Evaluation of anti-pigmentary effect of synthetic sulfonylamino chalcone.
The 4'-(p-toluenesulfonylamino)-4-hydroxychalcone (TSAHC), which bears inhibitory chemotypes for both alpha-glucosidase and tyrosinase, was evaluated for tyrosinase activity and depigmenting ability relative to compounds designed to only target tyrosianse activity. TSAHC emerged to be a competitive reversible inhibitor of mushroom tyrosinase. More importantly, it was also able to return the melanin content of alpha-melanocyte stimulated by alpha-MSH to base levels unlike other inhibitors that only targeted tyrosinase. The Western blot for expression levels of proteins involved in melanogenesis showed that TSAHC significantly decreased three main tyrosinase related protein in melanin biosynthesis, tyrosinase, TRP-1 and TRP-2.
Seo
Woo Duck
WD
Department of Functional Crop, NICS, RDA, Miryang 627-803, Republic of Korea.
Ryu
Young Bae
YB
Curtis-Long
Marcus J
MJ
Lee
Chan Woo
CW
Ryu
Hyung Won
HW
Jang
Ki Chang
KC
Park
Ki Hun
KH
D002599:Chalcone / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D015195:Drug Design; D004789:Enzyme Activation / Q000187:drug effects; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D065089:Glycoside Hydrolase Inhibitors; D015394:Molecular Structure; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D010860:Pigments, Biological / Q000037:antagonists & inhibitors*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000737:chemistry / Q000494:pharmacology*; D000520:alpha-Glucosidases / Q000378:metabolism
C540441:4'-(4-toluenesulfonylamido)-4-hydroxychalcone; D004791:Enzyme Inhibitors; D065089:Glycoside Hydrolase Inhibitors; D010860:Pigments, Biological; D013449:Sulfonamides; D002599:Chalcone; D014442:Monophenol Monooxygenase; D000520:alpha-Glucosidases