• Title/Summary/Keyword: Afzelin

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Study on the Antioxidative Activities and Anti-Inflammatory Effect of Kaempferol and Kaempferol Rhamnosides (Kaempferol 및 Kaempferol Rhamnosides의 항산화 활성 및 항염 효과에 관한 연구)

  • Lee, Keun-Ha;Cho, Young-Long;Joo, Chul-Gue;Joo, Yeon-Jeong;Kwon, Sun-Sang;Ahn, Soo-Mi;Oh, Su-Jin;Rho, Ho-Sik;Park, Chung
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.37 no.3
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    • pp.257-264
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    • 2011
  • In this study, to evaluate the antioxidative activities and anti-inflammatory effects of kaempferol and its rhamnosides, we performed the free radical scavenging assay, ROS inhibition assay and TARC (thymus and activation-regulated chemokine) assay. Also, we studied physiological activity of kaempferol and its rhamnosides (${\alpha}$-rhamnoisorobin, afzelin, kaempferitn) by structure-activity relations. The free radical (1,1-diphenyl-2-picrylhydrazyl, DPPH) scavenging activities were determined with kaempferol (62.5 ${\mu}M$) and ${\alpha}$-rhamnoisorobin (50.0 ${\mu}M$) but afzelin and kaempferitrin did not show free radical scavenging activities. Kaempferol showed a 97.5, 57.8, 47.8 % inhibition of ROS (reactive oxygen species) generated at concentrations of 10, 50 and 100 ${\mu}M$, compared to control (100 %). ${\alpha}$-rhamnoisorobin showed a 93.1, 59.1 and 41.4 % inhibition of ROS at the same concentration. We investigated the inhibitory effects of kaempferol and its rhamnosides on TARC expression. Kaempferol showed a 48.8, 5.5 and 4.4 % inhibition of TARC generated at 10, 50 and 100 ${\mu}M$, compared to control. ${\alpha}$-Rhamnoisorobin showed a 88.1, 19.0 and 1.0 % inhibition of TARC generated at the same concentration. In conclusion, these results indicate that kaempferol and ${\alpha}$-rhamnoisorobin have good antioxidative activities and anti-inflammatory effects that could be applicable to new functional cosmetics for anti-aging and anti-inflammation.

Flavonoids from the Whole Plants of Orostachys japonicus

  • Park, Hee-Juhn;Young, Han-Suk;Park, Kun-Young;Rhee, Sook-Hee;Chung, Hae-Young;Choi, Jae-Sue
    • Archives of Pharmacal Research
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    • v.14 no.2
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    • pp.167-171
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    • 1991
  • From the whole plants of Orostachys japonicus, kaempferol, quercetin, astragalin, quercitrin, isoquercitrin, cynaroside, afzelin, 3-O-$\alpha$-rhamnosyl-7-$\beta$-D-glucosyl kaempferol, and 3, 7-di-O-$\beta$-D-glucosyl kaempferol were isolated and characterized by spectral data.

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Anti-Complement Activity of Constituents from the Stem-Bark of Juglans madshurica

  • Min, Byung-Sun;Kim, Jung-Hee;An, Ren-Bo;Lee, Joong-Ku;Kim, Tae-Jin;Kim, Young-Ho;Joung, Hyouk;Lee, Hyeong-Kyu
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.260.2-261
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    • 2003
  • Four known flavonoids and two galloyl glucoses isolated from the stem-bark of Juglans mandshurica (Juglandaceae), namely taxifolin (1), afzelin (2), quercitrin (3), myricitrin (4), 1,2,6-trigalloylglucose (5), and 1,2,3,6-tetragalloylglucose (6), were evaluated for their anti-complement activity against complement system. (omitted)

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Chemical Constituents of the Aerial Parts of Lespedeza juncea (땅비수리(Lespedeza juncea) 지상부의 성분)

  • Kang, Dongwoo;Kim, Geunsu;Kim, Soojin;Kim, Yoonjung;Lee, Nogyeom;Yang, Hee Jung;Kim, Myong Jo;Chun, Wanjoo;Kwon, Yongsoo
    • Korean Journal of Pharmacognosy
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    • v.51 no.1
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    • pp.65-69
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    • 2020
  • Five known flavonoid glycosides were isolated from the aerial parts of Lespedeza juncea. Using various spectral data, we found the structures of the isolates to be 6"-O-acetylisovitexin (1), afzelin (2), vitexin (3), isovitexin (4), and, kaempferol-3-O-robinobioside (5). All compounds were isolated for the first time from this plant.

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.

Whitening and Anti-oxidative Constituents from the Extracts of Hydrangea petiolaris Leaves (등수국 잎 추출물 유래 미백 및 항산화 활성 성분)

  • Jo, Seong Mi;Kim, Jung Eun;Lee, Nam Ho
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.48 no.2
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    • pp.123-134
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    • 2022
  • In this study, the whitening and antioxidant effects of the extracts from Hydrangea petiolaris (H. petiolaris) leaves was confirmed, and the chemical structure was identified by separating the active ingredients. In the whitening tests using α-MSH stimulated B16F10 melanoma cells, the n-hexane (Hex) fraction inhibited the cellular melanogenesis and intracellular tyrosinase activities without causing cell toxicity. In addition, the Hex fraction reduced expression of tyrosinase and TRP-2 protein. Upon the anti-oxidative studies by DPPH and ABTS+ radicals, potent radical scavenging activities were observed in the ethyl acetate (EtOAc) fraction. Also, for the cellular protective effects on HaCat keratinocytes damaged by H2O2, the EtOAc fraction indicated protective effects against oxidative stress. Eight phytochemicals were isolated from the extract of H. petiolaris leaves; ethyl linoleate (1), ethyl linolenate (2), 1-linoleoyl glycerol (3), 1-linolenoyl glycerol (4), epi-catechin (5), afzelin (6), quercitrin (7), hyperin (8). Among the isolates, the compounds 5 - 8 showed DPPH and ABTS+ radical scavenging activities. The contents of quercitirin, a major isolated in this extract, determined by HPLC analysis were confirmed to be about 31.3 mg/g for the 70% ethanol extract and 169.8 mg/g for the EtOAc fraction. Based on these results, it was suggested that the extract from H. petiolaris leaves could be potentially applicable as whitening and anti-oxidative ingredients in cosmetic formulations.

Phenolic Compounds from Bark of Juglans mandshurica (가래나무 수피의 페놀성 화합물)

  • Kim, Jin-Kyu;Si, Chuan-Ling;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • v.34 no.6
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    • pp.51-60
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    • 2006
  • Juglans mandshurica barks were collected, extracted with acetone-$H_2O$ (7:3, v/v), fractionated with n -hexane, $CH_2Cl_2$, and EtOAc, and freeze dried to give some dark brown powder. The EtOA cand $H_2O$ soluble fractions were chromatographe d on a Sephadex LH-20 column using $H_2O$-MeOH and EtOH-hexane mixture as eluents. Spectrometric analysis such as NMR and MS, including TLC,were performed to characterize the structures of the isolated compounds. From the EtOAc and $H_2O$ soluble fractions, three flavanols (1~3), three flavonols (4~6) and five flavonol glycosides (7~11) were isolated and elucidated.

Study on the Anti-inflammatory Effect of Kaempferol and Kaempferol Rhamnosides Isolated from Hibiscus cannabinus L. (양마에서 분리한 Kaempferol 및 그 배당체의 항염증 효과에 관한 연구)

  • Lee, Keun-Ha;Cho, Young-Long;Joo, Chul-Gue;Joo, Yeon-Jeong;Kwon, Sun-Sang;Park, Chung
    • Korean Journal of Medicinal Crop Science
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    • v.19 no.6
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    • pp.426-434
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    • 2011
  • In this study, to evaluate the anti-inflammatory effects of kaempferol and its rhamnosides isolated from Hibiscus cannabinus L. leaves, we investigated UVB-induced inhibitory effects on inflammatory reaction by measuring the cytokine as the prostaglandin ($PGE_2$), interleukine-6 (IL-6) and interleukine-8 (IL-8). We investigated the inhibitory effects of kaempferol and its rhamnosides on TARC (thymus and activation-regulated chemokine) and $PGE_2$. Kaempferol and ${\alpha}$-rhamnoisorobin showed inhibition activity of TARC generated to compared to positive control. Kaempferol, ${\alpha}$-rhamnoisorobin and afzelin Inhibited the release of $PGE_2$. Also, only kaempferol significantly inhibited interleukine-6 (IL-6), interleukine-8 (IL-8) among UVB-induced inflammatory cytokine.

The Phenolic Components of Sapium japonicum (사람주나무잎의 페놀성 성부)

  • Ahn, Yeong-Jin;Lee, Seung-Ho;Kang, Shin-Jung;Hwang, Bang-Yeon;Park, Woong-Yang;Ahn, Byung-Tae;Ro, Jai-Seup;Lee, Kyong-Soon
    • YAKHAK HOEJI
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    • v.40 no.2
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    • pp.183-192
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    • 1996
  • A chemical examination of the phenolic compounds in the leaves of Sapium japonicum(Euphorbiacesae) has led to the isolation of eleven phenolic compounds, containing five hydrolysable tannins and six flavonoids. On the basis of chemical and spectroscopic evidences, the structures of these compounds were confirmed to be gallic acid(1), 5-O-caffeoyl quinic acid(2), 1-O-galloyl-3,6-(R)-HHDP-${\beta}-_D$-glucose(corilagin)(3), 1-O-galloyl-2,4(R)-DHHDP-${\beta}-_D$-glucose(furosin)(4), 1-O-galloyl-2,4-(R)-DHHDP-3,6-(R)-HHDP-${\beta}-_D$-glucose(geraniin )(5), astragalin(6), trifolin(7), afzelin(8), quercetin(9), isoquercitrin(10) and rutin(11). Among them geraniin was the main component.

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Phytochemical Constituents of Bistorta manshuriensis

  • Chang, Sang-Wook;Kim, Ki-Hyun;Lee, Il-Kyun;Choi, Sang-Un;Ryu, Shi-Yong;Lee, Kang-Ro
    • Natural Product Sciences
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    • v.15 no.4
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    • pp.234-240
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    • 2009
  • Phytochemical investigation of the MeOH extract of the aerial parts of Bistorta manshuriensis resulted in the isolation of two cerebrosides, two lactams, six phenolic compounds and seven flavonoids. Their chemical structures were characterized by spectroscopic methods to be pinelloside (1), soyacerebroside I (2), pterolactam (3), 5-hydroxypyrrolidine-2-one (4), vanillic acid (5), caffeic acid methyl ester (6), protocatechuic acid (7), caffeic acid (8), 3,5-di-O-caffeoyl quinic acid methyl ester (9), chlorogenic acid methyl ester (10), avicularin (11), afzelin (12), quercetin (13), isoorientin (14), quercetin 3-O-${\beta}$-D-glucoside (15), quercitrin (16), and luteolin (17). The isolated compounds (1 - 4, 7, 12, 14) were isolated for the first time from this plant source and the compounds 1 - 4, 9 and 10 were first reported from the genus Bistorta. Compound 17 exhibited moderate cytotoxicity and compound 6 exhibited weak cytotoxicity against four human cancer cell lines in vitro using an SRB bioassay.