Mushroom tyrosinase inhibitory activity of esculetin isolated from seeds of Euphorbia lathyris L.

Yukimitsu Masamoto, Hideya Ando, Yoshiyuki Murata, Yasuaki Shimoishi, Mikiro Tada, Kyoya Takahata

Research output: Contribution to journalArticle

139 Citations (Scopus)

Abstract

A tyrosinase inhibitor was isolated from the seeds of Euphorbia lathyris L. by bioassay-guided fractionation and purification, using silica gel column chromatography. It was identified as esculetin by comparing its physical properties and spectral data with those of an authentic sample. The IC 50 value of esculetin in the mushroom tyrosinase activity test was 43 μM. The kinetic study indicates that esculetin exhibited competitive inhibition against the oxidation of 3-(3,4-dihydroxyphenyl)-alanine by mushroom tyrosinase. The structure-activity relationships among five esculetin analogs suggest that hydroxyl groups at the C6 and C7 positions of the coumarin skeleton played an important role in the expression of tyrosinase inhibitory activity.

Original languageEnglish
Pages (from-to)631-634
Number of pages4
JournalBioscience, Biotechnology and Biochemistry
Volume67
Issue number3
Publication statusPublished - Mar 2003

Fingerprint

Euphorbia lathyris
Euphorbia
Column chromatography
Monophenol Monooxygenase
Bioassay
Agaricales
Silica gel
Fractionation
mushrooms
Purification
Seed
Seeds
Physical properties
Oxidation
Kinetics
coumarin
structure-activity relationships
silica gel
seeds
alanine

Keywords

  • Coumarin
  • Esculetin
  • Euphorbia lathyris L.
  • Mushroom tyrosinase inhibitory activity

ASJC Scopus subject areas

  • Food Science
  • Applied Microbiology and Biotechnology
  • Chemistry (miscellaneous)
  • Biochemistry, Genetics and Molecular Biology(all)
  • Biochemistry
  • Biotechnology
  • Bioengineering

Cite this

Mushroom tyrosinase inhibitory activity of esculetin isolated from seeds of Euphorbia lathyris L. / Masamoto, Yukimitsu; Ando, Hideya; Murata, Yoshiyuki; Shimoishi, Yasuaki; Tada, Mikiro; Takahata, Kyoya.

In: Bioscience, Biotechnology and Biochemistry, Vol. 67, No. 3, 03.2003, p. 631-634.

Research output: Contribution to journalArticle

Masamoto, Yukimitsu ; Ando, Hideya ; Murata, Yoshiyuki ; Shimoishi, Yasuaki ; Tada, Mikiro ; Takahata, Kyoya. / Mushroom tyrosinase inhibitory activity of esculetin isolated from seeds of Euphorbia lathyris L. In: Bioscience, Biotechnology and Biochemistry. 2003 ; Vol. 67, No. 3. pp. 631-634.
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