title: Activity of triterpenoid glycosides from the root bark of Mussaenda macrophylla against two oral pathogens.
abstract: Four new triterpenoid glycosides were isolated from the root bark of Mussaenda macrophylla. Their structures were determined as 3-O-beta-D-glucopyranosyl-28-O-alpha-L-rhamnopyranosyl-16alpha- hydrox y-23-deoxyprotobassic acid (1), 28-O-beta-D-glucopyranosyl-16alpha-hydroxy-23-deoxyprotobassic+ ++ acid (2), 3-O-beta-D-glucopyranosyl-28-O-alpha-L-rhamnopyranosyl-16alpha- hydrox yprotobassic acid (3), and 3-O-¿[beta-D-glucopyranosyl-(1-->6)]-O-alpha-L-rhamnopyranosyl-(1-->2 )-O-beta-D-glucopyranosyl-(1-->2)¿-O-beta-D-glucopyranosyl-(1-->3)-O- beta-D-glucopyranosyl-cycloarta-22,24-dien-27-oic acid (mussaendoside W, 4). Four known triterpenoids [3-O-acetyloleanolic acid (5), 3-O-acetyldaturadiol (6), rotundic acid (7), and 16alpha-hydroxyprotobassic acid (8)] were also isolated. The structures of 1-4 were determined by several spectroscopic techniques including 2D NMR methods. Compounds 1-6 showed inhibitory activity against a periodontopathic bacterium, Porphyromonas gingivalis, but were inactive against the cariogenic organism, Streptococcus mutans.
authors.affiliation: Program for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, USA.
authors.forename: N C
authors.initials: NC
authors.lastname: Kim
authors.forename: A E
authors.initials: AE
authors.lastname: Desjardins
authors.forename: C D
authors.initials: CD
authors.lastname: Wu
authors.forename: A D
authors.initials: AD
authors.lastname: Kinghorn
mesh_terms: D002240:Carbohydrate Sequence; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D013058:Mass Spectrometry / Q000379:methods; D008826:Microbial Sensitivity Tests; D008969:Molecular Sequence Data; D009055:Mouth / Q000382:microbiology*; D018517:Plant Roots / Q000737:chemistry; D016966:Porphyromonas gingivalis / Q000187:drug effects*; D019666:Rubiaceae / Q000737:chemistry*; D013057:Spectrum Analysis; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*
chemical_list: D006027:Glycosides; D014315:Triterpenes