RRC ID 52467
Author Zhang J, Zhu WF, Zhu WY, Yang PP, Xu J, Manosroi J, Kikuchi T, Abe M, Akihisa T, Feng F.
Title Melanogenesis-Inhibitory and Cytotoxic Activities of Chemical Constituents from the Leaves of Sauropus androgynus L. Merr. (Euphorbiaceae).
Journal Chem Biodivers
Abstract A new steroid, 20-hydroxyisofucosterol (stigmasta-5,24(28)-diene-3β,20β-diol) (7), along with six known compounds 1 - 6 were isolated from the MeOH extract of the leaves of Sauropus androgynus L. Merr. (Euphorbiaceae). The structure of new steroid was determined by HR-APCI-MS and various NMR techniques in combination with literature data. Subsequently, their anti-inflammatory, cytotoxic activities against five human cell lines, as well as inhibitory activities against the α-MSH induced melanogenesis on the B16 cell line were evaluated. As the results, steroid compounds, 6 and 7 exhibited moderate cytotoxic to HL60, AZ521, SKBR3, and A549 tumor cell lines (IC50 26.9 - 45.1 μm) with high tumor selectivity for A549 relative to WI38 cell lines (SI 2.6 and 3.0, resp.). And, flavonoid compounds, 4 and 5 exhibited superior inhibitory activities against melanogenesis (67.0 - 94.7% melanin content), even with no or low toxicity to the cells (90.1 - 99.6% cell viability) at the concentrations from 10 to 100 μm. Furthermore, Western blot analysis suggested that compound 5 could inhibit melanogenesis by suppressing the protein expressions of MITF, TRP-1, TRP-2, and tyrosinase.
Volume 15(2)
Published 2018-2-1
DOI 10.1002/cbdv.201700486
PMID 29144597
MeSH Animals Anti-Inflammatory Agents, Non-Steroidal / chemistry Anti-Inflammatory Agents, Non-Steroidal / isolation & purification Anti-Inflammatory Agents, Non-Steroidal / pharmacology* Antineoplastic Agents, Phytogenic / chemistry Antineoplastic Agents, Phytogenic / isolation & purification Antineoplastic Agents, Phytogenic / pharmacology* Cell Line, Tumor Cell Proliferation / drug effects Cell Survival / drug effects Dose-Response Relationship, Drug Drug Screening Assays, Antitumor Euphorbiaceae / chemistry* Humans Melanins / antagonists & inhibitors* Melanins / genetics Melanins / metabolism Melanoma, Experimental / drug therapy Melanoma, Experimental / genetics Melanoma, Experimental / metabolism Mice Molecular Structure Plant Leaves / chemistry Stigmasterol / analogs & derivatives* Stigmasterol / chemistry Stigmasterol / isolation & purification Stigmasterol / pharmacology Structure-Activity Relationship alpha-MSH / metabolism
IF 2.039
Times Cited 4
Human and Animal Cells RAW 264(RCB0535) HL60(RCB0041) AZ521(RCB2087) SK-BR-3(RCB2132) WI-38(RCB0702)