RRC ID 65006
Author Morikawa T, Ninomiya K, Kuramoto H, Kamei I, Yoshikawa M, Muraoka O.
Title Phenylethanoid and phenylpropanoid glycosides with melanogenesis inhibitory activity from the flowers of Narcissus tazetta var. chinensis.
Journal J Nat Med
Abstract A methanol extract of the flowers of Narcissus tazetta var. chinensis Roem. (Amaryllidaceae) demonstrated inhibitory effects on melanogenesis in theophylline-stimulated murine B16 melanoma 4A5 cells. From the extract, four new phenylethanoid glycosides, tazettosides A–D (1–4), and a new phenylpropanoid glycoside, tazettoside E (5), were isolated along with 23 known compounds (6–28). Of the isolates, 1 (IC50 = 22.0 μM) and 4 (82.5 μM), 3-methoxy-8,9-methylenedioxy-3,4-dihydrophenanthridine (13, IC50 = 28.5 μM), 5,6-dihydrobicolorine (14, 23.7 μM), tazettine (16, 60.8 μM), benzyl β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside (18, 27.8 μM), 2-(3,4-dimethoxyphenyl)ethyl β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside (21, 74.6 μM), 3-phenylpropyl β-D-glucopyranoside (22, 59.0 μM), and cinnamyl β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside (24, 88.0 μM) showed inhibitory effects without notable cytotoxicity at the effective concentrations.
Volume 70(1)
Pages 89-101
Published 2016-1-1
DOI 10.1007/s11418-015-0941-5
PII 10.1007/s11418-015-0941-5
PMID 26475459
MeSH Animals Cell Line, Tumor Flowers / chemistry Glycosides / chemistry Glycosides / pharmacology* Melanins / biosynthesis* Melanoma, Experimental / metabolism* Mice Monophenol Monooxygenase / metabolism Narcissus / chemistry* Plant Extracts / pharmacology*
IF 2.055
Resource
Human and Animal Cells B16 melanoma 4A5(RCB0557)