title: A new ursane triterpene from Monochaetum vulcanicum that inhibits DNA polymerase beta lyase.
abstract: Bioassay-directed fractionation of a butanone extract of Monochaetum vulcanicum resulted in the isolation of a new triterpene (1) and four known compounds, ursolic acid (2), 2alpha-hydroxyursolic acid (3), 3-(p-coumaroyl)ursolic acid (4), and beta-sitosteryl-beta-d-galactoside (5). The structure of the new compound 1 was established as 3beta-acetoxy-2alpha-hydroxyurs-12-en-28-oic acid on the basis of extensive 1D and 2D NMR spectroscopic interpretation and chemical derivatization. Compounds 1-3 and 5 exhibited polymerase beta lyase activity.
authors.affiliation: Department of Chemistry, M/C 0212, Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24061-0212, USA.
authors.forename: V S Prakash
authors.initials: VS
authors.lastname: Chaturvedula
authors.forename: Zhijie
authors.initials: Z
authors.lastname: Gao
authors.forename: Shannon H
authors.initials: SH
authors.lastname: Jones
authors.forename: Xizhi
authors.initials: X
authors.lastname: Feng
authors.forename: Sidney M
authors.initials: SM
authors.lastname: Hecht
authors.forename: David G I
authors.initials: DG
authors.lastname: Kingston
mesh_terms: D000107:Acetylation; D003364:Costa Rica; D019951:DNA Polymerase beta / Q000037:antagonists & inhibitors*; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D008190:Lyases / Q000037:antagonists & inhibitors*; D035322:Melastomataceae / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D013237:Stereoisomerism; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000097245:Ursolic Acid
chemical_list: D019951:DNA Polymerase beta; D004791:Enzyme Inhibitors; D008190:Lyases; D014315:Triterpenes; D000097245:Ursolic Acid; C487192:3beta-acetoxy-2alpha-hydroxyurs-12-ene-28-oic acid