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dc.contributor.authorSenge, Mathias
dc.date.accessioned2021-02-23T19:34:54Z
dc.date.available2021-02-23T19:34:54Z
dc.date.issued2020
dc.date.submitted2020en
dc.identifier.citationAbdel‐Mohsen, H.T., Abood, A., Flanagan, K.J., Meindl, A., Senge, M.O., El Diwani, H.I., Synthesis, crystal structure, and ADME prediction studies of novel imidazopyrimidines as antibacterial and cytotoxic agents', Archiv der Pharmazie, 2020, 353, 3, 1900271en
dc.identifier.otherY
dc.identifier.urihttp://hdl.handle.net/2262/95320
dc.description.abstractIn the present study, a novel series of polyfunctionalized imidazopyrimidines 6a–u and 9a–d were efficiently constructed by a domino reaction between 2‐imino‐6‐substituted‐2,3‐dihydropyrimidin‐4(1H)‐ones 4a–d or 8a–c and 2‐bromoacetophenones 5a–i under mild basic conditions. The synthesized series were screened for their antibacterial activity against Staphylococcus aureus and Bacillus subtilis as Gram‐positive (+) bacteria, as well as against Gram‐negative (−) bacteria Escherichia coli, Klebsiella pneumoniae, Pseudomonas aeruginosa, and Salmonella typhi. Most of the synthesized derivatives of imidazopyrimidines 6 and 9 showed remarkable selectivity against Gram(−) bacteria over the Gram(+) ones. Compounds 6c, 6f, and 6g displayed potent and broad‐spectrum antibacterial activity against all tested strains. Compounds 6f and 6g displayed promising inhibitory activity on GryB ATPase from E. coli with IC50 = 1.14 and 0.73 μM, respectively. Simultaneously, some of the synthesized imidazopyrimidines were screened for their antiproliferative activity against 60 cancer cell lines at a concentration of 10 μM. Compound 9d showed potent activity against most of the tested cell lines, with a mean growth inhibition of 37%. The ADME (absorption, distribution, metabolism, and excretion) prediction study demonstrated that the synthesized hits have, in addition to their promising chemotherapeutic activity, acceptable pharmacokinetic properties, and a drug‐likeness nature to be further developed.en
dc.language.isoenen
dc.publisherWileyen
dc.relation.ispartofseriesArchiv der Pharmazie;
dc.relation.ispartofseries353;
dc.relation.ispartofseries3;
dc.rightsYen
dc.subjectADMEen
dc.subjectAntibacterial activityen
dc.subjectAntiproliferative activityen
dc.subjectImidazopyrimidineen
dc.titleSynthesis, crystal structure, and ADME prediction studies of novel imidazopyrimidines as antibacterial and cytotoxic agentsen
dc.typeJournal Articleen
dc.contributor.sponsorScience Foundation Irelanden
dc.type.supercollectionscholarly_publicationsen
dc.type.supercollectionrefereed_publicationsen
dc.identifier.peoplefinderurlhttp://people.tcd.ie/sengem
dc.identifier.rssinternalid224222
dc.identifier.doihttp://dx.doi.org/10.1002/ardp.201900271
dc.rights.ecaccessrightsopenAccess
dc.contributor.sponsorGrantNumberIvP 13/IA/1894en


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