Lipoxygenase inhibitory sphingolipids from Launaea nudicaulis |
| |
| Authors: | Naheed Riaz Shehla Parveen Muhammad Saleem Muhammad Shaiq Ali Abdul Malik Muhammad Ashraf |
| |
| Institution: | 1. Department of Chemistry , Baghdad-ul-Jadeed Campus, The Islamia University of Bahawalpur , 63100 , Bahawalpur , Pakistan;2. HEJ Research Institute of Chemistry, International Centre for Chemical and Biological Sciences (ICCBS), University of Karachi , Karachi , 75270 , Pakistan;3. Department of Biochemistry and Biotechnology , Baghdad-ul-Jadeed Campus, The Islamia University of Bahawalpur , Bahawalpur , 63100 , Pakistan |
| |
| 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. |
| |
| Keywords: | Launaea nudicaulis sphingolipids secondary metabolite lipoxygenase inhibition |
|
|
