4.7 Article

A novel caryophyllene type sesquiterpene lactone from Asparagus falcatus (Linn.); Structure elucidation and anti-angiogenic activity on HUVECs

Journal

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
Volume 47, Issue -, Pages 601-607

Publisher

ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
DOI: 10.1016/j.ejmech.2011.10.037

Keywords

Asparagus falcatus (Linn.); Aspfalcolide; Crystal structure; Anti-angiogenic activity; HUVECs

Funding

  1. Universiti Sains Malaysia (USM) [1001/PTEKIND/8140152]
  2. Ministry of Science and Technological Development of the Republic Serbia [172016]
  3. Academy of Finland [212588]
  4. University of jyvaskyla

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In this study the novel caryophyllene type sesquiterpene lactone (aspfalcolide) has been isolated from the leaves of Asparagus falcatus (Linn.) and characterized by IR, 1D NMR, 2D NMR, El-MS, HR-ESI-MS and X-ray single crystal diffraction analysis. The aspfalcolide crystallizes in the orthorhombic space group P2(1)2(1)2(1) with a = 6.37360(10), b = 7.6890(2), c = 27.3281(6) angstrom, alpha = beta = gamma = 90 degrees and Z = 4. One inter-molecular O-H center dot center dot center dot O hydrogen bond enforces these natural molecules to form infinite chains through the crystal. Aspfalcolide was screened for its anti-angiogenic activity in human umbilical vein endothelial cells (HUVECs) and the result showed the remarkable inhibitory effect of aspfalcolide on the proliferation (IC50 1.82 mu M), migration and tube formation of HUVECs. (C) 2011 Elsevier Masson SAS. All rights reserved.

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