dc.contributor.advisor |
Ramaite, I. D. I. |
|
dc.contributor.advisor |
Puka, L. R. |
|
dc.contributor.author |
Malusela, Thisundiwi |
|
dc.date |
2023 |
|
dc.date.accessioned |
2023-11-08T20:12:54Z |
|
dc.date.available |
2023-11-08T20:12:54Z |
|
dc.date.issued |
2023-10-05 |
|
dc.identifier.citation |
Malusela, T. (2023). Synthesis of Novel 6, 8-Distributed-Chromone-3-Carboxamides and their evaluation as potential anti-tuberculosis agents. University of Venda, Thohoyandou, South Africa.<http://hdl.handle.net/11602/2625>. |
|
dc.identifier.uri |
http://hdl.handle.net/11602/2625 |
|
dc.description |
MSc (Chemistry) |
en_ZA |
dc.description |
Department of Chemistry |
|
dc.description.abstract |
This project focusses on the synthesis of novel 6,8-disubstituted-chromone-3-carboxamides
and their evaluation as potential anti-tuberculosis agents.
In this study, four 3-iodo-5-substituted-2-hydroxyacetophenones (58A-D) and three 3-bromo-
5-substituted-2-hydroxyacetophenones (63A-C) were successfully synthesized from 5-
substituted-2-hydroxyacetophenones (57A-D). The Vilsmeier-Haack reaction was used to
synthesize the 8-iodo-6-substituted-chromone-3-carbaldehydes and 8-bromo-6-substitutedchromone-
3-carbaldehydes from the 3-iodo/bromo-5-substituted-2-hydroxyacetophenones.
These compounds were treated with sodium chlorite and sulfamic acid to afford corresponding
chromone-3-carboxylic acids.
Recrystallization with either ethanol or methanol was used to purify the synthesized
compounds. All compounds were synthesized in good to excellent yields. The yields of the 3-
iodo-5-substituted-2-hydroxyacetophenones (58A-D) ranged from 55 - 75 %, the 3-bromo-5-
substituted-2-hydroxyacetophenones (63A-C) were synthesized with yields from 66 - 87 %,
the percentage yields are significantly different probably because different methods were used.
The yields of the 8-iodo-6-substituted-chromone-3-carbadehydes (59A-D) ranged from 78 –
90 %, the 8-bromo-6-substituted-chromone-3-carbaldehydes (64A-C) with yields from 85 - 87
%, 8-bromo-6-substuted-chromone-3-carboxylic acids from 47 – 52 %, and chromone-3-
carboxylic acid afforded a yield of 57 %.
1H NMR, 13C NMR and FTIR spectroscopic techniques were used to characterize synthesized
compounds and also confirmed by melting points for compounds reported in literature. |
en_ZA |
dc.description.sponsorship |
National Research Foundation (NRF) |
en_ZA |
dc.format.extent |
1 online resource () |
|
dc.format.extent |
1 online resource (xi, 86 leaves) : illustrations (some color) |
|
dc.language.iso |
en |
en_ZA |
dc.relation.requires |
PDF |
|
dc.rights |
University of Venda |
|
dc.subject |
Synthesis |
en_ZA |
dc.subject |
Chromones |
en_ZA |
dc.subject |
Chromone-3-Carboxamides |
en_ZA |
dc.subject |
Biological activities |
en_ZA |
dc.subject |
Anti-tuberculosis |
en_ZA |
dc.subject.ddc |
616.995 |
|
dc.subject.lcsh |
Tuberculosis |
|
dc.subject.lcsh |
Tuberculosis -- Prevention |
|
dc.subject.lcsh |
Tuberculosis -- Vaccination |
|
dc.subject.lcsh |
Tuberculosis vaccines |
|
dc.title |
Synthesis of Novel 6, 8-Distributed-Chromone-3-Carboxamides and their evaluation as potential anti-tuberculosis agents |
en_ZA |
dc.type |
Dissertation |
en_ZA |