A new acylated oleanane triterpenoid from Couepia polyandra that inhibits the lyase activity of DNA polymerase beta.
Bioassay-directed fractionation of a n-hexane extract of Couepia polyandra using an assay to detect inhibitors of the lyase activity of DNA polymerase beta resulted in the isolation of the new triterpene 3beta,16beta,23-triacetoxyolean-12-en-28-oic acid (1) and four known compounds, oleanolic acid, betulinic acid, stigmasterol, and beta-sitosterol. The structure of the new compound was established on the basis of extensive 1D and 2D NMR spectroscopic interpretation. All five compounds inhibited DNA polymerase beta lyase activity.
Prakash Chaturvedula
V S
VS
Department of Chemistry, M/C 0212, Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24061-0212, USA.
Gao
Zhijie
Z
Hecht
Sidney M
SM
Jones
Shannon H
SH
Kingston
David G I
DG
D001483:Base Sequence; D045469:Chrysobalanaceae / Q000737:chemistry*; D019951:DNA Polymerase beta / Q000037:antagonists & inhibitors*; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D008190:Lyases / Q000037:antagonists & inhibitors; D008800:Mexico; D008969:Molecular Sequence Data; D019906:Nuclear Magnetic Resonance, Biomolecular; D009828:Oleanolic Acid / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D053978:Pentacyclic Triterpenes; D024301:Plant Bark / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000094062:Betulinic Acid
C482481:3beta,16beta,23-triacetoxyolean-12-en-28-oic acid; D004791:Enzyme Inhibitors; D053978:Pentacyclic Triterpenes; D014315:Triterpenes; C413246:oleanane; D009828:Oleanolic Acid; D019951:DNA Polymerase beta; D008190:Lyases; D000094062:Betulinic Acid