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- Title
Lipoxygenase inhibitory sphingolipids from Launaea nudicaulis.
- Authors
Riaz, Naheed; Parveen, Shehla; Saleem, Muhammad; Ali, MuhammadShaiq; Malik, Abdul; Ashraf, Muhammad; Afzal, Iftikhar; Jabbar, Abdul
- Abstract
Four new sphingolipids: nudicaulin A [(2S,3S,4R,14E)-2-{[octadecanoyl]amino}tetraeicos-14-ene-1,3,4-triol; 1], nudicaulin B [(2S,3S,4R,14E)-2-{[(2R)-2-hydroxyoctadecanoyl]amino}tetraeicos-14-ene-1,3,4-triol; 2], nudicaulin C [(2S,3S,4R,14E)-2-{[(2R)-2-hydroxyoctadecanoyl]amino}tetraeicos-14-ene-1,3,4-triol-1-O-β-d-glucopyranoside; 3], and nudicaulin D [(2S,3S,4R)-2-{[(2R,3S,12E)-2,3-dihydroxyeicos-12-enoyl]amino}octadecane-1,3,4-triol; 4] together with 1-hexatriacontanol, β-sitosterol, octadecyl 4-hydroxycinnamate, elaidic acid, cholesta-5,22-diene-3,7-diol, oleanolic acid, apigenin, and β-sitosterol 3-O-β-d-glucopyranoside were isolated from the methanolic extract of the whole plant of Launaea nudicaulis. Their structures were elucidated using 1H and 13C NMR spectra and 2D NMR analyses (HMQC, HMBC, and COSY) in combination with mass spectrometry (EI-MS, HR-EI-MS, FAB-MS, and HR-FAB-MS) experiments and comparison with literature data of related compounds. Compounds 1–4 displayed moderate inhibitory potential against enzyme lipoxygenase in concentration-dependent manner with IC50 value ranges 103–193 μM.
- Subjects
CHROMATOGRAPHIC analysis; LIPID analysis; BIOLOGICAL assay; LIPIDS; MASS spectrometry; MOLECULAR structure; NUCLEAR magnetic resonance spectroscopy; OXIDOREDUCTASES; PHARMACEUTICAL chemistry; RESEARCH funding; PLANT extracts; DATA analysis software; DESCRIPTIVE statistics; IN vitro studies; CHEMICAL inhibitors
- Publication
Journal of Asian Natural Products Research, 2012, Vol 14, Issue 6, p545
- ISSN
1028-6020
- Publication type
Academic Journal
- DOI
10.1080/10286020.2012.680440