Sesquiterpene lactones from Mikania micrantha and Mikania cordifolia and their cytotoxic and anti-inflammatory evaluation

Fitoterapia. 2014 Apr:94:155-63. doi: 10.1016/j.fitote.2014.02.006. Epub 2014 Feb 22.

Abstract

The guaianolide 8-epi-mikanokryptin (1) and the melampolide 11Hβ-11,13-dihydromicrantholide (2) along with known sesquiterpene lactones (3-13) and other constituents were isolated from the aerial parts of different populations of Mikania micrantha and Mikania cordifolia collected in several states of Mexico. The relative and absolute configurations of 1 were determined by X-ray diffraction and CD analysis, respectively. Considering the (1)H and (13)C NMR chemical shift similarities and the H-H coupling constant values, a [(1)D(14), (15)D5] conformation was established for micrantholides (2, 8-13). We tested nearly all the sesquiterpene lactones for antiproliferative activity in human cancer cell lines, and they exhibited moderate activity. Additionally, in a mouse ear model of edema induced by TPA, the anti-inflammatory activities were marginal.

Keywords: Anti-inflammatory activity; Cytotoxic activity; Mikania cordifolia; Mikania micrantha; Sesquiterpene lactones.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry*
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Crystallography, X-Ray
  • Disease Models, Animal
  • Edema
  • Humans
  • Inhibitory Concentration 50
  • Lactones / chemistry*
  • Lactones / isolation & purification
  • Lactones / pharmacology
  • Magnetic Resonance Spectroscopy
  • Mice
  • Mikania / chemistry*
  • Molecular Structure
  • Plant Components, Aerial / chemistry
  • Plant Extracts / chemistry*
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology
  • Sesquiterpenes, Guaiane / chemistry
  • Sesquiterpenes, Guaiane / isolation & purification
  • Sesquiterpenes, Guaiane / pharmacology

Substances

  • 11Hbeta-11,13-dihydromicrantholide
  • 8-epi-mikanokryptin
  • Anti-Inflammatory Agents
  • Lactones
  • Plant Extracts
  • Sesquiterpenes
  • Sesquiterpenes, Guaiane