Constituents of the stem bark of Pongamia pinnata with the potential to induce quinone reductase

J Nat Prod. 2003 Sep;66(9):1197-202. doi: 10.1021/np030207g.

Abstract

Activity-guided fractionation of the petroleum ether and ethyl acetate extracts of the stem bark of Pongamia pinnata, using cultured Hepa 1c1c7 mouse hepatoma cells to evaluate quinone reductase (QR) inducing activity, led to the isolation of four new flavanone derivatives (1-4), one new flavone (5), one new chalcone (6), and 13 known compounds of the flavonoid, terpenoid, and fatty acid types. The structures of 1-6 were characterized on the basis of the interpretation of their spectroscopic data. The absolute stereochemistry of compounds 1-4 was determined from their CD data and by Mosher ester determination. All isolates obtained were evaluated in the quinone reductase induction assay.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Anticarcinogenic Agents / chemistry
  • Anticarcinogenic Agents / isolation & purification*
  • Anticarcinogenic Agents / pharmacology
  • Carcinoma, Hepatocellular
  • Enzyme Induction
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification*
  • Flavonoids / pharmacology
  • Indonesia
  • Mice
  • Millettia / chemistry*
  • Molecular Structure
  • NAD(P)H Dehydrogenase (Quinone) / biosynthesis*
  • NAD(P)H Dehydrogenase (Quinone) / metabolism
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Bark / chemistry
  • Plant Stems / chemistry
  • Plants, Medicinal / chemistry*
  • Stereoisomerism
  • Tumor Cells, Cultured / drug effects

Substances

  • Anticarcinogenic Agents
  • Flavonoids
  • NAD(P)H Dehydrogenase (Quinone)