1370472-07-3Relevant academic research and scientific papers
Synthesis of large Stokes shift and narrow emission indole-triazole-carboxamide peptidomimetics via MCR-click strategy
Pathoor, Rajeena,Bahulayan
supporting information, p. 2360 - 2366 (2016/05/19)
A series of indole peptidomimetics with potential for the future emergence as efficient therapeutic agents for stage 2 Human African Trypanosomiasis (HAT) is described. The peptidomimetics are constructed based on a build-pair concept using green chemistry models like multicomponent coupling strategy and click chemistry. The photophysical properties of the molecules are promising and point to the added possibilities of these molecules for the development of optical imaging agents.
A novel green synthesis of α/β-amino acid functionalized pyrimidinone peptidomimetics using triazole ligation through click-multi-component reactions
Balan, Biny,Bahulayan
supporting information, p. 227 - 231 (2014/01/06)
An innovative synthetic pathway for the preparation of a new series of triazole-decorated dihydropyrimidinone peptidomimetics with skeletal α or β-amino acid residue is reported. The protocol involves two synthetic steps with an initial solvent-free and catalyst-free synthesis of propargylated dihydropyrimidinone precursors using Biginelli condensations. The subsequent cycloaddition reactions of pyrimidinone alkynes with small peptide like azides prepared from Ugi or alternate Mannich type multi-component reactions afforded the triazole decorated pyrimidinone peptide conjugates in excellent yield with high regio and stereospecificities. In total, a scaffold diversity contains 11 new pyrimidinone alkynes and 18 new pyrimidinone peptidomimetics were introduced into the chemical space.
A copper-catalyzed multicomponent reaction and 'click strategy' for the stereoselective synthesis of a new series of oxazolone peptidomimetics with α-acylamino amide and β-amido ketone structures
Balan, Biny,Bahulayan, Damodaran
, p. 2251 - 2266 (2014/01/06)
A novel 'click ligation' strategy for the stereoselective synthesis of a medium-size library of structurally complex and functionally diverse oxazolone peptidomimetics, which contain α-acylamino carboxamide or β-amido ketone residues, is presented. Most of these molecules have lipophilicity constant values (log P) in the qualifying range for cell permeability, and that indicates the possibilities of these new molecules to be used in the search for potential inhibitors for a broad spectrum of enzymes. Copyright
Facile and rapid green route for the synthesis of privileged peptidotriazoles based on oxazolonic acids by click fragment assembly
Balan, Biny,Bahulayan, Damodaran
, p. 1287 - 1294 (2014/01/06)
A convenient synthetic pathway to triazole-functionalized oxazolone peptidomimetics by click fragment assembly is described. The target molecules were obtained by the ligation of oxazolone-based peptides with azidopeptides via Cu(I)- catalyzed Huisgen cycloaddition reaction ("Click Chemistry").
Stereoselective synthesis of bio-hybrid amphiphiles of coumarin derivatives by Ugi-Mannich triazole randomization using copper catalyzed alkyne azide click chemistry
Pramitha,Bahulayan
supporting information; experimental part, p. 2598 - 2603 (2012/05/05)
An efficient synthesis of ester-triazole-amide amphiphiles of coumarin derivatives by triazole randomization based on click approach is described. Twenty-five small peptide azides were synthesized using Ugi or alternate Mannich-type multi-component reactions. The new azides were then used for the triazole randomization of alkyne functionalized coumarin ester under CuAAC conditions. Sixty-five new peptide bio-hybrids are obtained in near quantitative yield with high regio and stereoselectivity.
