Recently, air pollution by chlorofluorohydrocarbons from freezers and air conditioners has caused fear of the destruction of the ozone layer. It has been suggested that excess exposure to ultraviolet rays causes serious problems such as skin cancer, inflammation, and skin aging. In many studies, blotches and freckles caused by inflammation of the skin have been researched and it has been reported that natural organic compounds from plants inhibit them. In this report, we synthesized amines that were derived from (-)-perillaldehyde (1), cis-jasmone (2), and karahanaenone (3) which had 5-, 6-, and 7-membered rings. They were condensed with seven kinds of indole carboxylic acids. These compounds were tested for anti-tyrosinase activity, superoxide scavenging effect, and anti-hyaluronidase activity. As a result, compounds (4c), (5c), and (8c) was found to inhibit tyrosinase activity by 87-99%. These compounds showed good activity compared with arbutin used as a commercial cosmetic. Compunds (7c), (7d), (8c), and (8d) showed superoxide scavenging activity by 32-49%, and compounds (6e) and (6f) was found to inhibit hyaluronidase activity by 7-8%.
Indole carboxylic acids Skin depigmentation effect Anti-tyrosinase Inhibitor