New bioactive prenylflavonoids and dibenzocycloheptene derivative from roots of Dendrolobium lanceolatum

J Nat Prod. 2004 Jun;67(6):968-72. doi: 10.1021/np030519j.

Abstract

Two new flavanones (1 and 2), a new flavan (3), and a new rare dibenzocycloheptene derivative (4) together with a known flavan, 4'-hydroxy-2' ',2' 'dimethyl-pyranoflavan (5), were isolated from the roots of Dendrolobium lanceolatum. Their structures were established on the basis of spectral evidence, and an X-ray analysis was performed to confirm the structure of 4. Compounds 1-3 exhibited antimalarial activity with IC50 values of 2.6, 3.3, and 3.1 microg/mL, respectively. Compounds 1-5 showed moderate antimycobacterial activity with MIC values of 6.3, 12.5, 25, 25, and 50 microg/mL, respectively. In addition, 1 showed strong cytotoxicity against cancer cell lines KB, BC, and NCI-H187 with IC50 values of 1.2, 1.6, and 0.6 microg/mL, respectively, while 2 showed moderate cytotoxicity against the NCI-H187 cell line with an IC50 value of 8.1 microg/ mL.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antimalarials / chemistry
  • Antimalarials / isolation & purification*
  • Antimalarials / pharmacology
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Antitubercular Agents / chemistry
  • Antitubercular Agents / isolation & purification*
  • Antitubercular Agents / pharmacology
  • Crystallography, X-Ray
  • Dibenzocycloheptenes / chemistry
  • Dibenzocycloheptenes / isolation & purification*
  • Dibenzocycloheptenes / pharmacology
  • Drug Screening Assays, Antitumor
  • Fabaceae / chemistry*
  • Flavanones / chemistry
  • Flavanones / isolation & purification*
  • Flavanones / pharmacology
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification*
  • Flavonoids / pharmacology
  • Inhibitory Concentration 50
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Plant Roots / chemistry
  • Plants, Medicinal / chemistry*
  • Plasmodium falciparum / drug effects
  • Thailand
  • Tumor Cells, Cultured

Substances

  • Antimalarials
  • Antineoplastic Agents, Phytogenic
  • Antitubercular Agents
  • Dibenzocycloheptenes
  • Flavanones
  • Flavonoids