130(P-76) Synthesis and Cosmetic Whitening Effects of Glycoside of Salicylic Acids from Cashew Nut Shell Oil

DOI

Bibliographic Information

Other Title
  • 130(P-76) カシューナット殻液に含まれるサリチル酸誘導体を用いた配糖体合成とその化粧品美白作用(ポスター発表の部)

Description

Pollution by chlorofluorohydrocarbons from freezers and air conditioners has recently contributed to the destruction of the ozone layer and it has been suggested that excessive exposure to ultraviolet rays causes serious problems such as carcinogenesis, inflammation, and photo-aging. The investigation of natural products have been increased expecting the effectiveness and safety. We have previously reported that 6-[(8Z)-8-pentadecenyl] salicylic acid (1) (Anacardic acid monoene) and 6-[(8Z, 11Z)-8, 11, 14- pentadeca trienyl] salicylic acid (2) (Anacardic acid triene) were isolated from cashew nut shell oil and their derivatives showed strong tyrosinase inhibitory activity. In this report, we synthesized eight derivatives from (1), (2), 3-[(8Z)-8-pentadecenyl] phenol (3) (Cardanol monoene) and 3-[(8Z, 11Z)-8, 11, 14-pentadecatrienyl] phenol (4) (Cardanol triene) by condensation and hydrolysis reactions using 2,3,4,6-tetra-o-acetyl-α-D-glucopyranosyl bromide and 2,3,4,6-tetra-o-acetyl-α-D-e galactopyranosyl bromide. These derivatives were examined for their use as whitening agents which inhibit tyrosinase activity, superoxide scavenging activity and hyaluronidase activity. Compounds (1a) and (2a) were found to be inhibited by ca. 81-88% tyrosinase activity (L-Dopa). This inhibitory action considerably exceeded that of arbutin used in commercial cosmetics.

Journal

Details 詳細情報について

  • CRID
    1390001206078480640
  • NII Article ID
    110006682032
  • DOI
    10.24496/tennenyuki.42.0_775
  • ISSN
    24331856
  • Text Lang
    ja
  • Data Source
    • JaLC
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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