Adamantyl N-benzylbenzamide: new series of depigmentation agents with tyrosinase inhibitory activity.
A new series of polyhydroxylated N-benzylbenzamide derivatives containing an adamantyl moiety has been synthesized, and the depigmenting and tyrosinase inhibitory activities of the molecules were evaluated. The lipophilic character of the adamantyl moiety appeared to confer greater depigmentation power on the benzamide derivatives as compared to those lacking adamantyl substitution. Molecular modeling was applied in order to elucidate the interactions between ligands and tyrosinase that led to inhibition.
Dermatological Drug Research, Medical Beauty Research Institute, AmorePacific Corporation R&D Center, 314-1 Bora-dong, Kiheung-gu, Yongin-si, Kyounggi-do 446-729, Republic of Korea.
Heung Soo
HS
Baek
Yong Deog
YD
Hong
Chang Seok
CS
Lee
Ho Sik
HS
Rho
Song Seok
SS
Shin
Young-Ho
YH
Park
Yung Hyup
YH
Joo
D000218:Adamantane / Q000031:analogs & derivatives* / Q000494:pharmacology*; D000363:Agaricales / Q000201:enzymology*; D000818:Animals; D001549:Benzamides / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D008543:Melanins / Q000037:antagonists & inhibitors / Q000378:metabolism; D008544:Melanocytes / Q000187:drug effects / Q000378:metabolism; D051379:Mice; D008958:Models, Molecular; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D012880:Skin Pigmentation / Q000187:drug effects*
D001549:Benzamides; D008543:Melanins; D014442:Monophenol Monooxygenase; D000218:Adamantane