Regulation of melanin synthesis by selenium-containing carbohydrates.
This study reports depigmenting potency of selenium-containing carbohydrates, which would be based upon the finding of direct inhibition to mushroom tyrosinase. Two selenoglycosiede, SG-3 (bis(2,3,4-tri-O-acetyl-beta-D-arabinopyranosyl) selenide) and SG-8 (4'-methylbenzoyl 2,3,4,6-tetra-O-acetyl-D-selenomanopyranoside) among eleven selenium-containing compounds examined, were discovered to be effective depigmenting compounds on a mushroom tyrosinase inhibitory assay. SG-3 exhibited a competitive inhibition effect that was similar to kojic acid, well-known tyrosinase inhibitor. At 100 microM and 150 microM, SG-8 had an uncompetitive inhibitory effect that was higher than kojic acid. A study of a melan-a cell originated-tyrosinase inhibition assay showed that SG-8 had a lower inhibitory effect than kojic acid. SG-3 showed a similar inhibition effect to kojic acid on the melan-a cell-originated tyrosinase inhibitory assay. SG-8 showed dose-dependently cytotoxicity in a study of inhibition melanin synthesis by melan-a cells. Most melan-a cells did not survive after being treated with 20 microM of SG-8. At 10 microM, SG-3 inhibited melanin synthesis in the melan-a cells, and the effect was similar to phenylthiourea, which is a well-known inhibitor of melanin synthesis. Therefore, SG-3 is a new candidate for depigmenting reagents.
Ahn
Sang Joon
SJ
Graduate School of East-West Medical Science, Kyung Hee University, Suwon, Korea.
Koketsu
Mamoru
M
Ishihara
Hideharu
H
Lee
Soo Min
SM
Ha
Sang Keun
SK
Lee
Kun Ho
KH
Kang
Tong Ho
TH
Kima
Sun Yeou
SY
D000363:Agaricales / Q000187:drug effects / Q000201:enzymology; D000975:Antioxidants / Q000494:pharmacology*; D002241:Carbohydrates / Q000494:pharmacology*; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D006027:Glycosides / Q000494:pharmacology*; D006801:Humans; D007202:Indicators and Reagents; D008543:Melanins / Q000096:biosynthesis*; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors; D016566:Organoselenium Compounds / Q000494:pharmacology*; D012643:Selenium / Q000494:pharmacology*
C510515:4'-methylbenzoyl 2,3,4,6-tetra-O-acetyl-D-selenomanopyranoside; D000975:Antioxidants; D002241:Carbohydrates; D006027:Glycosides; D007202:Indicators and Reagents; D008543:Melanins; D016566:Organoselenium Compounds; C510514:bis(2,3,4-tri-O-acetyl-beta-D-arabinopyranosyl)selenide; D014442:Monophenol Monooxygenase; D012643:Selenium