Affiliation:
1. Shiraz University of Medical Sciences
2. Bushehr University of Medical Sciences
3. Christian-Albrechts- Universität zu Kiel
4. Agricultural Research, Education and Extension Organization
Abstract
Abstract
Anti-diabetic potential of a brown alga, Padina tetrastromatica, from the coastline of the Persian Gulf, using bioassay-guided purification approach yielded the most active α-glucosidase inhibitor agents as fatty acids. Initially, the yeast’s α-glucosidase inhibition of the MeOH and 80% MeOH extracts were evaluated via a colorimetric assay. The liquid-liquid fractionation of 80% MeOH extract, as the most potent α-glucosidase inhibitor, resulted in four fractions, n-hexane, ethyl acetate, n-butanol and water. Hexane and ethyl acetate fractions were selected for further studies, with the IC50 values of 38.0 ± 0.3 µg/mL and 53.7 ± 2.6 µg/mL, respectively. Followed by investigating α-glucosidase inhibition of the sub-fractions from the hexane fraction, using flash column chromatography, F18-21 selected as the most potent enzyme inhibitor. After further purifications of F18-21 by semi preparative HPLC, the mentioned fraction and two purified compounds, 8-octadecenoic acid (8) and all-cis-5,8,11,14-eicosatetraenoic acid (10) were subjected to GC-MS analysis for the identification. In addition, 1D and 2D NMR evaluations were performed for characterisation of 8-octadecenoic acid. Furthermore, three fatty acids, all-cis-8,11,14,17-eicosatetraenoic acid (6), cis-9,12-octadecadienoic acid (7), and all-cis-5,8,11,14,17-eicosapentaenoic acid (11), were isolated from the ethyl acetate fraction and identified, by HPLC and GC-MS techniques, respectively. Finally, α-glucosidase inhibition percent of the purified fatty acids were evaluated in two concentrations in the microplates, which showed their great potential for further investigations as anti-diabetic agents, in comparison with acarbose, as the positive control. Furthermore, molecular docking analysis and MD simulation were applied to investigate the structure activity of the purified compounds.
Publisher
Research Square Platform LLC
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