Novel polyacetylenes from Coreopsis tinctoria Nutt

J Asian Nat Prod Res. 2015;17(7):744-9. doi: 10.1080/10286020.2014.996138. Epub 2015 Jan 7.

Abstract

Phytochemical investigation of the 95% EtOH extract of Coreopsis tinctoria Nutt. resulted in the isolation of two novel polyacetylenes, (2S)-(3Z,11E)-decadiene-5,7,9-triyne-1,2-diol (1) and (2R)-(3E,11Z)-decadiene-5,7,9-triyne-1,2-diol (2), together with two known polyacetylenes (3 and 4). The structures of these novel compounds were determined by extensive two-dimensional nuclear magnetic resonance, high-resolution mass spectrometry, and optical rotation. Compounds 1, 2, and 4 were evaluated for their anti-proliferative activities against C26 cell growth and inhibitory effects on the lipo-poly-saccharides-induced nitric oxide production using murine macrophage RAW 264.7 cells. However, compounds 1, 2, and 4 just showed weak activities.

Keywords: Coreopsis tinctoria; anti-inflammation; anti-proliferation; polyacetylene; structure elucidation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Coreopsis / chemistry*
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology
  • Macrophages / drug effects
  • Mice
  • Molecular Structure
  • Nitric Oxide / biosynthesis
  • Nuclear Magnetic Resonance, Biomolecular
  • Polyynes / chemistry
  • Polyynes / isolation & purification*
  • Polyynes / pharmacology

Substances

  • Drugs, Chinese Herbal
  • decadiene-5,7,9-triyne-1,2-diol
  • Polyynes
  • Nitric Oxide