Natural products play a fundamental role in modern drug discovery as they continue providing diverse bioactive lead compounds for new drug formulation. However, isolation of these valued compounds is problematic. On the other hand, the morbidity and mortality rates caused by non-communicable diseases are increasing with improved longevity. Thus, the study herein focused on the isolation of plant-derived compounds from Syzygium aromaticum and evaluated their biological properties. Syzygium aromaticum is a well-known plant which belongs to family Myrtaceae. Dried flower buds of S. aromaticum were subjected to sequential solvent extraction. The ethyl acetate extract (15.535 g) was subjected to column chromatography using a silica gel (0.063-0.200 mm) for isolation. This has led to the isolation of three distinct compounds that were identified as eugenol, maslinic acid (MA) and oleanolic acid (OA). The structural elucidation of these valued compounds was done using NMR, GC-MS, LC-MS, FT-IR and Mp. Further semi-synthesis of the oleanolic acid afforded acetate and ester OA-derived compounds with better solubility properties. All these compounds were evaluated for analgesic and anti-inflammatory properties. All tested compounds were administered at a dose of 40 mg/kg to both Wistar rats and Swiss mice. Significant (p<0.01) analgesic and anti-inflammatory properties are obtained for all compounds. The effects of eugenol in all experiment were better except in the thermal-induced pain or tail flick test. In the case of modified compounds, the formalin induced pain test disclosed that oleanane derived compounds confessed analgesic and anti-inflammatory effects better than OA, whereas, in tale flick test oleanolic acid proved superior analgesic effects compared to all its derivatives with the exception of the acetyl-derivative. Acute anti-inflammatory test showed that acetyl-derivatives were more active than other compounds. In conclusion, chromatographic techniques and semi-synthesise of oleanolic acid have resulted to several plant-derived compounds with analgesic and anti-inflammatory properties. The semi-synthesized compounds may serve as alternative drug candidates for new analgesic and anti-inflammatory drug formulation
| Identifer | oai:union.ndltd.org:netd.ac.za/oai:union.ndltd.org:ufh/vital:11352 |
| Date | January 2014 |
| Creators | Sibusiso, Rali |
| Publisher | University of Fort Hare, Faculty of Science & Agriculture |
| Source Sets | South African National ETD Portal |
| Language | English |
| Detected Language | English |
| Type | Thesis, Masters, MSc (Chemistry) |
| Format | 166 leaves; 30 cm, pdf |
| Rights | University of Fort Hare |
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