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RESEARCH PRODUCT

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

Amin Malik Shah Abdul MajidFumio KawamuraRokiah HashimMohamed B. Khadeer AhamedRaza Murad GhalibArto ValkonenKari RissanenOthman SulaimanSrećko R. TrifunovićSayed Hasan Mehdi

subject

Models MolecularVascular Endothelial Growth Factor AStereochemistryMolecular ConformationAngiogenesis InhibitorsSesquiterpene lactoneUmbilical veinLactoneschemistry.chemical_compoundCell MovementDrug DiscoveryHuman Umbilical Vein Endothelial CellsHumansta116Cell ProliferationAsparagus falcatusPolycyclic SesquiterpenesPharmacologychemistry.chemical_classificationTube formationbiologyHydrogen bondCaryophylleneOrganic ChemistryGeneral Medicinebiology.organism_classificationchemistryOrthorhombic crystal systemAsparagus PlantSesquiterpenesTwo-dimensional nuclear magnetic resonance spectroscopy

description

Abstract 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, EI–MS, HR–ESI–MS and X-ray single crystal diffraction analysis. The aspfalcolide crystallizes in the orthorhombic space group P212121 with a = 6.37360(10), b = 7.6890(2), c = 27.3281(6) A, α = β = γ = 90° and Z = 4. One intermolecular O–H⋯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 μM), migration and tube formation of HUVECs.

yearjournalcountryeditionlanguage
2011-04-22European Journal of Medicinal Chemistry
https://doi.org/10.1016/j.ejmech.2011.10.037