title: Rourinoside and rouremin, antimalarial constituents from Rourea minor.
abstract: Bioassay-directed fractionation of the antimalarial active CHCl(3) extract of the dried stems of Rourea minor (Gaertn.) Aubl. (Connaraceae) liana led to isolation of two glycosides, rourinoside (1) and rouremin (2), as well as five known compounds, 1-(26-hydroxyhexacosanoyl)-glycerol (3), 1-O-beta-D-glucopyranosyl-(2S,3R,4E-8Z)-2-N-(2'-hydroxypalmitoyl)-octadecasphinga-4,8-dienine, 9S,12S,13S-trihydroxy-10E-octadecenoic acid, dihydrovomifoliol-9-beta-D-glucopyranoside, and beta-sitosterol glucoside. Compounds 1-3 showed weak in vitro activities against Plasmodium falciparum. Their structures and stereochemistry were elucidated by spectroscopic methods and selected enzyme hydrolysis.
authors.affiliation: Program for Collaborative Research in the Pharmaceutical Sciences, M/C 781, Department of Medical Chemistry and Pharmacognosy, College of Pharmacy, The University of Illinois at Chicago, 833 S. Wood Street, Chicago, IL 60612, USA.
authors.forename: Zhen-Dan
authors.initials: ZD
authors.lastname: He
authors.forename: Cui-Ying
authors.initials: CY
authors.lastname: Ma
authors.forename: Ghee Teng
authors.initials: GT
authors.lastname: Tan
authors.forename: Kongmany
authors.initials: K
authors.lastname: Sydara
authors.forename: Pamela
authors.initials: P
authors.lastname: Tamez
authors.forename: Bounhoong
authors.initials: B
authors.lastname: Southavong
authors.forename: Somsanith
authors.initials: S
authors.lastname: Bouamanivong
authors.forename: D Doel
authors.initials: DD
authors.lastname: Soejarto
authors.forename: John M
authors.initials: JM
authors.lastname: Pezzuto
authors.forename: Harry H S
authors.initials: HH
authors.lastname: Fong
authors.forename: Hong-Jie
authors.initials: HJ
authors.lastname: Zhang
mesh_terms: D000818:Animals; D000962:Antimalarials / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D031961:Connaraceae / Q000737:chemistry*; D006017:Glycolipids / Q000737:chemistry* / Q000494:pharmacology*; D006139:Guaiacol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry; D010963:Plasmodium falciparum / Q000187:drug effects
chemical_list: C514272:1-O-palmitoyl-O-eicosanoyl-3-O-(6-amino-6-deoxy)glucopyranosylglycerol; D000962:Antimalarials; D006017:Glycolipids; D010936:Plant Extracts; C514271:rourinoside; D006139:Guaiacol