• Title/Summary/Keyword: Kaempferol Rhamnosides

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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.

Anti-Microbial and Anti-Wrinkle Effect of Kaempferol and Kaempferol Rhamnosides isolated from Hibiscus cannabinus L. (양마에서 분리한 Kaempferol과 그 배당체의 항균 및 주름억제 효과)

  • Lee, Keun Ha;Kong, Hae Jin;Cho, Young Long;Joo, Chul Gue;Kwon, Sun Sang;Hwang, Jae Sung;Park, Chung
    • Korean Journal of Medicinal Crop Science
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    • v.20 no.6
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    • pp.454-460
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    • 2012
  • In this study, kaempferol and its rhamnosides (${\alpha}$-rhamnoisorobin, afzelin, kaempferitrin) were isolated electively by bioconversion technology from Hibiscus cannabinus L. leaves to evaluate the anti-wrinkles effects and anti-microbial effects. In order to evaluate anti-wrinkles activity, reduction of expression matrix metalloproteinase-1 (MMP-1) protein and proliferation/ pro-collagen production were investigated. Kaempferol and ${\alpha}$-rhamnoisorobin showed inhibition activity of MMP-1 generated to compared to positive control. In HaCaT cell proliferation assay, kaempferol and ${\alpha}$-rhamnoisorobin significantly promoted cell proliferation in a concentration-dependent manner. In addition, procollagen synthesis assays (by HDF-N cell) showd that TGF-${\beta}$ induced procollagen production and also, all four kinds of experimental significantly promoted procollagen synthesis in a concentration-dependent manner. Kaempferol and ${\alpha}$-rhamnoisorobin exhibited strong antimicrobial activities on five of microbes, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, Candida albicans and Aspergillus niger.

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.

Isolation of Flavonol Rhamnosides from Loranthus tanakae and Cytotoxic Effect of Them on Human Tumor Cell Lines

  • Kim, Young-Kyoon;Kim, Young-Sup;Choi, Sang-Un;Ryu, Shi-Yong
    • Archives of Pharmacal Research
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    • v.27 no.1
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    • pp.44-47
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    • 2004
  • Loranthus tanakae Fr. et Sav. (Loranthaceae) is a species of mistletoe, a semiparasitic plant growing on the branches of Quercus and Betula species as host trees. In our ongoing search for bioactive compounds from endemic species in Korea, we have investigated to isolate the chemical constituents responsible for the antitumor effect of the MeOH extract of L. tanakae. The ethyl acetate soluble part of the MeOH extract demonstrated a marginal inhibition on the proliferation of the tumor cell lines such as A549 (non small cell lung), SK-OV-3 (ovary), SK-MEL-2 (melanoma), XF498 (central nerve system), and HCT-15 (colon) in vitro. Thus, the activity-guided isolation procedure upon the ethyl acetate soluble part of the extract has been carried out and finally four flavonoid rhamnopyranosides (1-4) were isolated as active principle. The structures of 1-4 were elucidated by the physicochemical and spectral data as rhamnetin 3-O-$\alpha$-L-rhamnoside (1), quercetin 3-O-$\alpha$-L-rhamnoside (2), rhamnocitrin 3-O-$\alpha$rhamnoside (3), and kaempferol 3-O-$\alpha$-L-rhamnoside (4).

Antioxidant Flavonoids and Chlorogenic Acid from the Leaves of Erobotrya japonica

  • Jung, Hyun-Ah;Park, Jong-Cheol;Chung, Hae-Young;Kim, Jong;Choi, Jae-Sue
    • Archives of Pharmacal Research
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    • v.22 no.2
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    • pp.213-218
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    • 1999
  • The antioxidant activity of Eriobotrya japonica was determined by measuring the radical scavenging effect on DPPH (1,1-diphenyl-2-picrylhydrazyl) radical and lipid peroxidation produced when mouse liver homogenate was exposed to the air at $37^{\circ}C$, using 2-thiobarbituric acid (TBA). The methanol extract and its factions of Eriobotrya japonica leaves showed strong antioxidant activity. The antioxidant activity of EtOAc and n-BuOH soluble fractions were stronger than the others, and were further purified by repeated silica gel, MCl gel CHP-20P, and Sephadex LH-20 column chromatography. Antioxidant chlorogenic acid, quercetin-3-sambubioside from n-BuOH fraction and methyl chlorogenate, kaempferol- and quercetin-3-rhamnosides, together with the inactive ursolic acid and$ 2{\alpha}$-hydroxyursolic acid from EtOAc fraction were isolated. Antioxidant flavonoids and chlorogenic acid also showed prominent inhibitory activity against free radical generation in dichlorofluorescein (DCF) method.

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The Isolation of the Inhibitory Constitutents on Melanin Polymer Formation from the Leaves of Cercis chinensis (박태기나무의 잎으로부터 피부멜라닌 색소생성 억제성분의 분리)

  • Kim, So-Young;Kim, Jin-Joon;Jang, Tae-Soo;Chung, See-Ryun;Lee, Seung-Ho
    • Korean Journal of Pharmacognosy
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    • v.30 no.4
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    • pp.397-403
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    • 1999
  • Tyrosinase plays an important role in the process of melanin polymer biosynthesis. Therefore, the enzyme inhibitors have been of great concern as cosmetics to have skin-whitening effects on the local hyperpigmentation. During the search for new inhibitory compounds on melanin polymer biosynthesis from natural sources, MeOH extracts of 589 higher plants were tested for the inhibitory effect on tyrosinase activity by the muschroom tyrosinase assay in vitro. Among plants tested, the leaves of Cercis chinensis exhibited potent inhibitory effect on mushroom tyrosinase activity. Subsequently seven active compounds were isolated from the ethyl acetate soluble part of acetone extract of the leaves of C. chinensis by the activity guided fractionation monitoring the inhibitory effect on tyrosinase activity. Their chemical structures were identified as $kaempferol-3-0-{\alpha}-L-rhamnoside$, quercitrin, $myricetin-3-0-{\alpha}-L-rhamnoside$, myricetin-3-0-(2'-O-galloyl)- ${\alpha}$ -L-rhamopyranoside (desmanthin), (-)-epicatechin-3-0-gallate, (-)-epigallocatechin-3-0-gallate, and methyl gallate on the basis of the speculation of spectral data and chemical reaction. Among the flavonol rhamnosides, myricetin-3-0-(2'-O-galloyl)- -L-rhamnoside(desmanthin) showed most potent inhibitory effect on tyrosinase activity and the structure of B-ring in flavonol moiety was related to the activity. (-)-Epigallocatechin-3-O-gallate having pyrogallol group in flavan-3-ol moiety exhibited more potent inhibitory effect than (-)-epicatechin-3-0-gallate having catechol group in flavan-3-ol moiety on mushroom tyrosinase activity.

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