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31.
Phytochemical analysis of the leaves of Garcinia travancorica, a hitherto uninvestigated endemic species to the Western Ghats of south India, resulted in isolation and characterisation of the polyisoprenylated benzophenones 7-epi-nemorosone (1) and garcinol (2) along with biflavonoids GB-1a (3), GB-1 (4), GB-2 (5), morelloflavone (6) and morelloflavone-7″-O-β-d-glycoside or fukugiside (7). The compounds were identified using various spectroscopic techniques, mainly through NMR and MS. The methanol extract and the biflavonoids 3, 4, 5 and 7 showed potential in vitro antioxidant activities. The IC50 value of the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity of compound 7 was 8.34 ± 2.12 μg/mL, comparable to that of standard ascorbic acid (3.2 ± 0.50 μg/mL). In the superoxide radical scavenging assay, compound 7 gave IC50 value of 6.95 ± 1.33 μg/mL close to standard ascorbic acid with IC50 value of 5.8 ± 0.25 μg/mL. Validated HPTLC estimation revealed G. travancorica as a rich source of morelloflavone-7″-O-β-d-glycoside (7.12% dry wt. leaves). 相似文献
32.
Thu Huong Tran Tram Le Huyen Thi Minh Tran Tuan Anh Nguyen Thanh Binh Pham 《Natural product research》2016,30(14):1598-1604
A megastigmane sulphoglycoside together with three phenolic compounds were isolated from the water-soluble fraction of the pericarps of Garcinia mangostana. The structure of the new compound was determined as 4-O-sulpho-β-d-glucopyranosyl abscisate (1) by spectroscopic data. Proanthocyanidin A2 (2) showed potent α-glucosidase inhibitory and DPPH scavenging activities with IC50 values of 3.46 and 11.6 μM, respectively. 相似文献
33.
Felipe T. Martins I. Camps Antônio C. Doriguetto Marcelo H. dos Santos Javier Ellena Luiz C. A. Barbosa 《Helvetica chimica acta》2008,91(7):1313-1325
Garciniaphenone (=rel‐(1R,5R,7R)‐3‐benzoyl‐4‐hydroxy‐8,8‐dimethyl‐1,7‐bis(3‐methylbut‐2‐en‐1‐yl)bicyclo[3.3.1]non‐3‐ene‐2,9‐dione; 1 ), a novel natural product, was isolated from a hexane extract of Garcinia brasiliensis fruits. The crystal structure of 1 as well as the selected geometrical and configurational features were compared with those of known related polyprenylated benzophenones. Garciniaphenone is the first representative of polyprenylated benzophenones without a prenyl substituent at C(5). Notably, the absence of a 5‐prenyl substituent has an impact on the molecular geometry. The tautomeric form of 1 in the solid state was readily established by a residual‐electronic‐density map generated by means of a difference Fourier analysis, and there is an entirely delocalized six‐membered chelate ring encompassing the keto–enol moiety. The configuration at C(7) was used to rationalize the nature of the keto–enol tautomeric form within 1 . The intermolecular array in the network is maintained by nonclassical intermolecular H‐bonds. 相似文献
34.
A new bis‐xanthone (xanthone=9H‐xanthen‐9‐one), named bigarcinenone A ( 1 ) which is the first example of a bis‐xanthone with the xanthone–xanthone linkage between an aromatic C‐atom and a C5 side chain from a guttiferae plant, a new phloroglucinol (=benzene‐1,3,5‐triol) derivative, named garcinenone F ( 2 ), together with seven known xanthones were isolated from the bark of Garcinia xanthochymus. Their structures were elucidated by spectroscopic methods, especially 2D‐NMR techniques. Bigarcinenone A ( 1 ) exhibited potent antioxidant activity in the 1,1‐diphenyl‐2‐picrylhydrazyl (DPPH) radical‐scavenging test with a IC50 value of 9.2 μM , compared to the positive control, the well‐known antioxidant butylated hydroxytoluene (BHT) with a IC50 of 20 μM (Table 3). 相似文献
35.
A reverse-phase high-performance liquid chromatographic method was developed for qualitative and quantitative analysis of xanthochymol (1), and isoxanthochymol (2) in the fruit rinds, leaves and seed pericarps of Garcinia indica with confirmation using PDA detection and electrospray ionization MS. Absorption at 276 nm was chosen as the measuring wavelength at which resolution and baseline separation of compounds (1) and (2) could be obtained. The identity of the above two isomeric compounds (1) and (2) in the samples was unambiguously determined by their respective quasi-molecular ion [M - H]- in ESI-MS. Compounds (1) and (2) were qualitatively and quantitatively analyzed in the above three samples of Garcinia indica. The overall analytical procedure is rapid and reproducible and is considered for the analysis of the above two compounds. 相似文献
36.
Walker EB 《Journal of separation science》2007,30(9):1229-1234
Xanthones are unique chemical compounds found in nature, composed of a tricyclic aromatic system with a variety of phenolic, methoxy, and isoprene substituents, giving rise to numerous derivatives. They dissolve to varying degrees in solvents ranging from alcohol to hexane. An optimum solvent mixture of acetone/water (80:20) selectively and effectively extracts a wide variety of xanthones. Subsequent HPLC analysis using standard C-18 RP and a 30-min gradient of 65-90% MetOH in 0.1% formic acid detects and separates numerous different xanthones with UV detection at 254 nm. The xanthones alpha-mangostin, 8-desoxygartanin, gartanin, beta-mangostin, 3-mangostin, and 9-hydroxycalabaxanthone have been extracted, identified, and quantitatively determined using this method. This analytical method is applied to the analysis of these xanthones in the rind of the mangosteen fruit, Garcinia mangostana. 相似文献
37.
Wei‐Guang Shan Tian‐Song Lin Hai‐Ning Yu Yan Chen Zha‐Jun Zhan 《Helvetica chimica acta》2012,95(8):1442-1448
A new polyprenylated xanthone (=9H‐xanthen‐9‐one) and a new polyprenylated benzophenone, namely oblongifolixanthone A ( 1 ) and garciniagifolone A ( 2 ), were isolated from the bark of Garcinia oblongifolia, together with five known compounds including the four xanthones 3 – 5 and 7 and a benzophenone 6 . The structures of 1 and 2 were established by detailed analysis of their spectroscopic data, especially 1D‐ and 2D‐NMR spectra and HR‐ESI‐MS data. All these compounds were assayed for their cytotoxic activities against three human tumor cell lines (HeLa, SGC7901, and HepG2). The 1,3,6,7‐tetrahydroxy‐9H‐xanthen‐9‐one ( 3 ) was inactive, and the other compounds showed weak to moderate activity. 相似文献
38.
对莽吉柿(Pericarpium Garciniae Mangostanae)85%乙醇提取物进一步分离,得到8个双苯吡酮类化合物和1个蒽酮类化合物,经理化性质和NMR及MS谱学数据鉴定分别为α-倒捻子素-3,6-二乙酸酯(α-mangostin-3,6-diyl diacetate,Ⅰ)、1,5,8-三羟基-3-甲氧基-2,4-双-(3-甲基丁-2-烯)双苯吡酮(8-hydroxycudraxanthone G,Ⅱ)、1,3-二羟基-6,7-二甲氧基-2,8-双-(3-甲基丁-2-烯基)双苯吡酮(Cowaxanthone B,Ⅲ)、1,6-二羟基-3,5-二甲氧基-2-(3-甲基丁-2-烯基)双苯吡酮(Cowaxanthone A,Ⅳ)、1,5-二羟基-4-(3-甲基丁-2-烯基)-6′,6′-二甲基吡喃[2′,3′:3,2]双苯吡酮(trapezifolixanthone,Ⅴ)、1,6-二羟基-6′,6′-二甲基吡喃[2′,3′:7,8]-6″,6″-二甲基吡喃[2″,3″:3,2-]双苯吡酮(brasilixanthone B,Ⅵ)、1,3,5-三羟基-2-(3-甲基丁-2-烯)-4-(1,1-二甲基-2-烯丙基)双苯吡酮(Allanxanthone A,Ⅶ)、1,3,8-三羟基-5-甲氧基-2,4-双-(3-甲基丁-2-烯)双苯吡酮(2,4-di-(3-methylbut-2-enyl)-1,3,8-trihydroxy-5-methoxyxanthone,Ⅷ)、1,4,8-三羟基-6-甲基-3-甲氧基-9,10-蒽酮(1,4,8-trihydroxy-6-methyl-3-methoxy- 9,10-anthraquinone, Ⅸ)。 其中化合物Ⅰ、Ⅴ、Ⅵ、Ⅶ、Ⅸ为首次从藤黄属植物中分离得到,化合物Ⅱ、Ⅲ、Ⅳ、Ⅷ为首次从该植物中分离得到。 相似文献
39.
Huy Truong Nguyen Thanh-Trung Nguyen Thuc-Huy Duong Nguyen-Minh-An Tran Chuong Hoang Nguyen Thi-Hong-Anh Nguyen Jirapast Sichaem 《Molecules (Basel, Switzerland)》2022,27(8)
α-Glucosidase plays a role in hydrolyzing complex carbohydrates into glucose, which is easily absorbed, causing postprandial hyperglycemia. Inhibition of α-glucosidase is therefore an ideal approach to preventing this condition. A novel polyprenylated benzoylphloroglucinol, which we named schomburgkianone I (1), was isolated from the fruit of Garcinia schomburgkiana, along with an already-reported compound, guttiferone K (2). The structures of the two compounds were determined using NMR and HRESIMS analysis, and comparisons were made with previous studies. Compounds 1 and 2 exhibited potent α-glucosidase inhibition (IC50s of 21.2 and 34.8 µM, respectively), outperforming the acarbose positive control. Compound 1 produced wide zones of inhibition against Staphylococcus aureus and Enterococcus faecium (of 21 and 20 mm, respectively), compared with the 19 and 20 mm zones of compound 2, at a concentration of 50 µg/mL. The MIC value of compound 1 against S. aureus was 13.32 µM. An in silico molecular docking model suggested that both compounds are potent inhibitors of enzyme α-glucosidase and are therefore leading candidates as therapies for diabetes mellitus. 相似文献
40.
Wen-Nee Tan Jia-Qin Lim Fatin Afiqah Nik Nur Syazni Nik Mohamed Kamal Fatin Athirah Abdul Aziz Woei-Yenn Tong 《Natural product research》2018,32(7):854-858
Garcinia atroviridis Griff. ex T. Anders. is used as a medication agent in folkloric medicine. The present study was to examine the chemical composition of the stem bark and leaf of G. atroviridis as well as their cytotoxic effects against MCF-7 cells. The constituents obtained by hydrodistillation were identified using GC-MS. The stem bark oil (EO-SB) composed mainly the palmitoleic acid (51.9%) and palmitic acid (21.9%), while the leaf oil (EO-L) was dominated by (E)-β-farnesene (58.5%) and β-caryophyllene (16.9%). Treatment of MCF-7 cells using EO-L (100 μg/mL) caused more than 50% cell death while EO-SB did not induce cytotoxic effect. EO-L has stimulated the growth of BEAS-2B normal cells, but not in MCF-7 cancerous cells. The IC50 of EO-L in MCF-7 and BEAS-2B cells were 71 and 95 μg/mL, respectively. A combination treatment of EO-L and tamoxifen induced more cell death than the treatment with drug alone at lower doses. 相似文献