Cytotoxic pyranonaphthoquinones from Melloa quadrival vis (Bignoniaceae)

Nat Prod Res. 2005 Apr;19(3):217-22. doi: 10.1080/1478641042000223808.

Abstract

Three new pyranonaphthoquinones: 5-hydroxy-6-methoxy-alpha-lapachone, 5,6-dihydroxy-a-lapachone and 4',5-dihydroxy-6-methoxy-alpha-lapachone, and two known compounds: lapachol and 5,5'-dihydroxy-3',4',7-trimethoxyflavanone, were isolated from the stem bark of Melloa quadrivalvis. Their structures were established by spectrometric data, mainly 1D- and 2D-NMR and mass spectra. The methylazoetetrazolium (MTT) method using viable cells of the strain Hep2 and the strain NCIH-292 demonstrated cytotoxic activity. The CI50 was also calculated. The chloroform extract and 5-hydroxy-6-methoxy-alpha-lapachone inhibited cell growth.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Bignoniaceae / chemistry*
  • Carcinoma, Hepatocellular / pathology
  • Drug Screening Assays, Antitumor
  • Liver Neoplasms / pathology
  • Naphthoquinones / isolation & purification*
  • Naphthoquinones / pharmacology
  • Plant Bark / chemistry
  • Plant Extracts / pharmacology
  • Tumor Cells, Cultured

Substances

  • 4',5-dihydroxy-6-methoxy-alpha-lapachone
  • 5,6-dihydroxy-alpha-lapachone
  • 5-hydroxy-6-methoxy-alpha-lapachone
  • Antineoplastic Agents, Phytogenic
  • Naphthoquinones
  • Plant Extracts
  • lapachol