title: Inhibitory effect of novel tetrahydropyrimidine-2(1H)-thiones on melanogenesis.
abstract: The series of imidazoldine-2-thiones 2 and tetrahydropyrimidine-2-thiones 3 were discovered as inhibitor of alpha-MSH-induced melanin production in melanoma B16 cells. The primary bioassay showed that 1-(4-ethylbenzyl)-tetrahydropyrimidine-2(1H)-thione 3e (>100% inhibition at 10 microM, IC(50)=1.2 microM) and 1-(4-tert-butylbenzyl)-tetrahydropyrimidine-2(1H)-thione 3f (>100% inhibition at 10 microM, IC(50)=0.76 microM) exhibited potent inhibitory effect against alpha-MSH-induced melanin production. Compounds 3 inhibit the biosynthesis of tyrosinase without affecting its catalytic activity in melanogenesis.
authors.affiliation: College of Pharmacy and Institute of Drug Research and Development, Chungnam National University, Daejeon 305-764, Republic of Korea.
authors.forename: P
authors.initials: P
authors.lastname: Thanigaimalai
authors.forename: Ki-Cheul
authors.initials: KC
authors.lastname: Lee
authors.forename: Seong-Cheol
authors.initials: SC
authors.lastname: Bang
authors.forename: Jee-Hyun
authors.initials: JH
authors.lastname: Lee
authors.forename: Cheong-Yong
authors.initials: CY
authors.lastname: Yun
authors.forename: Eunmiri
authors.initials: E
authors.lastname: Roh
authors.forename: Bang-Yeon
authors.initials: BY
authors.lastname: Hwang
authors.forename: Youngsoo
authors.initials: Y
authors.lastname: Kim
authors.forename: Sang-Hun
authors.initials: SH
authors.lastname: Jung
mesh_terms: D045744:Cell Line, Tumor; D006801:Humans; D020128:Inhibitory Concentration 50; D008543:Melanins / Q000378:metabolism*; D008544:Melanocytes / Q000187:drug effects / Q000378:metabolism; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors / Q000378:metabolism; D011743:Pyrimidines / Q000737:chemistry* / Q000494:pharmacology*; D013871:Thiones / Q000737:chemistry* / Q000494:pharmacology*; D000521:alpha-MSH / Q000037:antagonists & inhibitors* / Q000378:metabolism*
chemical_list: D008543:Melanins; D011743:Pyrimidines; D013871:Thiones; D000521:alpha-MSH; D014442:Monophenol Monooxygenase