dc.contributor.author | Van der Walt, M.M. | |
dc.contributor.author | Terre'Blanche, G. | |
dc.date.accessioned | 2017-03-20T08:35:33Z | |
dc.date.available | 2017-03-20T08:35:33Z | |
dc.date.issued | 2017 | |
dc.identifier.citation | Van der Walt, M.M. & Terre'Blanche, G. 2017. Selected C8 two-chain linkers enhance the adenosine A1/A2A receptor affinity and selectivity of caffeine. European journal of medicinal chemistry, 125:652-656. [https://doi.org/10.1016/j.ejmech.2016.09.072] | en_US |
dc.identifier.issn | 0223-5234 | |
dc.identifier.issn | 1768-3254 (Online) | |
dc.identifier.uri | http://hdl.handle.net/10394/20886 | |
dc.identifier.uri | https://www.sciencedirect.com/science/article/pii/S022352341630808X | |
dc.identifier.uri | https://doi.org/10.1016/j.ejmech.2016.09.072 | |
dc.description.abstract | Recent research exploring C8 substitution on the caffeine core identified 8-(2-phenylethyl)-1,3,7-trimethylxanthine as a non-selective adenosine receptor antagonist. To elaborate further, we included various C8 two-chain-length linkers to enhance adenosine receptor affinity. The results indicated that the unsubstituted benzyloxy linker (1e A1Ki = 1.52 μM) displayed the highest affinity for the A1 adenosine receptor and the para-chloro-substituted phenoxymethyl (1d A2AKi = 1.33 μM) linker the best A2A adenosine receptor affinity. The position of the oxygen revealed that the phenoxymethyl linker favoured A1 adenosine receptor selectivity over the benzyloxy linker and, by introducing a para-chloro substituent, A2A adenosine receptor selectivity was obtained. Selected compounds (1c, 1e) behaved as A1 adenosine receptor antagonists in GTP shift assays and therefore represent selective and non-selective A1 and A2A adenosine receptor antagonists that may have potential for treating neurological disorders | en_US |
dc.language.iso | en | en_US |
dc.publisher | Elsevier | en_US |
dc.subject | Caffeine | en_US |
dc.subject | Adenosine A2A receptor antagonist | en_US |
dc.subject | Adenosine A1 receptor antagonist | en_US |
dc.subject | 1,3,7-trimethylxanthine | en_US |
dc.subject | Parkinson's disease | en_US |
dc.title | Selected C8 two-chain linkers enhance the adenosine A1/A2A receptor affinity and selectivity of caffeine | en_US |
dc.type | Article | en_US |
dc.contributor.researchID | 13035134 - Van der Walt, Mietha Magdalena | |
dc.contributor.researchID | 10206280 - Terre'Blanche, Gisella | |