybenzoic ac id and 6-allyl-3,5-dihydroxyl-1-tosyloxybenzene as a starting material will be reported herein.

• Journal of Photoscience
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• v.9 no.2
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• pp.488-490
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• 2002

DNA photodamage mediated by photosensitizers are believed to play an important role in solar UVA carcinogenesis. We investigated the relationship between the DNA-damaging abilities of photoexcited xanthone analogues (as photosensitizers) and their highest occupied molecular orbital (HOMO) energies. DNA damage was examined using /sup 32/P-labeled DNA fragments obtained from the p53 tumor suppressor gene. These compounds induced DNA photodamage in a similar manner, and the extents of DNA damage were following order: xanthone> thioxanthone > acridone. Photoexcited xanthone caused nucleobase oxidation specifically at 5'-G of GG sequence in double-stranded DNA. An oxidative product of 2'-deoxyguanosine, 8-hydroxy-2'-deoxyguanosine (8-OHdG), was detected, and the amount was decreased by DNA denaturation. These findings suggest that photoexcited xanthone generates 8-OHdG at 5'-G of GG in double-stranded DNA through electron transfer. The calculated HOMO energies of these photosensitizers decreased in the following order: xanthone> thioxanthone > acridone. This study has demonstrated that DNA-damaging abilities of these photosensitizers increased exponentially with an increase in their HOMO energies.

• Natural Product Sciences
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• v.27 no.4
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• pp.234-239
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• 2021

Masclura tricuspidata, also called as Cudrania tricuspidata, is one of the most common Moraceae family plants in East Asia. Its trivial name follows mulberry due to the similar morphology. Investigation of the bioactive constituents of M. tricuspidata leaves yielded a new xanthone derivative along with twenty known compounds through various chromatographic techniques. A new compound was defined as mascluraxanthone (3), a prenylated xanthone glucoside on the basis of 1D and 2D NMR and MS data. Twenty known compounds were identified as four xanthone derivatives (1-2 and 4-5), two flavans (6-7), six flavanol derivatives (8-13), a flavonone (14) and seven flavonol derivatives (15-21). Among the isolated compounds, flavanol and flavonoid derivatives with 3',4'-OH groups showed antioxidant and anti-tyrosinase activities. Conclusively, the leaves of M. tricuspidata are rich in aromatic compounds including xanthones and flavonoids. In addition, these constituents showed antioxidant and anti-tyrosinase potentials, which might be useful for oxidative stress related diseases.

• Bulletin of the Korean Chemical Society
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• v.34 no.6
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• pp.1643-1650
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• 2013

A non linear QSAR model was constructed on a series of 57 xanthone and curcuminoide derivatives as ${\alpha}$-glucosidase inhibitors by back-propagation neural network method. The neural network architecture was optimized to obtain a three-layer neural network, composed of five descriptors, nine hidden neurons and one output neuron. A good predictive determination coefficient was obtained (${R^2}_{Pset}$ = 86.7%), the statistical results being better than those obtained with the same data set using a multiple regression analysis (MLR). As in the MLR model, the descriptor MATS7v weighted by Van der Waals volume was found as the most important independent variable on the ${\alpha}$-glucosidase inhibitory.

• Natural Product Sciences
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• v.9 no.3
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• pp.174-176
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• 2003

Studies on the stem bark extracts of Garcinia cuneifolia have furnished a new xanthone cuneifolin (1) and the triterpene stigmasterol (2). Structures for these compounds were elucidated based on NMR, 2D NMR, MS and GCMS data. Larvicidal activity screening of the crude bark extract using the larvae of Aedes aegypti indicated the larvae to be susceptible to these extracts. $LC_{50}$ values of the bioassays show the extracts to be moderately toxic to the larvae of Aedes aegypti.

• Natural Product Sciences
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• v.11 no.4
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• pp.220-224
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• 2005

Extensive chemical studies on the stem bark extracts of two Guttifereous plants namely Mesua daphnifolia and Garcinia nitida have led to the isolation of eight xanthones. Mesua daphnifolia gave cudraxanthone G (1), ananixanthone (2), 1,3,5-trihydroxy-4-methoxyxanthone (3) and euxanthone (4) while Garcinia nitida gave inophyllin B (5), 1,3,7-trihydroxy-2,4-bis (3-methylbut-2-enyl)xanthone (6), 3-isomangostin (7) and rubraxanthone (8). All these compounds were assayed against the MDA-MB-231 (human estrogen receptor negative breast cancer) cells. A structure-activity relationship study showed that structurally, all the 1, 3-oxygenated xanthones which carried unsaturated prenyl side chains (either 3-methylbut-2-enyl or 1,1-dimethyl-2-propenyl) at carbones C-2 and C-4 in the xanthone ring A are essential for the outstanding activities in the assay.

• Natural Product Sciences
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• v.19 no.3
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• pp.215-220
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• 2013

Three C-glucosyl flavones (1 - 3), one xanthone (4), and four flavanonols (5 - 8) were isolated by various chromatographic methods from the leaves and stems of Desmodium caudatum (Thunb.) DC. Chemical structures of these compounds were elucidated by 1D and 2D NMR and mass spectroscopy. The compounds were identified as swertisin (1), spinosin (2), 7-methyl-apigenin-6-C-${\beta}$-glucopyranosyl-2"-O-${\beta}$-D-xylopyranoside (3), 1,3,5,6-tetrahydroxyxanthone (4), yokovanol (5), aromadendrin (6), 2'-hydroxy yokovanol (7), and 2'-hydroxy neophellamuretin (8). Compounds 2 - 4 were first isolated from D. caudatum, as well as the spectroscopic data for compound 3.

• Journal of the Korean Chemical Society
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• v.47 no.4
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• pp.432-436
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• 2003

• Journal of Photoscience
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• v.1 no.2
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• pp.123-126
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• 1994

Irradiation of aromatic $\alpha$-diketones, such as benzil, 4,4'-dimethylbenzil, 4-chlorobenzil, 4,4'-diisopropylbenzil, 3,3,'-dimethylbenzil, in methanol gives rise to xanthone derivatives, in addition to $\alpha$-hydroxyketones. Irradiation of 4,4'-dibromobenzil, 2,2'-pyridil, 2,2'-naphthil and 9,9'-anthril yields only $\alpha$-hydroxyketones, whereas 4,4'-dimethoxybenzil yields methyl 4-methoxybenzoate.