Alkaloids from Toddalia asiatica and their cytotoxic, antimicrobial and antifungal activities

Food Chem. 2014 Apr 1:148:437-44. doi: 10.1016/j.foodchem.2012.12.058.

Abstract

Phytochemical investigation of the ethanol extract from the roots of Toddalia asiatica resulted in the isolation of eight new alkaloids, 8-methoxynorchelerythrine (1), 11-demethylrhoifoline B (2), 8-methoxynitidine (3), 8-acetylnorchelerythrine (4), 8,9,10,12-tetramethoxynorchelerythrine (5), isointegriamide (6), 1-demethyl dicentrinone (7), and 11-hydroxy-10-methoxy-(2,3)-methylenedioxytetrahydroprotoberberine (8), together with 10 known alkaloids. Their structures were determined on the basis of spectroscopic analyses, including 1D-NMR, 2D-NMR, and HR-ESI-MS. The isolated components were evaluated in vitro for cytotoxic activities against eight tumor cell lines, antimicrobial activities against two Gram-positive bacteria and five Gram-negative bacteria, and antifungal activities against five pathogens. Benzo[c]phenanthridine and secobenzo[c]phenantridine alkaloids exhibited significant cytotoxic, antimicrobial and antifungal properties.

Keywords: Alkaloids; Antifungal; Antimicrobial; Cytotoxic; Rutaceae; Toddalia asiatica.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / pharmacology*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology*
  • Bacteria / drug effects
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Cytotoxins / chemistry
  • Cytotoxins / pharmacology*
  • Humans
  • Molecular Structure
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology*
  • Rutaceae / chemistry*

Substances

  • Alkaloids
  • Anti-Bacterial Agents
  • Antifungal Agents
  • Cytotoxins
  • Plant Extracts