RRC ID 38272
Author Nakashima S, Matsuda H, Oda Y, Nakamura S, Xu F, Yoshikawa M.
Title Melanogenesis inhibitors from the desert plant Anastatica hierochuntica in B16 melanoma cells.
Journal Bioorg. Med. Chem.
Abstract The methanolic extract from the whole plants of Anastatica hierochuntica, an Egyptian herbal medicine, was found to inhibit melanogenesis in theophylline-stimulated murine B16 melanoma 4A5 cells. Among the constituents isolated, anastatin A, silybin A, isosilybins A and B, eriodictyol, luteolin, kaempferol, quercetin, hierochins A and B, (2R,3S)-2,3-dihydro-2-(3,4-dimethoxyphenyl)-3-hydroxymethyl-5-(2-formylvinyl)-7-hydroxybenzofuran, (+)-dehydrodiconiferyl alcohol, (+)-balanophonin, 1-(4-hydroxy-3-methoxyphenyl)-2-{4-[(E)-3-hydroxy-1-propenyl]-2-methoxyphenoxy}-1,3-propanediol, and 3,4-dihydroxybenzaldehyde substantially inhibited melanogenesis with IC(50) values of 6.1-32 microM. With regard to the mechanism of action of silybins and isosilybins, the inhibition of tyrosinase activity suggested to be important. In addition, isosilybins A and B inhibited the mRNA expression of TRP-2, but silybins A and B oppositely enhanced the mRNA expression of tyrosinase and TRP-1 and -2 at 10 and/or 30 microM, and the inhibition of phosphorylation of extracellular signal-regulated kinases (ERK1/2) is involved in the enhanced expression of mRNA, at least in part, similar to that of PD98059.
Volume 18(6)
Pages 2337-2345
Published 2010-3-15
DOI 10.1016/j.bmc.2010.01.046
PII S0968-0896(10)00067-2
PMID 20189399
MeSH Agaricales / enzymology Animals Antineoplastic Agents / chemistry Antineoplastic Agents / isolation & purification Antineoplastic Agents / pharmacology* Brassicaceae / chemistry* Cell Proliferation / drug effects Cell Survival / drug effects Drug Screening Assays, Antitumor Enzyme Inhibitors / chemistry Enzyme Inhibitors / isolation & purification Enzyme Inhibitors / pharmacology* Intramolecular Oxidoreductases / antagonists & inhibitors Intramolecular Oxidoreductases / genetics Intramolecular Oxidoreductases / metabolism Melanoma, Experimental / drug therapy* Melanoma, Experimental / genetics Melanoma, Experimental / pathology* Membrane Glycoproteins / antagonists & inhibitors Membrane Glycoproteins / genetics Membrane Glycoproteins / metabolism Mice Monophenol Monooxygenase / antagonists & inhibitors Monophenol Monooxygenase / genetics Monophenol Monooxygenase / metabolism Oxidoreductases / antagonists & inhibitors Oxidoreductases / genetics Oxidoreductases / metabolism Plant Extracts / chemistry Plant Extracts / isolation & purification Plant Extracts / pharmacology* RNA, Messenger / antagonists & inhibitors RNA, Messenger / genetics RNA, Messenger / metabolism Structure-Activity Relationship Tumor Cells, Cultured
IF 2.881
Times Cited 42
WOS Category CHEMISTRY, MEDICINAL CHEMISTRY, ORGANIC BIOCHEMISTRY & MOLECULAR BIOLOGY
Resource
Human and Animal Cells