Rourinoside and rouremin, antimalarial constituents from Rourea minor.
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.
He
Zhen-Dan
ZD
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.
Ma
Cui-Ying
CY
Tan
Ghee Teng
GT
Sydara
Kongmany
K
Tamez
Pamela
P
Southavong
Bounhoong
B
Bouamanivong
Somsanith
S
Soejarto
D Doel
DD
Pezzuto
John M
JM
Fong
Harry H S
HH
Zhang
Hong-Jie
HJ
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
C514272:1-O-palmitoyl-O-eicosanoyl-3-O-(6-amino-6-deoxy)glucopyranosylglycerol; D000962:Antimalarials; D006017:Glycolipids; D010936:Plant Extracts; C514271:rourinoside; D006139:Guaiacol