- Title
- Synthesis of cannibigerol, an antibiotic for methycillin resistant staphylococcus aureus, in continuous flow system
- Creator
- Koeberg, Bryce
- Subject
- Drug resistance in microorganisms
- Subject
- Cannabis -- Therapeutic use -- South Africa
- Date Issued
- 2022-04
- Date
- 2022-04
- Type
- Master's theses
- Type
- text
- Identifier
- http://hdl.handle.net/10948/55866
- Identifier
- vital:54395
- Description
- This study focuses on the development of a synthetic version of the cannabinoid cannabigerol (CBG) through continuous flow systems. The compound has exhibited antibiotic properties that have been proven to be a potent killer of gram-positive methicillin-resistant Staphylococcus aureus that drive repeat infections. The cannabinoid kills the superbug by disrupting the cell wall integrity of cells that are drug resistant. Research suggests that CBG is not effective against gram-negative multi-drug resistant bacteria. However, when CBG is administered with polymyxin B, an antibiotic that disrupts the outer membrane of gram-negative bacteria the cannabinoid compound wipes out the drug-resistant gram-negative bacteria, thus revealing the extensive medicinal potential of cannabigerol. Cannabinoids, such as CBG, are present in low yields in the plant, depending on the extraction method, usually less than 5% in most strains. Natural medicines have a low amount of active ingredients due to the lab intensive and time-consuming extraction and isolation process; this has hindered the application of natural products in drug development. A major health concern of the human consumption of cannabis plant extracted cannabinoids is that the plant may be contaminated with microbes, heavy metals and pesticides due to the lack of regulation. Thus, it is proposed that these cannabinoids are synthetically produced through the integration of microfluidic technology, eliminating the presence of pesticides, microbes and heavy metals. The proposed method would even further speed up the rate of production at a lowered cost, produce greater yields of the product compared to extraction procedures / in batch reactions and improve the purity of cannabinoid compounds. This was achieved in flow chemistry whereby the key intermediates (olivetol, a derivative of methyl 6-n-pentyl-2-hydroxy-4-oxo-cyclohex 2-ene-l-carboxylate and cannabigerol) were produced at high conversions (67%, 100% and 34% respectively) in LTF glass microreactors. Cannabigerol was successfully synthesized in flow at high yields compared to literature, however, it was further discovered that the formation of side products was a hindrance to further improvement of the obtained yield in flow.
- Description
- Thesis (MSc) -- Faculty of Science, School of Biomecular and Chemical Sciences, 2022
- Format
- computer
- Format
- online resource
- Format
- application/pdf
- Format
- 1 online resource (105 pages)
- Format
- Publisher
- Nelson Mandela University
- Publisher
- Faculty of Science
- Language
- English
- Rights
- Nelson Mandela University
- Rights
- All Rights Reserved
- Rights
- Open Access
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NMU School of BioMolecular and Chemical Sciences
| Thumbnail | File | Description | Size | Format | |||
|---|---|---|---|---|---|---|---|
| View Details Download | SOURCE1 | Koeberg, B.pdf | 3 MB | Adobe Acrobat PDF | View Details Download |