• Title/Summary/Keyword: isorhamnetin

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Isolation and Identification of Antioxidant Flavonoids from Salicornia herbacea L. (퉁퉁마디에서 항산화 물질의 분리 및 동정)

  • Kim, Kwan-Su;Park, Si-Hyung
    • Applied Biological Chemistry
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    • v.47 no.1
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    • pp.120-123
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    • 2004
  • Two flavonoids were isolated from the aerial parts of Salicornia herbacea L. by column chromatography. The structures of the flavonoid compound 1 and 2 were identified as quercetin $3-O-{\beta}-D-glucopyranoside$ and isorhamnetin $3-O-{\beta}-D-glucopyranoside$, respectively. The antioxidant activity of compound 1 was similar to those of quercetin and rutin, and the activity of compound 2, which contained methoxyl group at flavonoid B-ring, was lower than that of compound 1. The two compounds 1 and 2 were the first to be reported in this plant.

Structural Analysis of Major Antimicrobial Substance Obtained from Leaf Mustard(Brassica juncea) (갓(Brassica juncea)의 주 항균물질의 구조 분석)

  • 강성구
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.24 no.5
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    • pp.702-706
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    • 1995
  • A major component(compound A) in the ethylacetate fraction exhibited a strong antimicrobial activity was identified by UV, IR, FABMS and NMR. The compound A showed strong absorbance at 209, 259 and 359nm, indicating a flavonoid ring structure. IR spectrum possessed absorbance of OH at 3400∼3300cm-1, ketone at around 1650cm-1, and aromatic C=C at around 1660cm-1. Molecular weight of the compound A calculated as 478 from the information of m/z 479(M+H)+ and m/z 477(M-H)+ in the FABMS spectrum. Molecular formula of this compound was found to be C22H22O12 from m/z 479.1220(+3.1mmu for C22H23O12) of HRFABMS spectrum and from 13C-NMR spectrum. 1H-NMR and 13C-NMR spectra of the compound A revealed aromatic proton and benzene rings. Distortionless enhancement by polarization transfer(DEPT) exhibited that the compound A possessed 10 quaternary carbons and 3 substituted benzene rings including a methoxy group substitution. The compound A was identified as isorhamnetin 3-O-β-glucopyranoside by spectrophotometric methods in conjunction with 1H-1H COSY, 1H-13C COSY and HMBC, which revealed a flavone with OH group at 3, 5, 7, and 4' and methoxy group at 3' positions esterified to glucose.

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Phenolic Constituents from the Flowers of Synurus excelsus (큰수리취 꽃의 페놀성 성분)

  • Lee, Il-Kyun;Yang, Min-Cheol;Lee, Kyu-Ha;Choi, Sang-Un;Lee, Kang-Ro
    • Korean Journal of Pharmacognosy
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    • v.38 no.2 s.149
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    • pp.181-186
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    • 2007
  • Seven phenolic compounds, scopoletin (1), caffeic acid methyl ester (2), apigenin 7-O-${\alpha}$-L-rhamnosyl-(1${\rightarrow}$6)-O-${\alpha}$-D-glucoside (3), isorhamnetin 7-O-${\alpha}$-D-glucoside (4), isorhamnetin 3-O-${\alpha}$-D-glucoside (5), luteolin (6), and quercetin 3-methyl ether (7) were isolated from the methanol extract of the flowers of S. excelsus. Their structures were established by chemical and spectroscopic methods. The isolated compounds were tested for their cytotoxicity against four human cancer cell lines in vitro using a SRB method. The compounds 4 and 7 showed moderate cytotoxicity with ED$_{50}$ values ranging from 1.59 to 13.14${\mu}$g/ml.

Isolations of Flavonoids and a Higher Alcohol from the Aerial Parts of Brassica juncea (갓 지상부에서 플라보노이드와 고급 알콜 화합물의 분리)

  • Ahn, Byoung-Gwan;Hur, Jong-Moon;Park, Jong-Cheol
    • Korean Journal of Pharmacognosy
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    • v.38 no.3 s.150
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    • pp.254-257
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    • 2007
  • The aerial parts of Brassica juncea (Cruciferae) called by brown or oriental mustard have been widely used as a spice in food and also traditional folk medicine as stimulant, diuretic and expectorant agent. And Gatkimchi made of the aerial parts of this plant are very popular in Korea. The aerial parts of this plant was refluxed with MeOH and then fractionationed with $CH_2Cl_2$, EtOAc, n-BuOH and $H_2O$, successively. One higher alcohol compound and three flavonoids were isolated from the EtOAc fraction through silica gel and Sephadex LH-20 column chromatographies. Their structures were elucidated as n-hexacosanol(1), kaempferol(2), isorhamnetin $3-O-{\beta}-D-glucopyranoside(3)$ and isorhamnetin $3-O-(6'-O-acetyl)-{\beta}-D-glucopyranoside(4)$ by comparison of spectral data with those in references. And compounds 1 and 4 were firstly isolated from this plant.

Quantitative Analysis of Flavonoids from Salicomia herbacea L. Extracst by LC-MS (LC/MS에 의한 퉁퉁마디의 Flavonoids 정량 분석)

  • Kim, Ha-Song;Yoon, Young-Seung;Cho, Jai-Woo
    • Korean Journal of Medicinal Crop Science
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    • v.16 no.4
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    • pp.231-237
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    • 2008
  • This study was conducted to determine the amount of flavonoids in Salicomia herbacea L. grown by a liquid chromatography / mass spectrometry (LC/MS). The flavonoids-contained quercetin (124.43 ppm), rutin (2.57 ppm), quercetin-3-${\beta}$-glucoside (3992.49 ppm), quercetin-3',4'-glucoside (0.08 ppm) and isorhamnetin (27.81 ppm) were detected in the powder sample. In particular, quercetin-3-${\beta}$-glucoside accounted for more than 99% in hay and 96% in powder. These results suggest that S. herbacea, which is one of halophyte plants, has high functional substances as an antioxidant source.

Anti-oxidative and Anti-inflammatory Constituents from the Extracts of Brassica napus L. Whole Plant (유채 전초 추출물 유래 항산화 및 항염 활성 성분)

  • Jo, Yeon Jeong;Hyun, Ju Mi;Kang, Ji Mi;Kim, Chang Yun;Lee, Nam Ho
    • Korean Journal of Pharmacognosy
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    • v.53 no.3
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    • pp.125-132
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    • 2022
  • In this study, we investigated anti-oxidative and anti-inflammatory efficacy, and identified their constituents from Brassica napus L. (Korean name: Yuchae) whole plant. Upon the anti-oxidative activities screening, the ethanol extract exhibited potent DPPH and ABTS+ radical scavenging activities. On the anti-inflammation studies using LPS-induced RAW264.7 cells, the extract inhibited the production of NO and pro-inflammatory cytokines (TNF-α, IL-1β, IL-6) effectively. To identify major constituents of B. napus extract, further purification was performed and led to isolation of two compounds; isorhamnetin 3,7-O-diglucoside(1) and isorhamnetin 3-O-glucoside(2). Quantitative analysis by high pressure liquid chromatography (HPLC) determined the flavonoid 1 as the major constituent. Isolated compounds showed DPPH radical scavenging effects and decreased NO levels without causing cell toxicities. These results indicate that the extract of Yuchae, a rich plant resource in Jeju Island, could be potentially applicable as an anti-oxidative and/or anti-inflammatory ingredients.

Anti-proliferation Effects of Isorhamnetin on Lung Cancer Cells in Vitro and in Vivo

  • Li, Qiong;Ren, Fu-Qiang;Yang, Chun-Lei;Zhou, Li-Ming;Liu, Yan-You;Xiao, Jing;Zhu, Ling;Wang, Zhen-Grong
    • Asian Pacific Journal of Cancer Prevention
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    • v.16 no.7
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    • pp.3035-3042
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    • 2015
  • Background: Isorhamnetin (Iso), a novel and essential monomer derived from total flavones of Hippophae rhamnoides that has long been used as a traditional Chinese medicine for angina pectoris and acute myocardial infarction, has also shown a spectrum of antitumor activity. However, little is known about the mechanisms of action Iso on cancer cells. Objectives: To investigate the effects of Iso on A549 lung cancer cells and underlying mechanisms. Materials and Methods: A549 cells were treated with $10{\sim}320{\mu}g/ml$ Iso. Their morphological and cellular characteristics were assessed by light and electronic microscopy. Growth inhibition was analyzed by MTT, clonogenic and growth curve assays. Apoptotic characteristics of cells were determined by flow cytometry (FCM), DNA fragmentation, single cell gel electrophoresis (comet) assay, immunocytochemistry and terminal deoxynucleotidyl transferase nick end labeling (TUNEL). Tumor models were setup by transplanting Lewis lung carcinoma cells into C57BL/6 mice, and the weights and sizes of tumors were measured. Results: Iso markedly inhibited the growth of A549 cells with induction of apoptotic changes. Iso at $20{\mu}g/ml$, could induce A549 cell apoptosis, up-regulate the expression of apoptosis genes Bax, Caspase-3 and P53, and down-regulate the expression of Bcl-2, cyclinD1 and PCNA protein. The tumors in tumor-bearing mice treated with Iso were significantly smaller than in the control group. The results of apoptosis-related genes, PCNA, cyclinD1 and other protein expression levels of transplanted Lewis cells were the same as those of A549 cells in vitro. Conclusions: Iso, a natural single compound isolated from total flavones, has antiproliferative activity against lung cancer in vitro and in vivo. Its mechanisms of action may involve apoptosis of cells induced by down-regulation of oncogenes and up-regulation of apoptotic genes.

The Compositions and Contents of Flavonol Glycosides in Onion (Allium cepa L.) Germplasm (양파(Allium cepa L.) 유전자원의 Flavonol 배당체 조성 및 함량)

  • Lee, Jung-Ro;Lee, Min-Ki;Kim, Heon-Woong;Lee, Sung-Hyeon;Lee, Young-Min;Jang, Hwan-Hee;Hwang, Kyung-A;Gwag, Jae-Gyun;Ko, Ho-Cheol;Kim, Jung-Bong;Cho, Jin-Woong
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.59 no.3
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    • pp.385-389
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    • 2014
  • Flavonols as a major kind of plant secondary metabolites are known for health-promoting compounds in onions (Allium cepa L.). The objectives of this study are to determine profiles of flavonol glycosides in different 75 onion accessions. A total of five flavonols (quercetin 3,4'-diglucoside, Q34'diG; quercetin 3-glucoside, Q3G; quercetin 4'-glucoside, Q4'G; isorhamnetin 4'-glucoside, I4'G; quercetin, Q) were identified from onion accessions. In positive ion mode using LC-ESI-MS, individual flavonols were confirmed from one and two glycosylation binding with aglycone such as quercetin and isorhamnetin. Total flavonol contents were distributed in white onion (range of 0.18-6.47 mg/g DW) and purple onion accessions (range of 2.39-6.47 mg/g), respectively. The mean of flavonol contents in purple onion (4.41 mg/g) showed 1.4-fold higher than white onion (3.23 mg/g). The Q34'diG and Q4'G were considered as the major compounds of flavonol glycosides in onion accessions.

Action mechanism of estrogen potentials of Ginko biloba extracts and its major components in human breast cancer cell

  • Kim, Yun-Hee;Oh, Seung-Min;Lee, Hee-Sung;Chung, Kyu-Hyuck
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.166.2-167
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    • 2003
  • The important biological activities of estrogen were reproduction and physiological processes in a number of tissues, including liver, bone, brain, blood vessels, adipose tissue and so on. The regulation of estrogen level is important a prevention of estrogen-related disease. Ginkgo biloba extracts (GSE) are extracted from leaves of the Ginkgo biloba tree. GSE contains 24% phytoestrogen, which are kaempferol, quercetin, and isorhamnetin. (omitted)

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