Kaempferol and Kaempferol Rhamnosides with Depigmenting and Anti-Inflammatory Properties
Copyright policy )Kaempferol and Kaempferol Rhamnosides with Depigmenting and Anti-Inflammatory Properties
The objective of this study was to examine the biological activity of kaempferol and its rhamnosides. We isolated kaempferol (1), a-rhamnoisorobin (2), afzelin (3), and kaempferitrin (4) as pure compounds by far-infrared (FIR) irradiation of kenaf (Hibiscus cannabinus L.) leaves. The depigmenting and anti-inflammatory activity of the compounds was evaluated by analyzing their structure-activity relationships. The order of the inhibitory activity with regard to depigmentation and nitric oxide (NO) production was kaempferol (1) > a-rhamnoisorobin (2) > afzelin (3) > kaempferitrin (4). However, a-rhamnoisorobin (2) was more potent than kaempferol (1) in NF-kB-mediated luciferase assays. From these results, we conclude that the 3-hydroxyl group of kaempferol is an important pharmacophore and that additional rhamnose moieties affect the biological activity negatively.
- Kangwon National University Korea (Republic of)
- Amorepacific Korea (Republic of)
- Kyung Hee University Korea (Republic of)
- Sungkyunkwan University Korea (Republic of)
- Sungkyul University Korea (Republic of)
Anti-Inflammatory Agents, Melanoma, Experimental, Organic chemistry, Nitric Oxide Synthase Type II, Enzyme-Linked Immunosorbent Assay, Skin Pigmentation, depigmentation, Nitric Oxide, Article, Cell Line, kaempferol; rhamnoside; depigmentation; anti-inflammation, Structure-Activity Relationship, QD241-441, Spectroscopy, Fourier Transform Infrared, Tumor Cells, Cultured, Animals, Humans, RNA, Messenger, Kaempferols, rhamnoside, Melanins, kaempferol, Reverse Transcriptase Polymerase Chain Reaction, NF-kappa B, anti-inflammation
Anti-Inflammatory Agents, Melanoma, Experimental, Organic chemistry, Nitric Oxide Synthase Type II, Enzyme-Linked Immunosorbent Assay, Skin Pigmentation, depigmentation, Nitric Oxide, Article, Cell Line, kaempferol; rhamnoside; depigmentation; anti-inflammation, Structure-Activity Relationship, QD241-441, Spectroscopy, Fourier Transform Infrared, Tumor Cells, Cultured, Animals, Humans, RNA, Messenger, Kaempferols, rhamnoside, Melanins, kaempferol, Reverse Transcriptase Polymerase Chain Reaction, NF-kappa B, anti-inflammation
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