title: A novel caryophyllene type sesquiterpene lactone from Asparagus falcatus (Linn.); structure elucidation and anti-angiogenic activity on HUVECs.
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 P2(1)2(1)2(1) with a = 6.37360(10), b = 7.6890(2), c = 27.3281(6) Å, 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 (IC(50) 1.82 μM), migration and tube formation of HUVECs.
authors.affiliation: School of Industrial Technology, Universiti Sains Malaysia, 11800 Minden, Pulau Pinang, Malaysia. raza2005communications@gmail.com
authors.forename: Raza Murad
authors.initials: RM
authors.lastname: Ghalib
authors.forename: Rokiah
authors.initials: R
authors.lastname: Hashim
authors.forename: Othman
authors.initials: O
authors.lastname: Sulaiman
authors.forename: Sayed Hasan
authors.initials: SH
authors.lastname: Mehdi
authors.forename: Arto
authors.initials: A
authors.lastname: Valkonen
authors.forename: Kari
authors.initials: K
authors.lastname: Rissanen
authors.forename: Srećko R
authors.initials: SR
authors.lastname: Trifunović
authors.forename: Mohamed B
authors.initials: MB
authors.lastname: Khadeer Ahamed
authors.forename: Amin Malik Shah Abdul
authors.initials: AM
authors.lastname: Majid
authors.forename: Fumio
authors.initials: F
authors.lastname: Kawamura
mesh_terms: D020533:Angiogenesis Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D027761:Asparagus Plant / Q000737:chemistry*; D002465:Cell Movement / Q000187:drug effects; D049109:Cell Proliferation / Q000187:drug effects; D061307:Human Umbilical Vein Endothelial Cells / Q000166:cytology / Q000187:drug effects*; D006801:Humans; D007783:Lactones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D008958:Models, Molecular; D008968:Molecular Conformation; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes / Q000737:chemistry*; D042461:Vascular Endothelial Growth Factor A / Q000494:pharmacology
chemical_list: D020533:Angiogenesis Inhibitors; D007783:Lactones; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes; D042461:Vascular Endothelial Growth Factor A; C024714:caryophyllene