A novel hexahydrodibenzofuran derivative with potent inhibitory activity on melanin biosynthesis of cultured B-16 melanoma cells from Lindera umbellata bark.
A novel cinnamoyl-hexahydrodibenzofuran derivative (1) was isolated from the bark of Lindera umbellata. The structure was determined by extensive spectroscopic analysis to be (5aR*,6R*,9R*,9aS*)-4-cinnamoyl-3,6-dihydroxy-1-methoxy-6-me thyl- 9-(1-methylethyl)-5a,6,7,8,9,9a-hexahydrodibenzofuran. Compound 1 showed potent inhibitory activity on melanin biosynthesis of cultured B-16 melanoma cells without causing any cytotoxicity in the cultured cells or skin irritation in guinea pig.
Mimaki
Y
Y
School of Pharmacy, Tokyo University of Pharmacy and Life Science, Japan.
Kameyama
A
A
Sashida
Y
Y
Miyata
Y
Y
Fujii
A
A
D000818:Animals; D001572:Benzofurans / Q000494:pharmacology* / Q000633:toxicity; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D006168:Guinea Pigs; D009682:Magnetic Resonance Spectroscopy; D008543:Melanins / Q000096:biosynthesis*; D008546:Melanoma, Experimental / Q000378:metabolism*; D010936:Plant Extracts / Q000494:pharmacology* / Q000633:toxicity; D012867:Skin / Q000187:drug effects; D014197:Trees; D014407:Tumor Cells, Cultured / Q000187:drug effects
D001572:Benzofurans; D008543:Melanins; D010936:Plant Extracts