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dc.contributor.authorJanse van Rensburg, Helena D.
dc.contributor.authorLegoabe, Lesetja J.
dc.contributor.authorTerre'Blanche, Gisella
dc.contributor.authorAucamp, Janine
dc.date.accessioned2020-02-25T06:03:15Z
dc.date.available2020-02-25T06:03:15Z
dc.date.issued2020
dc.identifier.citationJanse van Rensburg, H.D. et al. 2020. Synthesis and evaluation of methoxy substituted 2-benzoyl-1-benzofuran derivatives as lead compounds for the development adenosine A1 and/or A2A receptor antagonists. Bioorganic chemistry, 94: #103459. [https://doi.org/10.1016/j.bioorg.2019.103459]en_US
dc.identifier.issn0045-2068
dc.identifier.issn1090-2120 (Online)
dc.identifier.urihttp://hdl.handle.net/10394/34186
dc.identifier.urihttps://www.sciencedirect.com/science/article/pii/S0045206819314361
dc.identifier.urihttps://doi.org/10.1016/j.bioorg.2019.103459
dc.description.abstractA series of fourteen methoxy substituted 2-benzoyl-1-benzofuran derivatives were synthesised and their affinities determined for adenosine A1 and A2A receptors via radioligand binding assays to establish the structure activity relationships pertinent for A1 and A2A affinity. Compound 3j (6,7-dimethoxybenzofuran-2-yl)(3-methoxyphenyl)methanone exhibited A1 affinity (A1Ki (rat) = 6.880 µM) as well as A2A affinity (A2AKi (rat) = 0.5161 µM). Compounds 3a–b & 3i–k exhibited selective affinity towards A1 with Ki values below 10 µM. The results indicate that C6,7-diOCH3 substitution on ring A in combination with meta (C3′)–OCH3 substitution on ring B is beneficial for A1 and A2A affinity and activity. Compounds 3a–b & 3j–k showed low cytotoxicity. Upon in vitro and in silico evaluation, compound 3j may be considered lead-like (i.e. a molecular entity suitable for optimization) and, thus, of value in the design of novel, potent and selective adenosine A1 and A2A receptor antagonistsen_US
dc.language.isoenen_US
dc.publisherElsevieren_US
dc.subject2-Benzoyl-1-benzofuran derivativesen_US
dc.subjectRap-Stoermer condensation reactionen_US
dc.subjectAdenosine A1 and/or A2A receptor antagonistsen_US
dc.subjectParkinson′s diseaseen_US
dc.subjectAlzheimer′s diseaseen_US
dc.titleSynthesis and evaluation of methoxy substituted 2-benzoyl-1-benzofuran derivatives as lead compounds for the development adenosine A1 and/or A2A receptor antagonistsen_US
dc.typeArticleen_US
dc.contributor.researchID12902608 - Legoabe, Lesetja Jan
dc.contributor.researchID20505698 - Aucamp, Janine
dc.contributor.researchID10206280 - Terre'Blanche, Gisella
dc.contributor.researchID23551917 - Janse van Rensburg, Helena Dorothea


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