RRC ID |
44985
|
著者 |
Morikawa T, Nakanishi Y, Ninomiya K, Matsuda H, Nakashima S, Miki H, Miyashita Y, Yoshikawa M, Hayakawa T, Muraoka O.
|
タイトル |
Dimeric pyrrolidinoindoline-type alkaloids with melanogenesis inhibitory activity in flower buds of Chimonanthus praecox.
|
ジャーナル |
J Nat Med
|
Abstract |
A methanol extract of the flower buds of Chimonanthus praecox (L.) Link (Calycanthaceae) demonstrated inhibitory effects on melanogenesis in theophylline-stimulated murine B16 melanoma 4A5 cells. From the extract, five dimeric pyrrolidinoindoline alkaloids and four sesquiterpenes were isolated, together with 16 known compounds. Among them, (-)-chimonanthine (1, IC50 = 0.93 μM), (-)-folicanthine (2, 1.4 μM), and (-)-calycanthidine (3, 1.8 μM) showed potent inhibitory effects without notable cytotoxicity at the effective concentrations. The most potent alkaloid (1) inhibited both tyrosinase and tyrosine-related protein-1 mRNA expressions, to which the melanogenesis inhibitory activity would be ascribable.
|
巻・号 |
68(3)
|
ページ |
539-49
|
公開日 |
2014-7-1
|
DOI |
10.1007/s11418-014-0832-1
|
PMID |
24668298
|
MeSH |
Alkaloids / chemistry
Alkaloids / pharmacology*
Animals
Calycanthaceae / chemistry*
Cell Line, Tumor
Dimerization
Flowers / chemistry
Indoles / chemistry
Indoles / pharmacology*
Melanins / biosynthesis*
Mice
Monophenol Monooxygenase / metabolism
Pyrroles / chemistry
Pyrroles / pharmacology*
Sesquiterpenes / chemistry
Sesquiterpenes / pharmacology
|
IF |
2.055
|
引用数 |
17
|
WOS 分野
|
CHEMISTRY, MEDICINAL
PHARMACOLOGY & PHARMACY
|
リソース情報 |
ヒト・動物細胞 |
B16 melanoma 4A5(RCB0557) |