Inhibitory effects of 1,3-thiazine derivatives on melanogenesis.
OBJECTIVE
The aim of this study was to identify a novel skin-depigmenting agent from synthetic 1,3-thiazine derivatives.


METHODS
We investigated the inhibitory effects of six kinds of 1,3-thiazine derivative on melanogenesis by examining their effects on tyrosinase activity and melanin biosynthesis in melan-a cells and the zebrafish model.


RESULTS
Of the six compounds, 4-hydroxy-2,6-dimethyl-5,6-dihydro-4H-1,3-thiazine (TZ-6) had the strongest anti-melanogenic effects in cultured melan-a cells (30.4% inhibition at 100 microm). In addition, TZ-6 exhibited an inhibitory effect on mushroom and cellular tyrosinase. Based on the results of Western blotting, TZ-6 reduced the expression of tyrosinase at 100 microm. Additionally, TZ-6 reduced body pigmentation and inhibited tyrosinase activity in the zebrafish model.


CONCLUSIONS
The results have provided useful information for the development of a skin whitening agent.
Ha
Sang Keun
SK
Graduate School of East-West Medical Science, Kyung Hee University, Yongin, Gyeonggi-do, Korea.
Koketsu
Mamoru
M
Lee
Minjae
M
Moon
Eunjung
E
Kim
Sung-Hoon
SH
Yoon
Tae-Jin
TJ
Kim
Sun Yeou
SY
D000363:Agaricales / Q000737:chemistry; D000818:Animals; D002478:Cells, Cultured; D004791:Enzyme Inhibitors / Q000494:pharmacology*; D008543:Melanins / Q000096:biosynthesis*; D008544:Melanocytes / Q000187:drug effects; D051379:Mice; D008810:Mice, Inbred C57BL; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors*; D012867:Skin / Q000187:drug effects* / Q000378:metabolism; D012880:Skin Pigmentation / Q000187:drug effects*; D013843:Thiazines / Q000302:isolation & purification / Q000494:pharmacology*; D015027:Zebrafish
C549227:4-hydroxy-2,6-dimethyl-5,6-dihydro-4H-1,3-thiazine; D004791:Enzyme Inhibitors; D008543:Melanins; D013843:Thiazines; D014442:Monophenol Monooxygenase