Departmental Bulletin Paper 〈Original Papers〉Convenient Synthesis and Physiological Activities of 4-(Hydroxyphenyl)-2-butanols

NAKAMOTO, Masato  ,  OKAMURA, Mayu  ,  OKADA, Yoshiharu  ,  OISHI, Chiaki  ,  URUSHIHARA, Riho  ,  SUNAMI, Hatsune  ,  NAKABO, Daisuke  ,  NAKAMURA, Kensuke  ,  YOKOUCHI, Ayane  ,  MOTOYA, Michiko  ,  NOMURA, Masato

4-(Hydroxyphenyl)-2-butanols were conveniently synthesized from the corresponding aryl aldehydes and dimethyl 2-oxopropylphophonate in moderate yields. The Physiological activities of these compounds were assessed on the basis of DPPH free radical scavenging assay and tyrosinase inhibition activity assay. When the tyrosinase activity inhibition rate of these compounds using L-DOPA as a substrate was compared with arbutin as reference compound, the activity of 4-(4-hydroxypheny)-2-butanol (rhododenol), 4-(4-hydroxy-3- methoxyphenyl)-2-butanol, 4-(3-hydroxy-4-methoxyphenyl)-2-butanol, 4-(2,4-dihydroxyphenyl)-2-butanol, and 4-(3,5-dihydroxyphenyl)-2-butanol were superior to that of arbutin.

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