Synthesis of azochalcone and azoflavone derivatives from chalcone (2E)-3-[4-(dimethylamino)phenyl]-1-(2-hydroxyphenyl)prop-2-en-1-one and study the antifungal activity for some of it
Abstract
Chalcone (2E)-3-[4-(dimethylamino)phenyl]-1-(2-hydroxyphenyl)prop-2-en-1-one (A1) was prepared in a new method by the condensation of ortho-hydroxyacetophenone with Para-dimethylaminobenzaldehyde using piperidine as an organic catalyst. A new series of azochalcone and azoflavone derivatives were synthesized from the chalcone (2E)-3-[4-(dimethylamino)phenyl]-1-(2-hydroxyphenyl) prop-2-en-1-one by Diazotization - Coupling Reactions of different aromatic amines (o-aminophenol, p-aminophenol, p-aminobenzoic acid) with chalcone. This is followed by the cyclization of azochalcone compounds using iodine and dimethyl sulfoxide DMSO. The physical and spectroscopic properties of the new compounds were studied (FT-IR, 1H-NMR, 13C-NMR). The purity of the synthesized compounds was confirmed using thin layer chromatography. The biological activity was studied on two synthetic flavonoids (B5, B6) at two different concentrations (0.5 mg/ml, 0.25 mg/ml) against three types of fungi: Aspergillus flavus, Acremonium strictum, Penicillium expansum. The compounds have showed good activity against the tested fungi.
Downloads
Published
Issue
Section
License
This work is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International License.
The authors retain the copyright and grant the right to publish in the magazine for the first time with the transfer of the commercial right to the Tishreen University Journal -Basic Sciences Series
Under a CC BY- NC-SA 04 license that allows others to share the work with of the work's authorship and initial publication in this journal. Authors can use a copy of their articles in their scientific activity, and on their scientific websites, provided that the place of publication is indicted in Tishreen University Journal -Basic Sciences Series . The Readers have the right to send, print and subscribe to the initial version of the article, and the title of Tishreen University Journal -Basic Sciences Series Publisher
journal uses a CC BY-NC-SA license which mean
You are free to:
- Share — copy and redistribute the material in any medium or format
- Adapt — remix, transform, and build upon the material
- The licensor cannot revoke these freedoms as long as you follow the license terms.
- Attribution — You must give appropriate credit, provide a link to the license, and indicate if changes were made. You may do so in any reasonable manner, but not in any way that suggests the licensor endorses you or your use.
- NonCommercial — You may not use the material for commercial purposes.
- ShareAlike — If you remix, transform, or build upon the material, you must distribute your contributions under the same license as the original.
- No additional restrictions — You may not apply legal terms or technological measures that legally restrict others from doing anything the license permits.
