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1.
Six flavonol glycosides, compounds 1-3 from A. burnatii Gáyer and 4-6 from A. variegatum L., were obtained from their methanol extracts of aerial parts. The identified structures were quercetin 3-O-β-d-glucopyranoside-7-O-(6-E-p-coumaroyl)-β-d-glucopyranosyl-(1 → 3)-α-l-rhamnopyranoside (1), quercetin 3-O-β-d-glucopyranoside-7-O-β-d-glucopyranosyl-(1 → 3)-α-l-rhamnopyranoside (2), quercetin 3-O-β-d-glucopyranoside-7-O-(6-E-caffeoyl)-β-d-glucopyranosyl-(1 → 3)-α-l-rhamnopyranoside (3), kaempferol 3-O-β-d-galactopyranoside-7-O-α-l-arabinopyranoside (4), quercetin 3-O-β-d-glucopyranoside (5), and kaempferol 3-O-β-d-glucopyranoside (6). Compounds 1, 2 and 4 were isolated for the first time. The antioxidant potential of the methanol extracts and pure compounds was tested with different assays.  相似文献   

2.
Teng R  Xie H  Liu X  Wang D  Yang C 《Fitoterapia》2002,73(1):95-96
A novel acylated flavonol glycoside, quercetin 3-O-[2' "-O-(E)-caffeoyl]-alpha-L-arabinopyranosyl-(1-->6)-beta-D-galactopyranoside (1), was isolated from whole plant of Morina nepalensis var. alba. Its structure was determined on the basis of chemical and spectroscopic methods.  相似文献   

3.
The present work was undertaken from the standpoint of radical-capturing ability with regard to the antioxidative ability of flavonoids, especially flavonols distributed widely in woody plants. In regard to the flavonols, six methyl derivatives were initially prepared from quercetin and its litinoside. Their radical-capturing constants were determined strictly by the stopped-flow spectroscopic method. It was proved that the radical-capturing ability of quercetin mainly involves the vicinal C3. and C4, hydroxyl groups and the C3 hydroxyl group. To clarify the reaction mechanism begun at the C3 hydroxyl group of quercetin, 5,7,3,4-tetramethylquercetin (TMQ), flavon-3-ol (F30) and so on were treated with 2,2-azo-bis-(2,4-dimethylvaleronitrile) (AMVN). Six products (1–6) containing one depside and its two hydrolytic products, two valeronitrile adducts, and others were isolated from the reaction mixture of TMQ and their structures determined by instrumental analyses. Similarly, F30 gave four products, 7–10, which corresponded to the above products 1–3 and 5 (one depside, its two hydrolytic products, and one adduct), respectively. 3,5,7,3,4-Pentamethylquercetin (PMQ) and flavon-3-O-methylate (F3M) gave no products. The quantitative change of the products with reaction time was determined spectroscopically. An initial reaction pathway for the radical-capturing reaction of flavon-3-ols with AMVN was proposed based on the products and their amounts. The main route — formation of depside and its hydrolytic products via ketohydroperoxide (3) or ketohydroperoxy radical (4) - was similar to that of the oxidation reaction of quercetin with quercetinase and light.Part of this paper was presented at the 46th and 47th annual meetings of the Japan Wood Research Society, Kumamoto and Kouchi, April 1996 and 1997  相似文献   

4.
Lall N  Hussein AA  Meyer JJ 《Fitoterapia》2006,77(3):230-232
Bioassay guided fractionation of the acetonic extract of Helichrysum melanacme using human Influenza virus type A and a drug-sensitive strain of Mycobacterium tuberculosis in vitro resulted in the isolation of 2 4',6'-trihydroxy-3'-prenylchalcone (1) and 4',6',5'-trihydroxy-6',6'-dimethyldihydropyrano[2',3'-2',3'] chalcone (2) as active constituents. 3-O-methylquercetin and quercetin were also isolated but were inactive against the microorganisms tested in this study.  相似文献   

5.
A new abietane diterpene, glypensin A (1) and four known compounds, 12-acetoxy-ent-labda-8(17), 13E-dien-15-oic acid (2), quercetin 3-O-α-L-arabinofuranoside (3), quercetin 3-O-β-D-galactopyranoside (4), β-sitosterol (5) were isolated from the branches and leaves of Glyptostrobus pensilis (Staut.) Koch. Their structures were determined by MS, 1D- and 2D-NMR means. Compound 1 showed cytotoxicity on human chronic myeloid leukemia cell line K562 (IC50 = 21.2 μM).  相似文献   

6.
AimTotal flavones of Hippophae rhamnoides L. (TFH) have a clinical use in the treatment of cardiac disease. The pharmacological effects of TFH are attributed to its major flavonoid components, isorhamnetin, kaempferol, and quercetin. However, poor oral bioavailability of these flavonoids limits the clinical applications of TFH. This study explores phytic acid (IP6) enhancement of the oral absorption in rats of isorhamnetin, kaempferol, and quercetin in TFH.MethodsIn vitro Caco-2 cell experiments and in vivo pharmacokinetic studies were performed to investigate the effects of IP6. The aqueous solubility and lipophilicity of isorhamnetin, quercetin, and kaempferol were determined with and without IP6, and mucosal epithelial damage resulting from IP6 addition was evaluated by MTT assays and morphology observations.ResultsThe Papp of isorhamnetin, kaempferol, and quercetin was improved 2.03-, 1.69-, and 2.11-fold in the presence of 333 μg/mL of IP6, respectively. Water solubility was increased 22.75-, 15.15-, and 12.86-fold for isorhamnetin, kaempferol, and quercetin, respectively, in the presence of 20 mg/mL IP6. The lipophilicity of the three flavonoids was slightly decreased, but their hydrophilicity was increased after the addition of IP6 in the water phase as the logP values of isorhamnetin, kaempferol, and quercetin decreased from 2.38 ± 0.12 to 1.64 ± 0.02, from 2.57 ± 0.20 to 2.01 ± 0.04, and from 2.39 ± 0.12 to 1.15 ± 0.01, respectively. The absorption enhancement ratios were 3.21 for isorhamnetin, 2.98 for kaempferol, and 1.64 for quercetin with co-administration of IP6 (200 mg/kg) in rats. In addition, IP6 (200 mg/kg, oral) caused neither significant irritation to the rat intestines nor cytotoxicity (400 μg/mL) in Caco-2 cells.ConclusionsThe oral bioavailability of isorhamnetin, kaempferol, and quercetin in TFH was enhanced by the co-administration of IP6. The main mechanisms are related to their enhanced aqueous solubility and permeability in the presence of IP6. In summary, IP6 is a potential absorption enhancer for pharmaceutical formulations that is both effective and safe.  相似文献   

7.
A new acylated quercetin glycoside, quercetin 3-O-(2-t-p-coumaroyl)-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranoside-7-O-beta-D-glucopyranoside (1), together with the known 3-(3,4-dihydroxyphenyl)lactic acid (2) were isolated from Ranunculus lanuginosus leaves and identified on the basis of detailed spectral analysis, including 2D-NMR spectrometry and ESI-MS.  相似文献   

8.
The antioxidant effect of aqueous methanolic herb extracts of Serratula coronata, S. wolffii and S. tinctoria was investigated using both enzyme-dependent and enzyme-independent systems. The extracts displayed concentration-dependent inhibition of lipid peroxidation. Flavonoids and ecdysteroids present in the extracts were evaluated as antioxidant components. The flavonoid-containing fraction of the herb extract of S. coronata was more effective in lipid peroxidation than the ecdysteroid-containing fraction. This paper also reports the isolation of quercetin 3-O-methyl ether, apigenin, luteolin, quercetin, luteolin 4'beta-D-glucoside and quercetin 4'beta-D-glucoside from S. coronata.  相似文献   

9.
The DPPH radical scavenging activity of two flavonol glycosides obtained from ethanolic extracts of Aconitum napellus sp. lusitanicum was studied. The results showed a high DPPH antiradical activity of compound 1 (quercetin 3-O-(6-trans-caffeoyl)-beta-glucopyranosyl-(1-->2)-beta-glucopyranosyl-7-O-alpha-rhamnopyranoside) when compared with compound 2 (quercetin-3-sophoroside-7-rhamnopyranoside), rutin and ascorbic acid. The relationship between the caffeoyl and rhamnopyranoside groups in the flavonol glycosides structures and the DPPH antiradical activity was also discussed.  相似文献   

10.
采用硅胶柱层析、中低压色谱和制备高效液相色谱协同活性跟踪方法,对漆树木粉醇提取物乙酸乙酯部位的具有抑制酪氨酸酶活性的化合物进行分离,并用红外、质谱和核磁等色谱分析手段对化合物的结构进行表征。从漆树木粉提取物乙酸乙酯部位分离得到7种多酚化合物,分别为没食子酸(1)、黄颜木素(2)、漆黄素(3)、硫黄菊素(4)、3,4',7-三羟基二氢黄酮醇(5)、槲皮素(6)和紫铆花素(7)。各化合物抑制酪氨酸酶活性(半数抑制质量浓度,IC_(50))由强到弱顺序:硫黄菊素(3.74 mg/L)、紫铆花素(4.32 mg/L)、槲皮素(18.73 mg/L)、漆黄素(69.4 mg/L)、没食子酸(89.5 mg/L)、黄颜木素(100 mg/L)和3,4',7-三羟基二氢黄酮醇(164.07 mg/L)。  相似文献   

11.
从柠檬桉(Eucalyptus citriodora)叶的醇提取物乙酸乙酯组分中分离提纯了五个黄酮类化合物,经物理和光谱方法鉴定为:槲皮素,杨梅树皮素以及它们的糖苷—槲皮索-3-O-葡萄糖苷,杨梅树皮素的3-O-鼠李糖苷和3-O-葡萄糖苷。此外从乙酸乙酯组分的水解液中,经纸层析检测有槲皮素和杨梅树皮素以及花青定和翠雀定存在,表明该组分中含上述黄酮醇及花青素的苷类化合物。  相似文献   

12.
Two new flavane gallates were isolated from the leaves of Plicosepalus curviflorus. The structure of the new compounds was established as 2S,3R-3,3′,4′,5,7-pentahydroxyflavane-5-O-gallate (1) and 2S,3R-3,3′,4′,5,5′,7-hexahydroxyflavane-4′,5-di-O-gallate (2), respectively. In addition, seven known compounds (−)-catechin (3), quercetin (4), lupeol (5), β-sitosterol (6), pomolic acid (7), β-sitosterol 3-O-β-d-glucopyranoside (8) and 4-methoxycinnamic acid (9) were reported for the first time from the genus Plicosepalus. Compounds 1, 2 and 3 were investigated for their hypoglycemic activity and showed significant hypoglycemic activity in Swiss Albino mice.  相似文献   

13.
Flavonoids function in many aspects of plant–insect interactions, but the responses of insects to these compounds vary greatly. In this study, we determined the effects of two widely distributed flavonoids, pinocembrin and quercetin, on the feeding behavior, survival, and development of the fall armyworm Spodoptera frugiperda J.E. (Smith) (Lepidoptera: Noctuidae). In a choice test, S. frugiperda larvae strongly rejected leaves treated with pinocembrin at concentrations of 10, 50, or 100 μg/cm2. Larvae fed normally on leaves treated with quercetin at 10 and 50 μg/cm2, but showed 57 % deterrence when fed on leaves treated with 100 μg/cm2 quercetin. At concentrations of 0.01–1 µg/cm2, pinocembrin and quercetin functioned as phagostimulants for S. frugiperda. In a multiple-choice experiment, S. frugiperda larvae preferred to consume untreated leaves or those treated with 0.1 µg/cm2 pinocembrin, but rejected leaves treated with 5–50 µg/cm2 pinocembrin. In a no-choice feeding experiment, larvae fed on leaves treated with 5 and 50 μg/cm2 pinocembrin consumed less than those fed on leaves treated with 0.1 and 1 μg/cm2 pinocembrin or untreated leaves. Pinocembrin at 1–50 μg/cm2 negatively affected larval weight and survival, thus showing a toxic effect. In contrast, leaf consumption and larval weight were not significantly affected by quercetin at 0.1, 1, 5, and 50 μg/cm2, and mortality rates only slightly increased. Because of its dual activity, pinocembrin could be used for insect control in a stimulo-deterrent diversionary strategy: the same compound could promote both stimulate (low doses) and deter insect activity (high doses).  相似文献   

14.
核桃楸树皮提取物的化学成分及其抗氧化活性研究   总被引：7，自引：2，他引：5  
研究了核桃楸树皮的化学成分及其抗氧化活性.采用Sephadex LH-20柱色谱及薄层色谱等方法进行分离,从其70%丙酮提取物乙酸乙酯及水溶性部分中分到11种化合物,经波谱分析及理化性质鉴定化合物分别为:短叶松素(1)、花旗松素(2)、蛇葡萄素(3)、山奈酚(4)、槲皮素(5)、杨梅素(6)、阿福豆苷(7)、紫云英苷(8)、槲皮苷(9)、异槲皮苷(10)、杨梅苷(11).化合物1、3、5、6、8、10为首次从该植物中分得.经DPPH试验,测定了正己烷溶性、二氯甲烷溶性、乙酸乙酯溶性和水溶性部分以及粗提物和分得化合物的抗氧化活性.其中乙酸乙酯和水溶性部分及化合物1～6与对照组相比具有很强的抗氧化活性.  相似文献   

15.
Tang DQ  Wei YQ  Yin XX  Lu Q  Hao HH  Zhai YP  Wang JY  Ren J 《Fitoterapia》2011,82(6):920-926
Quercetin's protective effects on the glomerulosclerosis of diabetic nephropathy (DN) in rat mesangial cells were investigated. The cell cycles, type IV collagen and laminin, TGF-β1 mRNA, Smad 2/3 and Smad 7, and activities of cell antioxidases were measured. Compared with the high glucose group, quercetin may decrease the cell percentages of G0/G1 phase, Smad 2/3 expression, laminin and type IV collagen, and TGF-β1 mRNA level significantly. The antioxidant capacity, the cell percentages of S phase and Smad 7 expression was significantly increased by quercetin. These results suggest that quercetin is a protective agent against glomerulosclerosis in DN.  相似文献   

16.
The flowers of Persea gratissima yielded an acylated flavonol 3-O-trans-p-coumaroylkaempferol (1), in addition to quercetin 3-O-rhamnoside (2) and isorhamnetin 3-O-glucoside (3).  相似文献   

17.
Phytochemical investigation of Helleborus niger L. (Ranunculaceae) leaf methanol extract allowed to isolate a phenolic glucoside derivative and two flavonoid glycosides characterized as phenyllactic acid 2-O-β-d-glucopyranoside (1), quercetin 3-O-2-(E-caffeoyl)-α-l-arabinopyranosyl-(1 → 2)-β-d-glucopyranoside-7-O-β-d-glucopyranoside (2), and kaempferol 3-O-α-l-arabinopyranosyl-(1 → 2)-β-d-galactopyranoside-7-O-β-d-glucopyranoside (3), respectively. Compounds 1 and 2 were isolated for the first time and their structural characterization was obtained on the basis of extensive NMR spectral studies.  相似文献   

18.
Response of growth and secondary metabolites to light intensity are useful measurements to determine suitable silviculture treatments for the cultivation of medicinal plants. Here, we analyzed the growth, flavonols (total flavonol, quercetin, kaempferol, and isorhamnetin) content, flavonols yield per plant, and expression of flavonoid biosynthesis-related genes in 2-year Ginkgo (Ginkgo biloba L.) seedlings at four different light intensities (100, 76, 40, and 25 % of full sunlight) in a greenhouse setting. Across all light intensities, the 76 % sunlight treatment produced the highest growth of total biomass, root, stem, and leaf, indicating negative effects of either fulllight or heavy shading on Ginkgo seedling development. Both flavonols (total flavonol, quercetin, kaempferol, and isorhamnetin) content and expression of flavonoid biosynthesis-related genes [PAL (Phenylalanine ammonia-lyase), CHS (Chalcone synthase), F3H (Flavanone 3-hydroxylase), and FLS (Flavonol synthase)] in leaves were highest under 100 % sunlight, suggesting that full sunlight promotes the expression of flavonoid biosynthesis-related genes and increases flavonoid biosynthesis. The highest and lowest flavonol contents were found in leaves and stems, respectively. The 76 % sunlight treatment produced the highest flavonols yield while the 100 % sunlight produced the highest flavonoids content in leaves, indicating that flavonol production per unit land area depends not only flavonol content but also biomass. Overall, in order to achieve the highest flavonols yield per area in Ginkgo leaf-harvesting plantations, it is important to manipulate light conditions of field.  相似文献   

19.
用高效液相色谱法同时测定广西5地互叶白千层中槲皮素和山奈酚含量。样品用盐酸-甲醇(体积比5∶100)混合溶液水浴加热回流提取,C18柱色谱分离,以甲醇-乙腈-0.4%磷酸(体积比21∶21∶58)水溶液为流动相,检测波长370 nm,柱温为室温,流速1 mL/min。测定了不同产地互叶白千层中的槲皮素和山奈酚质量分数,其中邕宁南晓的槲皮素和山奈酚的质量分数最高,分别为5.151和2.530 mg/g,邕宁的槲皮素和山奈酚的质量分数为最低,分别为2.386和1.658 mg/g。  相似文献   

20.
The antimicrobial activity against fish bacterial pathogens of flavonoids (morin, morin-3-O-lyxoside, morin-3-O-arabinoside, quercetin, and quercetin-3-O-arabinoside) isolated from the leaves of Psidium guajava was evaluated. The flavonoids were shown to have bacteriostatic effect on all of the tested bacteria.  相似文献   

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