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Free‐Radical‐Scavenging,Antityrosinase, and Cellular Melanogenesis Inhibitory Activities of Synthetic Isoflavones
Authors:Tzy‐Ming Lu  Horng‐Huey Ko  Lean‐Teik Ng  Yen‐Pin Hsieh
Institution:1. Department of Pharmacy, Tajen University, No. 20 Wei‐Xin Rd., Yanpu, Pingtung 907, Taiwan, ROC, (phone: +886‐8‐7624002 ext. 2727;2. fax: +886‐8‐7625308);3. Department of Fragrance and Cosmetic Science, Kaohsiung Medical University, Kaohsiung 807, Taiwan, ROC;4. Department of Agricultural Chemistry, National Taiwan University, Taipei 106, Taiwan, ROC;5. Department of Pharmacy, Fooyin University Hospital, Pingtung 917, Taiwan, ROC
Abstract:In this study, we examined the potential of synthetic isoflavones for application in cosmeceuticals. Twenty‐five isoflavones were synthesized and their capacities of free‐radical‐scavenging and mushroom tyrosinase inhibition, as well as their impact on cell viability of B16F10 murine melanoma cells and HaCaT human keratinocytes were evaluated. Isoflavones that showed significant mushroom tyrosinase inhibitory activities were further studied on reduction of cellular melanin formation and antityrosinase activities in B16F10 melanocytes in vitro. Among the isoflavones tested, 6‐hydroxydaidzein ( 2 ) was the strongest scavenger of both ABTS . + and DPPH . radicals with SC50 values of 11.3±0.3 and 9.4±0.1 μM , respectively. Texasin ( 20 ) exhibited the most potent inhibition of mushroom tyrosinase (IC50 14.9±4.5 μM ), whereas retusin ( 17 ) showed the most efficient inhibition both of cellular melanin formation and antityrosinase activity in B16F10 melanocytes, respectively. In summary, both retusin ( 17 ) and texasin ( 20 ) exhibited potent free‐radical‐scavenging capacities as well as efficient inhibition of cellular melanogenesis, suggesting that they are valuable hit compounds with potential for advanced cosmeceutical development.
Keywords:Cosmeceuticals  Free radicals  Isoflavones  Melanins  Tyrosinase
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