Structural Characterization and Anti-infective Activity of 9,10-Seco-29-norcycloartane Glycosides Isolated from the Flowers of the Peruvian Medicinal Plant Cordia lutea

J Nat Prod. 2019 Dec 27;82(12):3233-3241. doi: 10.1021/acs.jnatprod.9b00149. Epub 2019 Dec 4.

Abstract

Six new secocycloartane glycosides (1-6) were isolated from the ethanol extract of the flowers of Cordia lutea Lam. on the basis of bioassay-guided fractionation. Their structures were determined by the application of NMR and MS data analyses together with X-ray crystallographic analyses for compounds 1 and 2. Compounds 1-6 represent the first examples of 9,10-seco-29-norcycloartane glycosides. These compounds showed significant in vitro anti-Helicobacter pylori activity, and no activity against either Escherichia coli or Pseudomonas aeruginosa. Significant activity was observed for 5 and 6 against Staphylococcus aureus. All compounds displayed weak cytotoxicity against RAW 264.7 cells. The in vitro antileishmanial and antiplasmodial activities of 1-6 were also evaluated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Antiprotozoal Agents / chemistry*
  • Antiprotozoal Agents / isolation & purification
  • Antiprotozoal Agents / pharmacology*
  • Cordia / chemistry*
  • Crystallography, X-Ray
  • Flowers / chemistry*
  • Glycosides / chemistry*
  • Glycosides / isolation & purification
  • Glycosides / pharmacology*
  • Mice
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Plants, Medicinal / chemistry*
  • Plasmodium falciparum / drug effects
  • RAW 264.7 Cells
  • Spectrum Analysis / methods

Substances

  • Anti-Bacterial Agents
  • Antiprotozoal Agents
  • Glycosides