Asymmetric syntheses of daedalin A and quercinol and their tyrosinase inhibitory activity

Mitsuo Sekimoto; Yasunao Hattori; Keiji Morimura; Mitsuru Hirota; Hidefumi Makabe

doi:10.1016/j.bmcl.2009.12.034

Asymmetric syntheses of daedalin A and quercinol and their tyrosinase inhibitory activity

Bioorg Med Chem Lett. 2010 Feb 1;20(3):1063-4. doi: 10.1016/j.bmcl.2009.12.034. Epub 2009 Dec 11.

Authors

Mitsuo Sekimoto¹, Yasunao Hattori, Keiji Morimura, Mitsuru Hirota, Hidefumi Makabe

Affiliation

¹ Sciences of Functional Foods, Graduate School of Agriculture, Shinshu University, 8304 Minami-minowa, Kami-ina, Nagano 399-4598, Japan.

PMID: 20036119
DOI: 10.1016/j.bmcl.2009.12.034

Abstract

Stereoselective syntheses of daedalin A and quercinol, an enantiomer of daedalin A, is described. The tyrosinase inhibitory activities of daedalin A and quercinol were examined. The activity of quercinol was weaker than that of daedalin A at high concentration.

Publication types

Comparative Study

MeSH terms

Benzopyrans / chemical synthesis*
Benzopyrans / pharmacology
Monophenol Monooxygenase / antagonists & inhibitors*
Monophenol Monooxygenase / metabolism
Plant Proteins / antagonists & inhibitors
Plant Proteins / metabolism
Stereoisomerism
Structure-Activity Relationship

Substances

Benzopyrans
Plant Proteins
daedalin A
quercinol
Monophenol Monooxygenase