dc.contributor.author | Janse van Rensburg, Helena D. | |
dc.contributor.author | Legoabe, Lesetja J. | |
dc.contributor.author | Terre'Blanche, Gisella | |
dc.date.accessioned | 2020-06-11T12:02:26Z | |
dc.date.available | 2020-06-11T12:02:26Z | |
dc.date.issued | 2020 | |
dc.identifier.citation | Janse van Rensburg, H.D. et al. 2020. Synthesis and structure activity relationships of chalcone based benzocycloalkanone derivatives as adenosine a 1 and/or a 2a receptor antagonists. Drug research, 70(6):243-256. [https://doi.org/10.1055/a-1146-2996] | en_US |
dc.identifier.issn | 2194-9379 | |
dc.identifier.uri | http://hdl.handle.net/10394/34760 | |
dc.identifier.uri | https://www.thieme-connect.com/products/ejournals/abstract/10.1055/a-1146-2996 | |
dc.identifier.uri | https://doi.org/10.1055/a-1146-2996 | |
dc.description.abstract | Adenosine A1 and/or A2A receptor antagonists hold promise for the potential treatment of neurological conditions, such as Parkinson’s disease. Herein, a total of seventeen benzocycloalkanone derivatives were synthesised and evaluated for affinity towards adenosine receptors (A1 and A2A AR). The obtained results allowed for the conclusion that affinity and/or selectivity of the 2-benzylidene-1-indanone and -tetralone derivatives toward A1 and/or A2A ARs may be modulated by the nature of the substituents (either -OH, -OCH3 or morpholine) attached at position C4 of the 1-indanone core and C5 of the 1-tetralone core as well as the meta (C3’) and/or para (C4’) position(s) on ring B. Several compounds (2a–b, 3b–c and 4a–b) possessed affinity for the A1 and/or A2A AR below 10 µM. Additionally, compounds 2a, 3b and 4a were A1 AR antagonists. These results, once again, confirmed the importance of C4 methoxy-group substitution on ring A in combination with meta (C3’) and/or para (C4’) hydroxyl-group substitution ring B of the 2-benzylidene-1-indanone scaffold leading to drug-like compounds 1h and 1j with affinity in the nanomolar-range | en_US |
dc.language.iso | en | en_US |
dc.publisher | Thieme | en_US |
dc.subject | 2-Benzylidene-1-tetralone derivatives | en_US |
dc.subject | 2-Benzylidene-1-indanone derivatives | en_US |
dc.subject | Acid catalysed aldol condensation reaction | en_US |
dc.subject | Neurological conditions | en_US |
dc.title | Synthesis and structure activity relationships of chalcone based benzocycloalkanone derivatives as adenosine a 1 and/or a 2a receptor antagonists | en_US |
dc.type | Article | en_US |
dc.contributor.researchID | 12902608 - Legoabe, Lesetja Jan | |
dc.contributor.researchID | 10206280 - Terre'Blanche, Gisella | |
dc.contributor.researchID | 23551917 - Janse van Rensburg, Helena Dorothea | |