2010
DOI: 10.1016/j.ejmech.2010.09.049
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Post Groebke–Blackburn multicomponent protocol: Synthesis of new polyfunctional imidazo[1,2-a]pyridine and imidazo[1,2-a]pyrimidine derivatives as potential antimicrobial agents

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Cited by 84 publications
(42 citation statements)
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“…Previous data 8 suggested a mechanism of action distinct from inhibition of glutamine synthesis since transcriptional profiling experiments of Mtb H 37 Rv treated with compound 12 had suggested an effect on energy metabolism. Additionally, a set of polyfunctional imidazo[1,2- a ]pyridines was recently disclosed 22 which displayed a broader spectrum of antibacterial activity than that which was published for our 2,7-dimethylimidazo[1,2- a ]pyridine-3-carboxamide scaffold. 8 In comparison, we reported our class to be active against only select mycobacteria strains ( M. kansasii , M. bovis BCG, and M. avium , MIC’s 1.3, 0.3, 1.3 μM, respectively) while no activity (MIC > 50 μM) was seen against the Gram positive ( S. aureus ) or Gram negative ( E. coli ) organisms whereas the reported polyfunctional imidazo[1,2- a ]pyridines did have potency against both the Gram positive and Gram negative organisms (MIC’s of 0.5 and 1 μg/mL, respectively).…”
Section: Resultsmentioning
confidence: 96%
“…Previous data 8 suggested a mechanism of action distinct from inhibition of glutamine synthesis since transcriptional profiling experiments of Mtb H 37 Rv treated with compound 12 had suggested an effect on energy metabolism. Additionally, a set of polyfunctional imidazo[1,2- a ]pyridines was recently disclosed 22 which displayed a broader spectrum of antibacterial activity than that which was published for our 2,7-dimethylimidazo[1,2- a ]pyridine-3-carboxamide scaffold. 8 In comparison, we reported our class to be active against only select mycobacteria strains ( M. kansasii , M. bovis BCG, and M. avium , MIC’s 1.3, 0.3, 1.3 μM, respectively) while no activity (MIC > 50 μM) was seen against the Gram positive ( S. aureus ) or Gram negative ( E. coli ) organisms whereas the reported polyfunctional imidazo[1,2- a ]pyridines did have potency against both the Gram positive and Gram negative organisms (MIC’s of 0.5 and 1 μg/mL, respectively).…”
Section: Resultsmentioning
confidence: 96%
“…Al-Tel et al [55,56] have synthesized novel series of imidazo[1,2-a]pyridines 1.88a-c with excellent yields via Groebke-Blackburn's multicomponent reaction using corresponding various heterocyclic aldehydes 1.86a-c, 2-aminopyridine-5- A library of biologically important scaffolds 1.90a-c was generated through microwave-assisted, scandium (III) triflate-catalyzed, Groebke-Blackburn's multicomponent solvent-free synthesis of pharmaceutically useful bis-heterocyclic imidazo[1,2-a]pyridines 1.90a-c using benzimidazole linked 2-aminopyridines 1.89a-c, aldehydes and isonitriles (Scheme 20) [57].…”
Section: Reaction Of 2-aminopyridines With Nitroalkenesmentioning
confidence: 97%
“…The chemistry of heterocyclic compounds has attracted much attention in recent times due to its increasing importance in the field of pharmaceuticals and industrial chemicals (Al-Tel and Al-Qawasmeh, 2010;Shukla et al, 2012;Bode et al, 2011). In fact, the development of simple, elegant and facile methodologies for the synthesis of heterocycles is one of the most important aspects in organic synthesis.…”
Section: Introductionmentioning
confidence: 99%