• Title/Summary/Keyword: Narcissin

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Constituents of the Stems and Fruits of Opuntia ficus-indica var. saboten

  • Lee, Eun-Ha;Kim, Hyoung-Ja;Song, Yun-Seon;Jin, Chang-Bae;Lee, Kyung-Tae;Cho, Jung-Sook;Lee, Yong-Sup
    • Archives of Pharmacal Research
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    • v.26 no.12
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    • pp.1018-1023
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    • 2003
  • From the stems and fruits of Opuntia ficus-indica var. saboten, eight flavonoids, kaempferol (1), quercetin (2), kaempferol 3-methyl ether (3), quercetin 3-methyl ether (4), narcissin (5), (+)-dihydrokaempferol (aromadendrin, 6), (+)-dihydroquercetin (taxifolin, 7), eriodictyol (8), and two terpenoids, (6S,9S)-3-oxo-$\alpha-ionol-\beta$-D-glucopyranoside (9) and corchoionoside C (10) were isolated and identified by means of chemical and spectroscopic. Among these isolates, compounds 3∼5 and 8∼10 were reported for the first time from the stems and fruits of O. ficusindica var. saboten.

Superoxide Quenching Activity of Phenolic Compounds from the Whole Plant of Galium verum var. asiaticum

  • Kim, Dae-Keun
    • Natural Product Sciences
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    • v.17 no.4
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    • pp.261-266
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    • 2011
  • During the process of screening for antioxidative effects of natural plants in Korea, by measuring the superoxide quenching activity, methanol extract of the whole plant, Galium verum var. asiaticum (Rubiaceae), was found to show potent antioxidant activity. Subsequent activity-guided fractionation of methanol extract of Galium verum var. asiaticum led to the isolation of five phenolic compounds. Using spectroscopic techniques, the chemical structures were elucidated as: caffeic acid (1), narcissin (2), rutin (3), luteolin-7-O-${\alpha}$-L-rhamnopyranosyl (1 ${\rightarrow}$ 2)-${\beta}$-D-glucopyranoside (4), and luteolin-7-O-${\beta}$-D-glucopyranoside (5). These compounds were isolated for the first time from this plant. Among them, compound 1 showed the most significant riboflavin-originated superoxide and xanthine-originated superoxide quenching activities. Compounds 3 and 4 exhibited mild superoxide quenching effects compared with vitamine C.

Anti-inflammatory and Anti-oxidative Constituents from the Extract of Cinnamomum yabunikkei Leaves (생달나무 잎 추출물 유래 항염 및 항산화 활성 성분)

  • Kim, So Hee;Kim, Jung Eun;Lee, Nam Ho
    • Journal of the Korean Chemical Society
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    • v.65 no.1
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    • pp.15-24
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    • 2021
  • In this study, the extract of Cinnamomum yabunikkei leaves were investigated for the anti-inflammatory and anti-oxidative activities and their active constituents were identified. In the anti-inflammatory tests using LPS-stimulated RAW 264.7 cells, the ethyl acetate (EtOAc) fraction inhibited the production of nitric oxide (NO) without causing cell toxicity. In addition, the EtOAc fraction reduced expression of iNOS protein and production of pro-inflammatory cytokines (TNF-α, IL-1β). Upon the anti-oxidative studies by DPPH and ABTS+ radicals, potent radical scavenging activities were observed in the EtOAc fraction. Five phytochemicals were isolated from the extract of C. yabunikkei leaves; (4S,5R)-4-hydroxy-5-isopropyl-2-methylcyclohex-2-enone (1), methoxy-(3,5-dimethoxy-4-hydroxyphenyl)ethanediol (2), afzelin (3), nicotiflorine (4) and narcissin (5). As far as we know, compounds 1-5 were isolated for the first time from this plant. In the anti-inflammatory tests for the isolates, compound 1, 3, 4 and 5 were determined to decrease NO production without causing cell toxicity. Furthermore, compound 1 reduced expression of iNOS protein and exhibited potent inhibitory activities of pro-inflammatory cytokines (TNF-α, IL-1β, IL-6). Based on these results, it was suggested that the extract and isolated compounds from C. yabunikkei leaves could be potentially applicable as natural source for pharmaceutical and/or cosmetic ingredients.

Neuroprotective effects of antioxidant constituents isolated from Opuntia ficus-indica var. saboten Makino

  • K.J. Jung;Lee, E.H.;Kim, H.J.;Lee, J.Y.;Y.S. Song;Lee, Y.H.;J. Cho;Park, M.;Park, H.
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 2003.11a
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    • pp.63-63
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    • 2003
  • Opuntia ficus-indicavar. saboten Makino (Cactaceae) is a tropical or subtropical plant that has been widely used as folk medicine for the treatment of diabetes, asthma, burn, edema and gastritis. The purposes of the present study were to identify antioxidant constituents from fruits and stems of the plant cultivated in Cheju island, Korea, and examine their in vitro neuroprotective activities. Using a chromatographic fractionation method, ten chemical constituents were isolated from ethyl acetate extracts. By means of chemical and spectroscopic methods, those were identified as eight flavonoids such as kaempherol (a), quercetin (b), kaempferol 3-methyl ether (c), quercetin 3-methyl ether (d), narcissin (e), dihydrokaernpferol (f), dihydroquercetin (g) and erioclictyol (h), and two terpenoids such as 3-oxo-${\alpha}$-ionol-${\beta}$-d-glucopyranoside (i) and roseoside (j). Among the isolated compounds, comrounds c~e and h~j were those reported for the first titre from the plant. Compounds b, d and g showed DPPH free radical scavenging activities with IC$\sub$50/ values of 28, 19 and 31, ${\mu}$M respectively. Compounds d and g also inhibited iron-dependent lipid peroxidation with IC$\sub$50/ values of 2.4 and 3.5 ${\mu}$M. In a primary rat cortical neuronal cell culture system, compounds b, d and g inhibited xanthine/xanthine oxidase-induced (IC$\sub$50/ values of 18.2, 2.1 and 54.6 ${\mu}$M) and H$_2$O$_2$-induced (IC$\sub$50/ values of 13.6, 1.9 and 25.7 ${\mu}$M) cytotoxicities. In addition, compounds d and g inhibited NMDA-induced excitotoxicity by 21 and 33%, and only compound d inhibited growth factor withdrawal-induced apoptosis by 31% at a tested concentration of 3 ${\mu}$M. The results suggest that the antioxidant constituents with in vitroneuroprotective activities may serve as lead chemicals for the development of neuroprotective agent.

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Identification of Flavonoids from Extracts of Opuntia ficus-indica var. saboten and Content Determination of Marker Components Using HPLC-PDA (손바닥선인장 추출물의 플라보노이드 구조 규명 및 HPLC-PDA를 이용한 지표성분의 함량 분석)

  • Park, Seungbae;Kang, Dong Hyeon;Jin, Changbae;Kim, Hyoung Ja
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.46 no.2
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    • pp.210-219
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    • 2017
  • This study aimed to establish an optimal extraction process and high-performance liquid chromatography (HPLC)-photodiode array (PDA) analytical method for determination of marker compounds, dihydrokaempferol (DHK) and 3-O-methylquercetin (3-MeQ), as a part of materials standardization for the development of health functional foods from stems of Opuntia ficus-indica var. saboten (OFS). The quantitative determination method of marker compounds was optimized by HPLC analysis, and the correlation coefficient for the calibration curve showed very good linearity. The HPLC-PDA method was applied successfully to quantification of marker compounds in OFS after validation of the method in terms of linearity, accuracy, and precision. Ethanolic extracts from stems of O. ficus-indica var. saboten (OFSEs) were evaluated by reflux extraction at 70 and $80^{\circ}C$ with 50, 70, and 80% ethanol for 3, 4, 5, and 6 h. Among OFSEs, OFS70E at $80^{\circ}C$ showed the highest contents of DHK and 3-MeQ of $26.42{\pm}0.65$ and $3.88{\pm}0.29mg/OFS100g$, respectively. Furthermore, OFSEs were determined for their antioxidant activities by measuring 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging and lipid peroxidation (LPO) inhibitory activities in rat liver homogenate. OFS70E at $70^{\circ}C$ showed the most potent antioxidant activities with $IC_{50}$ values of $1.19{\pm}0.11$ and $0.89{\pm}0.09mg/mL$ in the DPPH radical scavenging and LPO inhibitory assays, respectively. To identify active components of OFS, various chromatographic separation of OFS70E led to isolation of 11 flavonoids: dihydrokaempferol, dihydroquercetin, 3-O-methylquercetin, quercetin, isorhamnetin 3-O-glucoside, isorhamnetin 3-O-galactoside, narcissin, kaempferol 7-O-glucoside, quercetin 3-O-galactoside, isorhamnetin, and kaempferol 3-O-rutinoside. The results suggest that standardization of DHK in OFSEs using HPLC-PDA analysis would be an acceptable method for the development of health functional foods.

Phytochemical Contents and Antioxidant Activities of Opuntia ficus-indica var. saboten (보검선인장의 Phytochemical 함량 분석 및 항산화 활성)

  • Jeong, Yun Sook;Lee, Sang Hoon;Song, Jin;Hwang, Kyung-A;Noh, Geon Min;Jang, Da Eun;Hwang, In Guk
    • The Korean Journal of Food And Nutrition
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    • v.29 no.5
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    • pp.767-776
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    • 2016
  • The aim of this study was to evaluate key properties of the prickly pear cactus (Opuntia ficus-indica var. saboten (OFI) ie, levels of key chemicals (carotenoids, flavonoids and polyphenolic compounds as well as phenolic acid) and its antioxidative potential, depending on where the plant had been cultivated in Korea. The levels of flavonoids and polyphenolic compounds in OFI were 55.45~65.32 mg (+)-catechin/g and 149.00~181.15 mg gallic acid/g, respectively. Protocatechuic acid was the most abundant phenolic acid in the ON1 and ON2 (161.90 and $196.25{\mu}g/g$ DW (dry weight)). Nineteen flavonoids were identified and analyzed by LC-ESI-MS in cladodes from OFI. Narcissin was the most abundant flavonoid in all of the samples ($1,241.89{\sim}1,775.10{\mu}g/g$ DW). Capxanthin and zeaxanthin were the most abundant carotenoids in OFI (64.88~128.08 and $48.10{\sim}93.82{\mu}g/g$ DW). The level of DPPH radical and ABTS radical scavenging activities in OFI were 10.78~25.35 and 16.85~34.16 mg AA eq/100 g, respectively. OFI by cultivar has different kind of phenolic acid, flavonoids, and carotenoids. Therefore, dietary intake of cladodes from OFI may be helpful for improving human health.