Piperidone derivative from Dalbergia sympathetica

Magn Reson Chem. 2005 Mar;43(3):264-5. doi: 10.1002/mrc.1516.

Abstract

An alcoholic extract of Dalbergia sympathetica, on column chromatography, yielded a compound which analyzed for C(6)H(11)NO(3) (M(+) 145). The IR spectrum of the compound showed the presence of carbonyl and hydroxyl groups. PMR, (13)C and DEPT NMR spectral studies of the compound showed the presence of one N-methyl, two methine and two methylene groups. A quaternary carbon signal at delta 172.88 ppm was assigned to C-2 carbonyl of the compound. From all the above observations and also from the HMQC 2D NMR spectrum, the compound was identified as 3, 6-dihydroxy-N-methyl-2-piperidone. This is the first report of the natural occurrence of this compound from plant sources.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbon Isotopes
  • Dalbergia / chemistry*
  • India
  • Magnetic Resonance Spectroscopy / methods*
  • Magnetic Resonance Spectroscopy / standards*
  • Piperidones / analysis
  • Piperidones / chemistry*
  • Piperidones / isolation & purification
  • Piperidones / standards*
  • Protons
  • Reference Values*

Substances

  • Carbon Isotopes
  • Piperidones
  • Protons