Synthesis of (S)-(+)-decursin and its analogues as potent inhibitors of melanin formation in B16 murine melanoma cells.
We report the synthesis of a novel series of highly potent melanin inhibitors which were obtained through structural modification of an anticancer compound S-(+)-decursinol. The in vitro inhibitory potencies of the newly synthesized compounds were evaluated against α-MSH induced melanin production in B16 murine melanoma cells. Among the compounds evaluated, compounds 2, 3, 6b, 7a, 7b, 8a and 8b emerged as highly potent inhibitors of melanin production. Besides, these compounds demonstrated significantly low cytotoxicity.
Lee
Kyeong
K
College of Life Science and Biotechnology, Dongguk University-Seoul, Seoul 100-756, Korea.
Lee
Jee-Hyun
JH
Boovanahalli
Shanthaveerappa K
SK
Choi
Yongseok
Y
Choo
Soo-Jin
SJ
Yoo
Ick-dong
ID
Kim
Dong Hee
DH
Yun
Mi Young
MY
Lee
Gye Won
GW
Song
Gyu-Yong
GY
D000818:Animals; D001578:Benzopyrans / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D002087:Butyrates / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D008543:Melanins / Q000096:biosynthesis*; D008546:Melanoma, Experimental / Q000378:metabolism* / Q000473:pathology; D051379:Mice; D015394:Molecular Structure; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D001578:Benzopyrans; D002087:Butyrates; D008543:Melanins; C101278:decursin