Tools
ToolsRudyk, Hélène, Knaggs, Michael H., Vasiljevic, Snezana, Hope, James, Birkett, Chris and Gilbert, Ian H. (2003) Synthesis and evaluation of analogues of congo red as potential compounds against transmissible spongiform encephalopathies. European Journal of Medicinal Chemistry, 38 (6). pp. 567-579. ISSN 0223-5234
Full text not available from this repository. (Request a copy)Abstract
The synthesis of analogues of the amyloid stain Congo red (1) as potential compounds against transmissible spongiform encephalopathies (TSEs) is reported. Using the direct method, aniline (2) or diamines such as 4,4′-diaminodiphenylsulfone (dapsone, 9), 3,3′-diaminodiphenylsulfone (10), benzidine (11), 3,3′-dimethoxybenzidine (12) or 3,3′-dichlorobenzidine (13) were diazotised to afford the corresponding diazonium salts, which without isolation, were directly used for coupling with a range of aromatic sulfonic or carboxylic acids to provide the corresponding truncated dyes analogues of Congo red, 4, 6, 8, and the symmetrical bis azoic dyes 14-19, 21-22, 24 and 26-29 as their sodium salts. Compounds were assayed in a cellular model of scrapie, a sheep TSE. Some of the compounds were shown to have similar activity to the lead compound Congo red. Molecular modelling was carried out to investigate potential structure-activity relationships (SARs) relating to the size and shape of Congo Red analogues. Within the range of compounds tested no discernible SARs were found.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | azo dyes,prions,tse,pharmacology,drug discovery,organic chemistry ,/dk/atira/pure/subjectarea/asjc/3000/3004 |
| Faculty \ School: | Faculty of Science > School of Biological Sciences |
| Related URLs: | |
| Depositing User: | LivePure Connector |
| Date Deposited: | 05 Dec 2025 13:30 |
| Last Modified: | 10 Dec 2025 14:30 |
| URI: | https://ueaeprints.uea.ac.uk/id/eprint/101280 |
| DOI: | 10.1016/S0223-5234(03)00081-3 |
Actions (login required)
 |
View Item |