• 제목/요약/키워드: flavonols

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HPLC analysis of Phenolic Substances and Anti-Alzheimer's Activity of Korean Quercus Species

  • Nugroho, Agung;Song, Byong-Min;Seong, Su Hui;Choi, Jae Sue;Choi, Jongwon;Choi, Ji-Yeon;Park, Hee-Juhn
    • Natural Product Sciences
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    • 제22권4호
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    • pp.299-306
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    • 2016
  • This study aimed to establish the quantitative method to analyze the content of peroxynitrite-scavengers belonging to polyphenols in six Korean Quercus species (Quercus mongolica, Q. dentata, Q. acutissima, Q. alienta, Q. serrata, and Q. variabilis) by HPLC. The twelve peroxynitrite-scavengers, flavanols (catechins: (+)-catechin, (-)-epicatechin, and (-)-epigallocatechin), flavonols (kaempferol and quercetin), flavonol glycosides (astragalin, quercitrin, and isoquercitrin), flavonol acylated glycosides (astragalin 6''-gallate and isoquercitrin 6''-gallate), gallic acid and its dimer (ellagic acid) were analyzed by HPLC. Further, anti-Alzheimer's activity was assayed in a passive avoidance testusing mice by measuring the retention latency (sec), the concentration of acetylcholine (ACh), and acetylcholinesterase (AChE) activity. Simultaneous analysis of the extracts of the six Quercus leaves was achieved on a Capcell C18 column ($5{\mu}m$, $250mm{\times}4.6mm\;i.d.$) with a gradient elution of 0.05% HAc and 0.05% HAc in $CH_3CN$. In the extract of Q. mongolica leaves, the content of gallic acid (32.53 mg/g), (+)-catechin (28.78 mg/g), (-)-epicatehin (22.03 mg/g), astragalin 6''-gallate (20.94 mg/g), and isoquercitrin 6''-gallate (44.11 mg/g) and peroxynitrite-scavenging activity ($IC_{50}$, $0.831{\mu}g/ml$) were high. This extract delayed the retention latency and inhibited acetylcholinesterase activity in scopolamine-induced memory impairment of mice, suggesting that it has anti-Alzheimer's activity.

Evolution of 49 Phenolic Compounds in Shortly-aged Red Wines Made from Cabernet Gernischt (Vitis vinifera L. cv.)

  • Li, Zheng;Pan, Qiu-Hong;Jin, Zan-Min;He, Jian-Jun;Liang, Na-Na;Duan, Chang-Qing
    • Food Science and Biotechnology
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    • 제18권4호
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    • pp.1001-1012
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    • 2009
  • A total of 49 phenolic compounds were identified from the aged red wines made from Cabernet Gernischt (Vitis vinifera L. cv.) grapes, a Chinese characteristic variety, including 13 anthocyanins, 4 pryanocyanins, 4 flavan-3-ol monomers, 6 flavan-3-ol polymers, 7 flavonols, 6 hydroxybenzoic acids, 5 hydroxycinnamic acids, 3 stilbenes, and 1 polymeric pigment. Evolution of these compounds was investigated in wines aged 1 to 13 months. Variance analysis showed that the levels of most phenolics existed significant difference in between wines aged 3 and 9 months. Cluster analysis indicated that 2 groups could be distinguished, one corresponding to wines aged 1 to 3 months and the other to wines aged 4 to 13 months. It was thus suggested that there were 2 key-stages for the development of fine wine quality, at the aged 3 and 9 months, respectively. This work would provide some helpful information for quality control in wine production.

화살나무(Euonymus alatus)로 부터 α-glucosidase 저해 물질의 분리 및 동정 (Isolation and Characterization of α-glucosidase Inhibitors from Euonymus alatus)

  • 김신덕
    • 한국미생물·생명공학회지
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    • 제45권4호
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    • pp.311-315
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    • 2017
  • 화살나무 가지로부터 activity based fractionation에 의해 ${\alpha}$-glucosidase 저해 활성 물질 compound 1-4을 분리하였고, $^1H$ NMR, $^{13}C$ NMR, $^1H-^1H$ COSY와 HMBC 등의 spectral data에 의해 구조를 결정하였다. Compound 1-4는 모두 flavonol 물질로 ${\alpha}$-glucosidase에 대해 $IC_{50}$ 값이 각각 25.3, 17.1, 47.3과 $35.1{\mu}M$로 positive control로 사용한 acarbose 보다 강한 활성을 나타내었다. 화살나무의 혈당 저하 기능의 유효성분으로 처음 동정된 Compound 1-4는 ${\alpha}$-glucosidase에만 특이적 활성을 갖는 물질로 당뇨병 치료제로의 개발 가능성이 높은 물질로 사료된다.

한국산 닭의덩굴속 호장근절(마디풀과)의 화학분류학적 연구 (Flavonoid chemistry of Fallopia sect. Reynoutria (Polygonaceae) in Korea)

  • 박진희;문혜경;박종욱
    • 식물분류학회지
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    • 제41권1호
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    • pp.10-15
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    • 2011
  • 본 연구에서는 한국산 닭의덩굴속 호장근절 분류군들을 대상으로 개체군 수준에서 flavonoid 분석을 수행하여, 본 절 분류군에서 나타나는 형태변이 양상을 화학적 측면에서 파악하고, 이를 토대로 한반도에 분포하는 본 절 분류군들의 실체 및 한계를 정확히 파악하고자 하였다. 그 결과, 한국산 본 절 3분류군 15개체군의 잎으로부터 19종류의 서로 다른 flavonoid compound가 분리, 동정되었으며, 이들은 flavonol인 quercetin 및 kaempferol 3-O-glycoside들과 flavone인 apigenin및 luteolin C-glycoside들이었다. 이들 compound들 중 한국산 본 절 식물에 분포하는 주요 flavonoid compound는 quercetin 3-O-galactoside 와 quercetin 3-O-glucoside이었다. 본 절 한국산 분류군들은 그 flavonoid 조성에 의해 뚜렷이 구분되는 것으로 밝혀졌으며, 이러한 결과는 기존의 외부 형태학적 연구 결과와 전반적으로 일치하였다. 한편, 잡종으로 추정되는 논산 개체군의 flavonoid 조성은 F. japonica var. japonica, F. forbesii 및 F. sachalinensis와 일부 compound를 공유하는 것으로 나타났다. Fallopia japonica var. japonica의 경우, 염색체수 배수화에 따른 flavonoid 조성의 정성적 차이는 발견할 수 없었으나, 지리적 변이가 일부 나타나는 것으로 밝혀졌다.

Mate and Tea Intake, Dietary Antioxidants and Risk of Breast Cancer: a Case-Control Study

  • Ronco, Alvaro L;Stefani, Eduardo De;Mendoza, Beatriz;Vazquez, Alvaro;Abbona, Estela;Sanchez, Gustavo;Rosa, Alejandro De
    • Asian Pacific Journal of Cancer Prevention
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    • 제17권6호
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    • pp.2923-2933
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    • 2016
  • Recently, we reported an inverse association between high 'mate' intake (infusion of Ilex paraguariensis herb, a staple beverage in temperate South America) and breast cancer (BC) risk. Stronger inverse associations were found in high strata of tea, vegetable, fruit and energy intakes, and in overweight/obese women, suggesting possible roles for 'mate' mainly from its antioxidant contribution. The present study attempted to thoroughly explore possible associations among 'mate' and tea intake, dietary antioxidants and BC risk. Combining two databases of previous studies, 572 BC incident cases and 889 controls were interviewed with a specific questionnaire featuring socio-demographic, reproductive and lifestyle variables, and a food frequency questionnaire (64 items), focusing on 'mate' intake (consumer status, daily intake, age at start, age at quit, duration of habit). Food-derived nutrients were calculated from available databases. Odds ratios (OR) and their 95% confidence intervals were calculated through unconditional logistic regression, adjusting for relevant potential confounders. The highest 'mate' intake was significantly inversely associated with BC risk for both low and high carotenoids (OR=0.40 vs. 0.41), vitamin C (OR=0.33 vs. 0.50), vitamin E (OR=0.37 vs. 0.45), flavonols (OR=0.38 vs. 0.48) and reduced glutathione (OR=0.48 vs. 0.46) strata. High tea intake showed significant inverse risk associations only with high carotenoids (OR=0.41), vitamin E (OR=0.48) and reduced glutathione (OR=0.43) strata. In conclusion, a strong and inverse association for 'mate' intake and BC was found, independent of dietary antioxidant levels. Also strong inverse associations with tea intake were more evident only at high levels of certain dietary antioxidants.

Statistically Designed Enzymatic Hydrolysis for Optimized Production of Icariside II as a Novel Melanogenesis Inhibitor

  • Park, Jun-Seong;Park, Hye-Yoon;Rho, Ho-Sik;Ahn, Soo-Mi;Kim, Duck-Hee;Chang, Ih-Seop
    • Journal of Microbiology and Biotechnology
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    • 제18권1호
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    • pp.110-117
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    • 2008
  • Three kinds of prenylated flavonols, icariside I, icariside II, and icaritin, were isolated from an icariin hydrolysate and their effects on melanogenesis evaluated based on mushroom tyrosinase inhibition and quantifying the melanin contents in melanocytes. Although none of the compounds had an effect on tyrosinase activity, icariside II and icaritin both effectively inhibited the melanin contents with an $IC_{50}$ of 10.53 and $11.13{\mu}M$, respectively. Whereas icariside II was obtained from a reaction with ${\beta}$-glucosidase and cellulase, the icariin was not completely converted into icariside II. Thus, for the high-purity production of icariside II, the reaction was optimized using the response surface methodology, where an enzyme concentration of 5.0mg/ml, pH 7, $37.5^{\circ}C$, and 8 h reaction time were selected as the central conditions for the central composite design (CCD) for the enzymatic hydrolysis of icariin into icariside II using cellulase. Empirical models were developed to describe the relationships between the operating factors and the response (icariside II yield). A statistical analysis indicated that all four factors had a significant effect (p<0.01) on the icariside II production. The coefficient of determination $(R^2)$ was good for the model (0.9853), and the optimum production conditions for icariside II was an enzyme concentration of 7.5mg/ml, pH 5, $50^{\circ}C$, and 12 h reaction time. A good agreement between the predicted and experimental data under the designed optimal conditions confirmed the usefulness of the model. A laboratory pilot scale was also successful.

Quercetin, A Bioflavonoid, Protects Against Oxidative Stress-related Gastric Mucosal Damage in Rats

  • Rao, Ch.V.;Ojha, S.K.;Govindarajan, R.;Rawat, A.K.S.;Mehrotra, S.;Pushpangadan, P.
    • Natural Product Sciences
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    • 제9권2호
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    • pp.68-72
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    • 2003
  • Quercetin and its sugar conjugates are the most abundantly distributed bioflavonoids and represent the largest proportion of flavonols in the plant kingdom. The present study was undertaken to demonstrate the effect of quercetin on the role of reactive oxygen species (ROS) in the development of gastric ulcers in rats. Administration of quercetin in doses of 50, 100 and $200\;mg\;kg^{-1}$ twice daily for 5 days, showed dose dependent significant protection against ethanol (EtOH), aspirin (ASP), cold-restraint stress (CRS) and pylorus ligation (PL) -induced gastric ulcer models and the results were comparable with those elicited by sucralfate. The thiobarbituric acid reactive substances in the stomach mucosa, an index of lipid peroxidation and regulation of plasma corticosterone were significantly increased in CRS-induced gastric ulceration. The queroetin $(100\;mg\;kg^{-1})$ and reduced glutathione effectively inhibited gastric lesions induced by CRS with a significant decrease in the lipid peroxidation and plasma corticosterone. These results indicate that quercetin a bioflavonoid exerts its antiulcer effect in light of free radical scavenging and plasma corticosterone in cold restraint stress ulcers.

진달래꽃으로부터 분리된 플라보노이드 화합물의 항산화성에 관한 연구 (Antioxidative Activity of Flavonoids Isolated from Jindalrae Flowers (Rhododendron mucronulatum Turcz.))

  • 김미애;;정태영
    • Applied Biological Chemistry
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    • 제39권4호
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    • pp.320-326
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    • 1996
  • 우리나라에서 식용으로 이용되는 진달래꽃으로부터 7성분의 항산화성이 있는 플라보노이드 화합물이 분리 동정되었다. 이들 화합물의 구조는 IR, UV, FAB-MS, $^1H\;NMR$$^{13}C\;NMR$에 의해서 얻어진 분광학적인 결과에 근거하여 afzelin, ampelopsin, catechin, myricetin, myricitrin, quercetin 및 quercitrin인 것으로 밝혀졌다. 이들 화합물은 2개의 flavonol, 3개의 flavonol glycoside, 1개의 flavane 및 1개의 dihydroflavonol로 이루어졌다. 에틸에테르 및 초산에틸 구분에 존재하는 flavonol glycoside (14.4 g)는 polyamide C-200 관 크로마토피법, 분취용 박층크로마토그래피법, 재결정화법, sephadex LH-20 관 크로마토그래피법을 통해서 양쪽 구분으로부터 최종적으로 회수된 총 flavonoid량 (17.6g의 82%에 달하였다. 항산화성은 티오시안산철의 존재하에서 리놀레산의 에타놀용액 중에서 측정되었다. 항산화 효능성은 afzelin<$\alpha-tocopherol$

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Isolation and Characterization of Antioxidative Compounds from the Aerial Parts of Angelica keiskei

  • Kim, So-Joong;Cho, Jeong-Yong;Wee, Ji-Hyang;Jang, Mi-Young;Kim, Cheol;Rim, Yo-Sup;Shin, Soo-Cheol;Ma, Seung-Jin;Moon, Jae-Hak;Park, Keun-Hyung
    • Food Science and Biotechnology
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    • 제14권1호
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    • pp.58-63
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    • 2005
  • Ethyl acetate-soluble neutral fraction of hot water extracts from the aerial parts of Angelica keiskei showed a 1, 1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging activity. Six antioxidative compounds were purified and isolated by various chromatographic procedures. Based on the analyses of FAB-MS and NMR, the isolated compounds were structurally elucidated as luteolin 7-O-${\beta}$-D-glucopyranoside (1), quercetin 3-O-${\beta}$-D-galactopyranoside (2), quercetin 3-O-${\beta}$-D-glucopyranoside (3), quercetin 3-O-${\alpha}$-D-arabinopyranoside (4), kaempferol 3-O-${\alpha}$-D-arabinopyranoside (5), and luteolin 7-O-rutinoside (6). The glycosides of flavonols and luteolin showed DPPH radical-scavenging activity. One molecule of 2, 3, 4, 6, 1, and 5 scavenged 4.2, 4.2, 4.1, 2.5, 2.2, and 1.4 molecules of DPPH radical, respectively.

Hybridization of Quercus aliena Blume and Q. serrata Murray in Korea - Analyses of Morphological variation and Flavonoid chemistry -

  • Park, Jin Hee;Park, Chong-Wook
    • 한국환경생태학회지
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    • 제29권2호
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    • pp.145-161
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    • 2015
  • This research was conducted in order to understand the hybridization between Quercus aliena Blume and Q. serrata Murray in Korea which show wide range of morphological variations within species and interspecific variations of diverse overlapping characteristics caused by hybridization. Morphological analysis (principal components analysis; PCA) of 116 individuals representing two species and their intermediates were performed. As a result, two species were clearly distinguished in terms of morphology, and intermediate morpho-types assumed to be hybrids between the two species were mostly located in the middle of each parent species in the plot of the principal components analysis. There was a clear distinction between two species in trichome distribution pattern which is an important diagnostic character in taxonomy of genus Quercus, whereas intermediate morpho-types showed intermediate state between two species' trichome distributions. Forty-two individuals representing two species and their intermediates were examined for leaf flavonoid constituents. Twenty-three flavonoid compounds were isolated and identified: They were glycosylated derivatives of flavonols, kaempferol, quercetin, isorhamnetin and myricetin. The flavonoid constituents of Q. aliena were five glycosylated derivatives: kaempferol 3-O-galactoside, kaempferol 3-O-glucoside, quercetin 3-O-galactoside, quercetin 3-O-glucoside, and Isorhamnetin 3-O-glucoside. The flavonoid constituents of Q. serrata had 20 diverse flavonol compounds including five flavonoid compounds found in Q. aliena. It was found that there is a clear difference in flavonoid constituents of Q. aliena and Q. serrata. Flavonoid chemistry is very useful in recognizing each species and putative hybrids. The flavonoid constituents of intermediates were a mixture of the two species' constituents and they generally showed similar characteristics to morpho-types. The hybrids between Q. aliena and Q. serrata showed morphologically and chemically diverse characteristics and it is assumed that there are frequent interspecific hybridization and introgression.