Pellitorine, a potential anti-cancer lead compound against HL6 and MCT-7 cell lines and microbial transformation of piperine from Piper Nigrum

Molecules. 2010 Apr 5;15(4):2398-404. doi: 10.3390/molecules15042398.

Abstract

Pellitorine (1), which was isolated from the roots of Piper nigrum, showed strong cytotoxic activities against HL60 and MCT-7 cell lines. Microbial transformation of piperine (2) gave a new compound 5-[3,4-(methylenedioxy)phenyl]-pent-2-ene piperidine (3). Two other alkaloids were also found from Piper nigrum. They are (E)-1-[3',4'-(methylenedioxy)cinnamoyl]piperidine (4) and 2,4-tetradecadienoic acid isobutyl amide (5). These compounds were isolated using chromatographic methods and their structures were elucidated using MS, IR and NMR techniques.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / metabolism*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology*
  • Benzodioxoles / chemistry
  • Benzodioxoles / metabolism*
  • Benzodioxoles / pharmacology*
  • Cell Line, Tumor
  • Fatty Acids, Unsaturated / chemistry
  • Fatty Acids, Unsaturated / isolation & purification
  • Fatty Acids, Unsaturated / pharmacology*
  • Humans
  • Piper nigrum / chemistry*
  • Piperidines / chemistry
  • Piperidines / metabolism*
  • Piperidines / pharmacology*
  • Polyunsaturated Alkamides / chemistry
  • Polyunsaturated Alkamides / isolation & purification
  • Polyunsaturated Alkamides / metabolism*
  • Polyunsaturated Alkamides / pharmacology*

Substances

  • 5-(3,4-(methylenedioxy)phenyl)-pent-2-ene piperidine
  • Alkaloids
  • Antineoplastic Agents
  • Benzodioxoles
  • Fatty Acids, Unsaturated
  • Piperidines
  • Polyunsaturated Alkamides
  • pellitorine
  • piperine