13 results match your criteria 6-deoxyjacareubin 2-3-methylbut-2-enyl-135-trihydroxyxanthone

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6-Deoxyjacareubin, a natural compound preventing hypoxia-induced cell death, ameliorates neurodegeneration in a mouse model of familial amyotrophic lateral sclerosis.

Neurosci Res 2021 Feb 4;163:43-51. Epub 2020 Mar 4.

Department of Neurology, Graduate School of Medicine, Kyoto University, Kyoto, 606-8507, Japan. Electronic address:

The central nervous system (CNS) uses a significant amount of oxygen for energy production. Decreased oxygen supply due to impaired blood supply critically damages the CNS. As chronic hypoxic conditions have diverse effects via the excessive production of reactive oxygen species, protection from hypoxic damage is important for cell survival. Read More

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February 2021

Cytotoxicity and structure-activity relationships of xanthone derivatives from Mesua beccariana, Mesua ferrea and Mesua congestiflora towards nine human cancer cell lines.

Molecules 2013 Feb 4;18(2):1985-94. Epub 2013 Feb 4.

Department of Chemistry, Faculty of Science, Universiti Putra Malaysia, Serdang 43400, Selangor, Malaysia.

The cytotoxic structure-activity relationships among a series of xanthone derivatives from Mesua beccariana, Mesua ferrea and Mesua congestiflora were studied. Eleven xanthone derivatives identified as mesuarianone (1), mesuasinone (2), mesuaferrin A (3), mesuaferrin B (4), mesuaferrin C (5), 6-deoxyjacareubin (6), caloxanthone C (7), macluraxanthone (8), 1,5-dihydroxyxanthone (9), tovopyrifolin C (10) and α-mangostin (11) were isolated from the three Mesua species. The human cancer cell lines tested were Raji, SNU-1, K562, LS-174T, SK-MEL-28, IMR-32, HeLa, Hep G2 and NCI-H23. Read More

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February 2013

Bioguided fractionation and isolation of natural inhibitors of advanced glycation end-products (AGEs) from Calophyllum flavoramulum.

Phytochemistry 2012 Jun 23;78:98-106. Epub 2012 Mar 23.

Université d'Annaba, Laboratoire de Phytochimie, Département de Chimie, Faculté des Sciences, BP12 Annaba, Algeria.

Advanced glycation end-products (AGEs) are associated with many pathogenic disorders such as Alzheimer's disease, pathogenesis of diabetes, atherosclerosis or endothelial dysfunction leading to cardiovascular events. Clusiaceae and Calophyllaceae families are rich in compounds like polyphenols which are able to inhibit their formation and are therefore of great interest. Calophyllum flavoramulum Hend. Read More

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Antioxidant phenolic compounds of cassava (Manihot esculenta) from Hainan.

Molecules 2011 Dec 7;16(12):10157-67. Epub 2011 Dec 7.

Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Xingke Road 723, Tianhe District, Guangzhou 510650, China.

An activity-directed fractionation and purification process was used to isolate antioxidant components from cassava stems produced in Hainan. The ethyl acetate and n-butanol fractions showed greater DPPH˙and ABTS·+ scavenging activities than other fractions. The ethyl acetate fraction was subjected to column chromatography, to yield ten phenolic compounds: Coniferaldehyde (1), isovanillin (2), 6-deoxyjacareubin (3), scopoletin (4), syringaldehyde (5), pinoresinol (6), p-coumaric acid (7), ficusol (8), balanophonin (9) and ethamivan (10), which possess significant antioxidant activities. Read More

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December 2011

A new prenylated xanthone from the branches of Calophyllum inophyllum.

J Asian Nat Prod Res 2011 Mar;13(3):265-9

Hainan Key Laboratory for Research and Development of Natural Products from Li Folk Medicine, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou, China.

The investigation of chemical constituents from the branches of Calophyllum inophyllum Linn led to the isolation of a new prenylated xanthone, named caloxanthone Q (1), together with three known compounds, 2-deprenylrheediaxanthone B (2), jacareubin (3), and 6-deoxyjacareubin (4). Their structures were completely elucidated on the basis of spectroscopic methods (UV, IR, HR-ESI-MS, 1D NMR, and 2D NMR). Read More

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[Studies on flavonoids from stems and leaves of Calophyllum inophyllum].

Zhongguo Zhong Yao Za Zhi 2007 Apr;32(8):692-4

School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China.

Objective: To study the chemical constituents from the stems and leaves of Calophyllum inophyllum.

Method: The compounds were isolated by column chromatography on silica gel, Sephadex LH-20 and preparative TLC. Their structures were elucidated by chemical methods and NMR, MS spectroscopic data. Read More

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Inhibitory effects of xanthones from guttiferae plants on PAF-induced hypotension in mice.

Planta Med 2005 Jan;71(1):90-2

School of Pharmaceutical Sciences, Mukogawa Women's University, Nishinomiya, Japan.

The inhibitory effects of 22 xanthones from three Guttiferae plants (Hypericum patulum, Calophyllum inophyllum and C. austroindium) on exogenous platelet activating factor (PAF)-induced hypotension were examined using a blood pressure monitoring in vivo assay method. Guanandin (2), caloxanthone E (3), 1,3,5,6-tetrahydroxy-2-isoprenylxanthone (8), 6-deoxyjacareubin (11) and patulone (18) showed strong inhibition of PAF-induced hypotension, with inhibitory effects of more than 60 %. Read More

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January 2005

Trypanocidal constituents in plants 3. Leaves of Garcinia intermedia and heartwood of Calophyllum brasiliense.

Biol Pharm Bull 2004 Jan;27(1):141-3

Faculty of Pharmaceutical Sciences, School of Medicine, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, Japan.

The constituents of the leaves of Garcinia intermedia and heartwood of Calophyllum brasiliense were investigated based on their trypanocidal activity against epimastigotes of Trypanosoma cruzi, the etiologic agent of Chagas' disease. As the active components, the polyisoprenylated benzophenone derivative guttiferone A and the xanthone 8-desoxygartanin were isolated along with the biflavonoids podocarpusflavone A and amentoflavone, and friedelin from the former. Three xanthones, jacareubin, 6-deoxyjacareubin, and 1,3,5,6-tetrahydroxy-2-(3-methyl-2-butenyl)xanthone from the latter showed activity. Read More

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January 2004

Xanthones from the bark of Garcinia merguensis.

Phytochemistry 2003 Jun;63(4):467-70

Department of Chemistry, College of Natural Sciences, National University of HoChiMinh City, 227 Nguyen Van Cu, HoChiMinh City, Viet Nam.

The bark of Garcinia merguensis yielded 10 xanthones, merguenone, 1,5-dihydroxy-6'-methyl-6'-(4-methyl-3-pentenyl)-pyrano(2',3':3,2)-xanthone, subelliptenone H, 8-deoxygartanin, rheediaxanthone A, morusignin G, 6-deoxyjacareubin, 1,3,5-trihydroxy-4,8-di(3-methylbut-2-enyl)-xanthone, rheediachromenoxanthone and 6-deoxyisojacareubin. The structure of merguenone was determined using spectroscopic techniques, mainly 1D and 2D NMR spectroscopy. Read More

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In vitro inhibitory effect of rubraxanthone isolated from Garcinia parvifolia on platelet-activating factor receptor binding.

Planta Med 2002 Dec;68(12):1133-4

Department of Pharmacy, Universiti Kebangsaan Malaysia, Kuala Lumpur, Malaysia.

Rubraxanthone and isocowanol isolated from Garcinia parvifolia Miq. were investigated for their inhibitory effects on platelet-activating factor (PAF) binding to rabbit platelets using 3H-PAF as a ligand. Rubraxanthone showed a strong inhibition with IC 50 value of 18. Read More

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December 2002

6-Deoxyjacareubin.

Acta Crystallogr C 2001 Sep 11;57(Pt 9):1095-7. Epub 2001 Sep 11.

Instituto de Física de São Carlos, Universidade de São Paulo, Caixa Postal 369 - CEP 13560-970, São Carlos, SP, Brazil.

The natural compound 5,10-dihydroxy-2,2-dimethylpyrano[3,2-b]xanthen-6(2H)-one (6-deoxyjacareubin), C(18)H(14)O(5), was isolated from leaves of Vismia latifolia (Guttiferae family). The compound has four six-membered rings. The molecule has two planar benzenoid and one planar pyranoid ring, plus a pyranoid ring in a distorted chair conformation. Read More

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September 2001

Inhibitory effects of xanthones on platelet activating factor receptor binding in vitro.

J Ethnopharmacol 2001 May;75(2-3):287-90

Department of Pharmacy, Faculty of Allied Health Sciences, Universiti Kebangsaan Malaysia, Jalan Raja Muda Abdul Aziz, 50300, Kuala Lumpur, Malaysia.

Nine naturally occurring xanthones were investigated for their platelet activating factor (PAF) receptor binding inhibitory effects using rabbit platelets. 2-(3-methylbut-2-enyl)-1,3,5-trihydoxyxanthone, macluraxanthone, 1,3,5-trihydroxy-6,6'-dimethylpyrano(2',3':6,7)-4-(1,1-dimethylprop-2-enyl)xanthone, 6-deoxyjacareubin and 2-(3-methylbut-2-enyl)-1,3,5,6-terahydroxyxanthone showed strong inhibition with IC50 values of 4.8, 11. Read More

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An antifungal gamma-pyrone and xanthones with monoamine oxidase inhibitory activity from Hypericum brasiliense.

Phytochemistry 1994 Aug;36(6):1381-5

Institut de Pharmacognosie et Phytochimie, Ecole de Pharmacie, Université de Lausanne, Switzerland.

A new gamma-pyrone (hyperbrasilone), three known xanthones (1,5-dihydroxyxanthone, 5-hydroxy-1-methoxyxanthone and 6-deoxyjacareubin) and betulinic acid have been isolated from a dichloromethane extract of stems and roots of Hypericum brasiliense. Their structures were established by spectroscopic methods (UV, EI-MS, 1H and 13C NMR) and that of the gamma-pyrone was confirmed by X-ray crystallography. Hyperbrasilone and the xanthones were all antifungal against Cladosporium cucumerinum, while the three xanthones showed differing degrees of inhibition of monoamine oxidase A and B. Read More

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