title: Merremins A-G, resin glycosides from Merremia hederacea with multidrug resistance reversal activity.
abstract: Five new pentasaccharide resin glycosides, named merremins A-E (1-5), two new pentasaccharide resin glycoside methyl esters, named merremins F and G (6, 7), and four known resin glycosides, murucoidin IV, murucoidin V, stoloniferin IV, and murucoidin XVII, were obtained from the aerial parts of Merremia hederacea. This is the first report of resin glycosides obtained from M. hederacea. In addition, the new compounds can be divided into three types: those possessing an 18-membered ring (1-4), compound 5 with a 20-membered ring, and those with an acyclic core (6, 7). Furthermore, the different types of resin glycosides were evaluated for their multidrug resistance reversal activities. Compounds 1, 5, 6, and murucoidin V were noncytotoxic and enhanced the cytotoxicity of vinblastine by 2.3-142.5-fold at 25 μM. Compound 5 and murucoidin V, with 20-membered rings, were more active than compound 1, with an 18-membered ring.
authors.affiliation: State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences , 555 Zuchongzhi Road, Zhangjiang Hi-Tech Park, Shanghai, 201203, People's Republic of China.
authors.forename: Wen-qiong
authors.initials: WQ
authors.lastname: Wang
authors.forename: Wei-bin
authors.initials: WB
authors.lastname: Song
authors.forename: Xiao-jing
authors.initials: XJ
authors.lastname: Lan
authors.forename: Min
authors.initials: M
authors.lastname: Huang
authors.forename: Li-jiang
authors.initials: LJ
authors.lastname: Xuan
mesh_terms: D027722:Convolvulaceae / Q000737:chemistry*; D018432:Drug Resistance, Multiple / Q000187:drug effects*; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006017:Glycolipids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006801:Humans; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009844:Oligosaccharides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D012116:Resins, Plant / Q000737:chemistry*; D014747:Vinblastine
chemical_list: D004365:Drugs, Chinese Herbal; D006017:Glycolipids; D006027:Glycosides; D009844:Oligosaccharides; D012116:Resins, Plant; C095166:merremin; C570671:murucoidin V; D014747:Vinblastine