The isolation of bioactive flavonoids from Jacaranda obtusifolia H. B. K. ssp. rhombifolia (G. F. W. Meijer) Gentry

Acta Pharm. 2012 Jun;62(2):181-90. doi: 10.2478/v10007-012-0014-1.

Abstract

The paper describes the bioassay-guided isolation, structure elucidation and anticancer evaluation of five flavonoids (-)-liquiritigenin (1), (-)-neoliquiritin (2), isoliquiritigenin (3), isoliquiritin (4) and formononetin (5) from the twigs of Jacaranda obtusifolia H. B. K. ssp. rhombifolia (G. F. W. Meijer) Gentry. The structures were elucidated based on ¹H, ¹³C NMR, comprehensive 2D NMR, MS analyses and comparison with previously reported spectral data. Compounds 1 and 3 were demonstrated to be inhibitory in vitro against NCI-H187 (small cell lung cancer) with IC₅₀ values of 30.1 and 16.6 μg mL⁻¹, respectively. The isolates were non-cytotoxic to Vero cells (African green monkey kidney).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents, Phytogenic / adverse effects
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Bignoniaceae / chemistry*
  • Cell Line, Tumor
  • Chalcones / adverse effects
  • Chalcones / chemistry
  • Chalcones / isolation & purification
  • Chalcones / pharmacology
  • Chlorocebus aethiops
  • Drug Discovery*
  • Flavanones / adverse effects
  • Flavanones / chemistry
  • Flavanones / isolation & purification
  • Flavanones / pharmacology
  • Flavonoids / adverse effects
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification*
  • Flavonoids / pharmacology*
  • Humans
  • Inhibitory Concentration 50
  • Lung Neoplasms / drug therapy
  • Medicine, Traditional
  • Molecular Structure
  • Plant Extracts / adverse effects
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Plant Stems / chemistry*
  • Small Cell Lung Carcinoma / drug therapy
  • South America
  • Thailand
  • Vero Cells

Substances

  • Antineoplastic Agents, Phytogenic
  • Chalcones
  • Flavanones
  • Flavonoids
  • Plant Extracts
  • isoliquiritigenin
  • liquiritigenin