Inhibitors of xanthine oxidase from Athyrium mesosorum.

Noro, Tadataka; Ueno, Akira; Mizutani, Masako; Hashimoto, Tsutomu; Miyase, Toshio; Kuroyanagi, Masanori; Fukushima, Seigo

doi:10.1248/cpb.32.4455

Cited by 30 publications

(15 citation statements)

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“…The petroleum ether extract and the EtOAc-soluble part of the 80% (v/v) EtOH extract of G. esculenta were purified by separate column chromatography over MCI gel, silica gel, reversed-phase C 18 silica gel, and Sephadex LH-20, and also by preparative HPLC to afford 21 compounds, including six new (1−6) and 15 known compounds. The structures of the known compounds were elucidated as garciniagifolone A (7), 9 garcimultiflorone E (8), 3c cambogin (9), 10 guttiferone F (10), 11 5,8-dihydroxy-2,2-dimethyl-2H,6H-pyrano[3,2-b]xanthen-6-one (11), 12 γ-mangostin (12), 13 garcicowin C (13), 14 GDPHH-2 (14), 15 1,3,7-trihydroxy-2-(3-methylbut-2enyl)-xanthone (15), 16 griffipavixanthone (16), 17 1,3,5,7tetrahydroxy-8-isoprenylxanthone (17), 18 1,3,6,7-tetrahydroxyxanthone (18), 19 hyperxanthone E (19), 20 toxyloxanthone B (20), 13b and 3,5,8-trihydroxy-2,2-dimethyl-3,4,4-trihydro- 21 HRESIMS showed an ion peak at m/z 617.3475 [M − H] − , giving the molecular formula C 38 H 50 O 7 . The molecular weight of this compound differed from that of 9 by 16 Da (Figure S1, Supporting Information), 10 suggesting the presence of an additional oxygen.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Cytotoxic and Anti-Inflammatory Prenylated Benzoylphloroglucinols and Xanthones from the Twigs of Garcinia esculenta

Zhang

Lao

et al. 2014

J. Nat. Prod.

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Five new prenylated benzoylphloroglucinol derivatives, garciesculentones A-E (1-5), a new xanthone, garciesculenxanthone A (6), and 15 known compounds were isolated from the petroleum ether extract and the EtOAc-soluble fraction of a 80% (v/v) EtOH extract of Garcinia esculenta. The structures of the new compounds were elucidated by 1D- and 2D-NMR spectroscopic analysis and mass spectrometry. Experimental and calculated ECD and a convenient modified Mosher's method were used to determine the absolute configurations. The cytotoxicity of these compounds were evaluated by MTT assay against three human cancer cell lines (HepG2, MCF-7, and MDA-MB-231) and against normal hepatic cells (HL-7702). In addition, these isolates were evaluated for their inhibitory effects on interferon-γ plus lipopolysaccharide-induced nitric oxide production in RAW264.7 cells.

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Section: ■ Results and Discussionmentioning

confidence: 99%

Cytotoxic and Anti-Inflammatory Prenylated Benzoylphloroglucinols and Xanthones from the Twigs of Garcinia esculenta

Zhang

Lao

et al. 2014

J. Nat. Prod.

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“…The reduction of superoxide anion formation by norathyriol (14) was attributed to the scavenging of the generated superoxide anion, which is responsible for the blockade of the phospholipase C pathway, the reduction of protein tyrosine phosphorylation, and the suppression of NADPH oxidase activity through the interruption of electrons transport at the FAD redox centre [40]. Norathyriol (14) alone has been found to be a noncompetitive inhibitor of xanthine oxidase [294]. It was also found to inhibit platelet aggregation [295], relax the rat thoracic aorta [296], inhibit angiotensin-I-converting-enzyme activity [297], induce calcium release from the sarcoplasmic reticulum of skeletal muscle [298], and suppress pleurisy and cutaneous plasma extravasation caused by inflammatory mediators in mice [300].…”

Section: Mangiferin and Its Aglycon Norathyriolmentioning

confidence: 99%

Xanthone Derivatives: New Insights in Biological Activities

Pinto¹,

Sousa

Nascimento

2005

CMC

450

232

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Xanthones or xanthen-9H-ones (dibenzo-gamma-pirone) comprise an important class of oxygenated heterocycles whose role is well-known in Medicinal Chemistry. The biological activities of this class of compounds are associated with their tricyclic scaffold but vary depending on the nature and/or position of the different substituents. In this review, an array of biological/pharmacological effects is presented for both natural and synthetic xanthone derivatives, with an emphasis on some significant studies on structure-activity relationships. The antitumor activity of some xanthones as well as the related targets, particularly PKC modulation studies, is also discussed in detail. Examples of the "hit" compounds involved in cancer therapy, namely DMXAA, psorospermin, mangiferin, norathyriol, mangostins, and AH6809, a prostanoid receptor antagonist, are also mentioned. Finally, a historical perspective of these xanthonic derivatives, their relevance as therapeutic agents and/or their uses as pharmacological tools and as extract components in folk medicine are also highlighted.

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“…Flavonoids (1)(2)(3)(4)(5), hydroxychalcones (1), coumarins (1), 2,8-dihydroxyadenine (6), and xanthones (7) have previously been reported as naturally occurring inhibitors of XO. An inhibitor of XO could potentially be useful as a therapeutic agent for hyperuricemia that causes gout (8), renal stones (8,9), or ischemic myocardium (10).…”

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confidence: 99%