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1.
J Asian Nat Prod Res ; 17(11): 1104-8, 2015.
Artigo em Inglês | MEDLINE | ID: mdl-26023810

RESUMO

A new pyranoxanthone, venuloxanthone (1), was isolated from the stem bark of Calophyllum venulosum, together with three other xanthones, tovopyrifolin C (2), ananixanthone (3) and caloxanthone I (4), along with two common triterpenes, friedelin (5) and lupeol (6). The structures of these compounds were identified using several spectroscopic analyses which are NMR, GCMS and FTIR experiments.


Assuntos
Calophyllum/química , Piranos/isolamento & purificação , Triterpenos/isolamento & purificação , Xantonas/isolamento & purificação , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , Casca de Planta/química , Piranos/química , Triterpenos/química , Xantonas/química
2.
J Asian Nat Prod Res ; 16(7): 790-4, 2014.
Artigo em Inglês | MEDLINE | ID: mdl-24670077

RESUMO

Our phytochemical study on the stem bark of Garcinia mangostana has led to the discovery of a new furanoxanthone, mangaxanthone A (1), together with five known analogs. The five known analogs that were isolated are α-mangostin (2), ß-mangostin (3), cowagarcinone B (4), and dulcisxanthone F (5). The structural elucidations of these compounds were carried out by interpreting their spectroscopic data, mainly 1D and 2D NMR spectra and MS.


Assuntos
Garcinia mangostana/química , Xantonas/isolamento & purificação , Malásia , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , Casca de Planta/química , Xantonas/química
3.
Molecules ; 19(6): 7308-16, 2014 Jun 04.
Artigo em Inglês | MEDLINE | ID: mdl-24901833

RESUMO

A detailed chemical study on the ethyl acetate and methanol extracts of the stem bark of Garcinia mangostana resulted in the successful isolation of one new prenylated xanthone, mangaxanthone B (1), one new benzophenone, mangaphenone (2), and two known xanthones, mangostanin (3) and mangostenol (4). The structures of these compounds were elucidated through analysis of their spectroscopic data obtained using 1D and 2D NMR and MS techniques.


Assuntos
Garcinia mangostana/química , Casca de Planta/química , Caules de Planta/química , Benzofenonas/química , Clusiaceae/química , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Estrutura Molecular , Xantenos/química , Xantonas/química
4.
Materials (Basel) ; 15(23)2022 Dec 01.
Artigo em Inglês | MEDLINE | ID: mdl-36500061

RESUMO

Strain localization is a significant issue that poses interesting research challenges in viscoelastic materials because it is difficult to accurately predict the damage evolution behavior. Over time, the damage mechanism in the amorphous structure of viscoelastic materials leads to subsequent localization into a shear band, gradually jeopardizing the materials' elastic sustainability. The primary goal of this study is to further understand the morphological effects and the role of shear bands in viscoelastic materials precipitated by strain localization. The current study aims to consolidate the various failure mechanisms of a sample and its geometry (surface-to-volume ratio) used in torsional testing, as well as to understand their effects on stress relaxation durability performance. A torsional shear load stress relaxation durability test was performed within the elastic region on an isotropic viscoelastic sample made of silicon rubber and a 70% weight fraction of micron-sized carbonyl iron particles. Degradation was caused by a shear band of localized plasticity that developed microscopically due to stress relaxation durability. The failure pattern deteriorated as the surface-to-volume ratio decreased. A field-emission scanning electron microscope (FESEM) and a tapping-mode atomic force microscope (AFM) were used for further observation and investigation of the sample. After at least 7500 cycles of continuous shearing, the elastic sustainability of the viscoelastic materials microstructurally degraded, as indicated by a decline in stress performance over time. Factors influencing the formation of shear bands were observed in postmortem, which was affected by simple micromanipulation of the sample geometry, making it applicable for practical implementation to accommodate any desired performance and micromechanical design applications.

5.
Nat Prod Res ; 35(24): 6067-6072, 2021 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-32901512

RESUMO

Previous studies on Calophyllum species have shown the existence of a wide variety of bioactive xanthones and coumarins. Phytochemical investigations carried out on the plant, Calophyllum hosei led to the isolation of eleven known xanthones, ananixanthone (1), 9-hydroxycalabaxanthone (2), dombakinaxanthone (3), thwaitesixanthone (4), caloxanthone B (5), trapezifolixanthone (6), ß-mangostin (7), osajaxanthone (8), caloxanthone A (9), calozeyloxanthone (10) and rubraxanthone (11). The structures of these compounds were identified and elucidated using spectroscopic techniques such as NMR and MS. The cytotoxicity and nitric oxide production inhibitory activities of selected xanthones as well as the extracts were tested against HL-60 cells and RAW 264.7 murine macrophages, respectively. Among all tested compounds, ß-mangostin exhibited appreciable cytotoxicity against HL-60 cells with the IC50 value of 7.16 ± 0.70 µg/mL and rubraxanthone exhibited significant nitric oxide inhibitory activity against LPS induced RAW 264.7 murine macrophages with the IC50 value of 6.45 ± 0.15 µg/mL.


Assuntos
Calophyllum , Xantonas , Animais , Cumarínicos , Humanos , Camundongos , Estrutura Molecular , Óxido Nítrico , Compostos Fitoquímicos , Xantonas/farmacologia
6.
J Hazard Mater ; 399: 123008, 2020 11 15.
Artigo em Inglês | MEDLINE | ID: mdl-32502857

RESUMO

The compatibility and performance of an Isoreticular Metal-Organic Frameworks (IRMOF-1) impregnated with choline-based ionic liquids (ILs) for selective adsorption of H2S/CO2, were studied by molecular dynamics (MD) simulation. Cholinium alanate ([Chl][Ala]) was nominated as the suitable IL for impregnation into IRMOF-1, consistent with the low RMSD values (0.546 nm, 0.670 nm, 0.776 nm) at three IL/IRMOF-1 w/w ratios (WIL/IRMOF-1 = 0.4, 0.8, and 1.2). The [Chl]+ and [Ala]- ion pair was located preferentially around the carboxylate group within the IRMOF-1 framework, with the latter interacting strongly with the host than the [Chl]+. Results of radius of gyration (Rg) and root mean square displacement (RMSD) revealed that a ratio of 0.4 w/w of IL/IRMOF-1 (Rg = 1.405 nm; RMSD = 0.546 nm) gave the best conformation to afford an exceptionally stable IL/IRMOF-1 composite. It was discovered that the IL/IRMOF-1 composite was more effective in capturing H2S and CO2 compared to pristine IRMOF-1. The gases adsorbed in higher quantities in the IL/IRMOF-1 composite phase compared to the bulk phase, with a preferential adsorption for H2S, as shown by the uppermost values of adsorption ( [Formula: see text] = 17.954 mol L-1 bar-1) and an adsorption selectivity ( [Formula: see text] = 43.159) at 35 IL loading.

7.
Nat Prod Res ; 30(14): 1591-7, 2016 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-26710827

RESUMO

A new alkylated coumarin derivative, hexapetarin (1) along with three other xanthones, trapezifolixanthone (2), cudraxanthone G (3) and 1,3,7-trihydroxy-2,4-di (3-methyl-2-butenyl)xanthone (4), and four common triterpenoids, friedelin (5), stigmasterol (6), beta-sitosterol (7) and gamma-sitosterol (8) were isolated from the stem bark of Mesua hexapetala (Clusiaceae), a plant, native to Malaysia. The structures of these compounds were elucidated and determined using spectroscopic techniques such as NMR and MS. Anti-inflammatory activity assay indicated hexapetarin (1) to possess moderate anti-inflammatory activity, while 1,3,7-trihydroxy-2,4-di (3-methyl-2-butenyl)xanthone (4) gave very good activity.


Assuntos
Clusiaceae/química , Cumarínicos/química , Casca de Planta/química , Caules de Planta/química , Anti-Inflamatórios não Esteroides/farmacologia , Células Cultivadas , Cumarínicos/farmacologia , Humanos , Espectroscopia de Ressonância Magnética , Malásia , Espectrometria de Massas , Extratos Vegetais/química , Espectrofotometria Infravermelho , Espectrofotometria Ultravioleta
8.
Nat Prod Res ; 28(19): 1534-8, 2014.
Artigo em Inglês | MEDLINE | ID: mdl-24897077

RESUMO

A new coumarin, hoseimarin (1), together with four other xanthones, trapezifolizanthone (2), osajaxanthone (3), ß-mangostin (4) and caloxanthone A (5), were isolated from the stem bark of Calophyllum hosei. The structures of these compounds were established by using spectroscopic analysis which included (1)H NMR, (13)C NMR, COSY, DEPT, HMQC and HMBC experiments.


Assuntos
Anti-Inflamatórios/isolamento & purificação , Calophyllum/química , Cumarínicos/isolamento & purificação , Plantas Medicinais/química , Animais , Anti-Inflamatórios/química , Anti-Inflamatórios/farmacologia , Cumarínicos/química , Cumarínicos/farmacologia , Isoflavonas/química , Isoflavonas/isolamento & purificação , Lipopolissacarídeos/farmacologia , Macrófagos/efeitos dos fármacos , Camundongos , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , Casca de Planta/química , Xantonas/química , Xantonas/isolamento & purificação
9.
J Asian Nat Prod Res ; 10(5-6): 475-9, 2008.
Artigo em Inglês | MEDLINE | ID: mdl-18464091

RESUMO

Our current interest in searching for natural anti-cancer lead compounds from plants has led us to the discovery that the stem and roots of Garcinia mangostana can be a source of such compounds. The stem furnished 2,8-dihydroxy-6-methoxy-5-(3-methylbut-2-enyl)-xanthone (1), which is a new xanthone. Meanwhile, the root bark of the plant furnished six xanthones, namely alpha-mangostin (2), beta-mangostin (3), gamma-mangostin (4), garcinone D (5), mangostanol (6), and gartanin (7). The hexane and chloroform extracts of the root bark of G. mangostana as well as the hexane extract of the stem bark were found to be active against the CEM-SS cell line. gamma-Mangostin (4) showed good activity with a very low IC(50) value of 4.7 microg/ml, while alpha-mangostin (2), mangostanol (6), and garcinone D (5) showed significant activities with IC(50) values of 5.5, 9.6, and 3.2 microg/ml, respectively. This is the first report on the cytotoxicity of the extracts of the stem and root bark of G. mangostana and of alpha-mangostin, mangostanol, and garcinone D against the CEM-SS cell line.


Assuntos
Antineoplásicos Fitogênicos/isolamento & purificação , Garcinia mangostana/química , Xantonas/isolamento & purificação , Antineoplásicos Fitogênicos/farmacologia , Linhagem Celular Tumoral , Proliferação de Células/efeitos dos fármacos , Humanos , Estrutura Molecular , Casca de Planta/química , Extratos Vegetais/farmacologia , Xantonas/química , Xantonas/farmacologia
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