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Anand A.,Guru Nanak Dev University | Singh P.,Guru Nanak Dev University | Mehra V.,Guru Nanak Dev University | Amandeep,Guru Nanak Dev University | And 3 more authors.
Tetrahedron Letters | Year: 2012

The Letter pertains to an unprecedented tandem Michael addition-Fries rearrangement of sorbyl anilides resulting in a convenient one pot synthesis of novel benzo[b]azocin-6-ones. The reaction is thought to proceed via a δ-lactam intermediate, earlier considered un-reactive for Fries rearrangement. The proposed mechanism was further supported by examining the reactions of α,β-unsaturated anilides. Their inability to undergo any transformation under similar reaction conditions, especially the Fries-Michael rearrangement, indirectly validated the mechanism. © 2012 Elsevier Ltd. All rights reserved. Source


Singh P.,Guru Nanak Dev University | Singh P.,Durban University of Technology | Kumar K.,Guru Nanak Dev University | Kumar V.,Guru Nanak Dev University | And 3 more authors.
Heterocycles | Year: 2012

The manuscript explicates the detailed synthetic studies on the effect of substituents at C-3 position of 2-azetidinones on the selective C-3/C-4 cleavage resulting in the diastereoselective synthesis of 2-pyridones further corroborated by computational studies. The manuscript assumes significance as the developed protocol does not suffer from the drawbacks associated with conventional methodologies viz. multistep and harsh conditions along with poor regio- and chemo selectivity and thus can be easily manipulated for the synthesis of multi-functionalized pyridine-2-ones. © 2012 The Japan Institute of Heterocyclic Chemistry. Source


Singh P.,Guru Nanak Dev University | Singh P.,Durban University of Technology | Kumar M.,Guru Nanak Dev University | Gut J.,University of California at San Francisco | And 6 more authors.
Bioorganic and Medicinal Chemistry Letters | Year: 2012

1,2,3-Triazole tethered β-lactam and 7-chloroquinoline bifunctional hybrids were synthesized and evaluated as potential antimalarial agents. Activity against cultured Plasmodium falciparum was dependent on the N-substituent of the β-lactam ring as well as the presence of bis-triazole at the C-3 position. The observed activity profiles were further substantiated by docking studies via inhibition of P. falciparum dihydrofolate reductase (PfDHFR), a potential target for the development of new anti-malarials. © 2011 Elsevier Ltd. All rights reserved. Source


Singh P.,Guru Nanak Dev University | Raj R.,Guru Nanak Dev University | Kumar V.,Guru Nanak Dev University | Mahajan M.P.,Guru Nanak Dev University | And 4 more authors.
European Journal of Medicinal Chemistry | Year: 2012

The manuscript describes the synthesis of novel 1,2,3-triazole tethered β-lactam-chalcone bifunctional hybrids via click chemistry approach utilizing azide-alkyne cycloaddition reactions and their evaluation as anticancer agents against four human cancer cell lines. The presence of a cyclohexyl substituent at N-1 of β-lactam ring and methoxy substituents, preferably ortho on ring A and para on ring B on chalcones markedly improved the anticancer profiles of the synthesized scaffolds with the most potent of the test compound exhibiting an IC 50 value of <1, 67.1, <1 and 6.37 μM against A-549(lung), PC-3(prostate), THP-1(leukemia), and Caco-2(colon) cell lines, respectively. © 2011 Elsevier Masson SAS. All rights reserved. Source

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