Isolation of diverse bioactive compounds from Euphorbia balsamifera: Cytotoxicity and antibacterial activity studies |
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| Authors: | Salha M Aljubiri Samir A. Mahgoub Abdulrahman I. Almansour Mohamed Shaaban Kamel H. Shaker |
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| Affiliation: | 1. Department of Chemistry, College of Science, King Saud University, Riyadh, P.O. Box 2455, Riyadh 11451, Saudi Arabia;2. Department of Chemistry, College of Science, University of Bisha, Bisha 61922, P.O. Box 551, Saudi Arabia;3. Agricultural Microbiology Department, Faculty of Agriculture, Zagazig University, Zagazig 44511, Egypt;4. Chemistry of Natural Compounds Department, Pharmaceutical and Drug Industries Research Division, National Research Center, El-Behoos st., Dokki-Cairo 12622, Egypt |
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| Abstract: | Antibacterial and cytotoxic activities of Euphorbia balsamifera, fractions and pure compounds were evaluated. The cytotoxic assays for HCT116, HePG2 and MCF7 showed a significant IC50: 54.7 and 76.2 µg/mL of non-polar fraction “n-hexane” against HCT116 and HePG2, respectively. Antibacterial results revealed that plant fractions exhibited significant potential against the tested pathogens than the total extract where n-butanol and ethyl acetate fractions showed significant antibacterial activity (P < 0.05) against tested bacterial strains. Isolation and structure determination of compounds from n-hexane and n-butanol fractions were performed. From n-hexane fraction, 29-nor-cycloartanol (1), lanost-8-en-3-ol (2a), cycloartanol (2b) and kampferol-3,4'-dimethyl ether (3) were isolated and structurally identified, along with 24 compounds were tentatively identified by GC–MS. From the polar n-butanol fraction, 4-O-β-D-glucopyranosyl-2-hydroxy-6-methoxyacetophenone (4), 4-O-α-L-rhamnosyl-(1 → 6)-β-D-glucopyranosyl-2-hydroxy-6methoxy-acetophenone (5), quercetin-3-O-glucopyranoside (6) and isoorientin (7) were assigned. Structures of the obtained compounds were determined by nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry. Except compounds 1 and 5, all reported compounds announced antibacterial efficiency. Compound 2 showed selectively the highest activity against Enterococcus faecalis (22 ± 0.13 mm), meanwhile 4-O-β-D-glucopyranosyl-2-hydroxy-6-methoxyacetophenone (4) showed broadly the highest antibacterial activity with MIC of 1.15–1.88 mg/mL against the test Gram-positive and Gram-negative bacteria. Cytotoxic assays indicated that kampferol-3,4'-dimethyl ether (3) exhibited the highest activity with matching IC50 values to doxorubicin; 111.46, 42.67 and 44.90 µM against HCT116, HePG2 and MCF7, respectively, however, it is toxic on retina normal cell line RPE1. |
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| Keywords: | Isolation GC–MS Spectroscopy Cytotoxicity Antibacterial Euphorbia balsamifera Asir region Doublet Doublet of doublet DEPT" },{" #name" :" keyword" ," $" :{" id" :" k0065" }," $$" :[{" #name" :" text" ," _" :" Distortionless enhancement by polarization transfer ESIMS" },{" #name" :" keyword" ," $" :{" id" :" k0085" }," $$" :[{" #name" :" text" ," _" :" Electrospray Ionization Mass Spectrometry GC–MS" },{" #name" :" keyword" ," $" :{" id" :" k0095" }," $$" :[{" #name" :" text" ," _" :" Gas Chromatogrphy/ Mass Spectrometry Proton Correlation Spectrometry HMBC" },{" #name" :" keyword" ," $" :{" id" :" k0115" }," $$" :[{" #name" :" text" ," _" :" Hetero-nuclear multiple bond correlation spectroscopy HMQC" },{" #name" :" keyword" ," $" :{" id" :" k0125" }," $$" :[{" #name" :" text" ," _" :" Hetero-nuclear multiple quantum correlation spectroscopy HSQC" },{" #name" :" keyword" ," $" :{" id" :" k0135" }," $$" :[{" #name" :" text" ," _" :" Heteronuclear single quantum coherence spectroscopy HCT116" },{" #name" :" keyword" ," $" :{" id" :" k0145" }," $$" :[{" #name" :" text" ," _" :" Colon cell line HePG2" },{" #name" :" keyword" ," $" :{" id" :" k0155" }," $$" :[{" #name" :" text" ," _" :" Human hepatocellular carcinoma cell line Coupling Constant MCF7" },{" #name" :" keyword" ," $" :{" id" :" k0175" }," $$" :[{" #name" :" text" ," _" :" Human Caucasian breast adenocarcinoma MTT" },{" #name" :" keyword" ," $" :{" id" :" k0185" }," $$" :[{" #name" :" text" ," $$" :[{" #name" :" __text__" ," _" :" Colorimetric" },{" #name" :" hsp" ," $" :{" sp" :" 0.25" }},{" #name" :" __text__" ," _" :" assay" },{" #name" :" hsp" ," $" :{" sp" :" 0.25" }},{" #name" :" __text__" ," _" :" for measuring cell metabolic activity as an indicator of cell viability, proliferation, and cytotoxicity TLC" },{" #name" :" keyword" ," $" :{" id" :" k0195" }," $$" :[{" #name" :" text" ," _" :" Thin-layer Chromatography δ" },{" #name" :" keyword" ," $" :{" id" :" k0205" }," $$" :[{" #name" :" text" ," _" :" Chemical shift (in ppm) |
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