Issue 98, 2016, Issue in Progress

An efficient synthesis of 1,3-dimethyl-5-(2-phenyl-4H-chromen-4-ylidene) pyrimidine-2,4,6(1H,3H,5H)-triones and investigation of their interactions with β-lactoglobiulin

Abstract

An efficient method for synthesis of 1,3-dimethyl-5-(2-phenyl-4H-chromen-4-ylidene)pyrimidine-2,4,6(1H,3H,5H)-triones has been developed by treatment of 2-hydroxychalcones and 1,3-dimethylbarbituric acid in refluxing toluene in the presence of amberlyst-15 as catalyst in air. The process involves the occurrence of a domino sequence of Michael addition, cyclization and aerial oxidation. The compounds synthesized showed an interesting property of free rotation around the bond linking the two heterocyclic moieties and three of them were found to show binding property with the milk protein β-lactoglobulin (β-lg). DFT and docking (with β-lg) studies of one of the compounds have been done.

Graphical abstract: An efficient synthesis of 1,3-dimethyl-5-(2-phenyl-4H-chromen-4-ylidene) pyrimidine-2,4,6(1H,3H,5H)-triones and investigation of their interactions with β-lactoglobiulin

Supplementary files

Article information

Article type
Paper
Submitted
25 May 2016
Accepted
02 Oct 2016
First published
03 Oct 2016

RSC Adv., 2016,6, 96016-96024

An efficient synthesis of 1,3-dimethyl-5-(2-phenyl-4H-chromen-4-ylidene) pyrimidine-2,4,6(1H,3H,5H)-triones and investigation of their interactions with β-lactoglobiulin

N. Sepay, S. Mallik, C. Guha and A. K. Mallik, RSC Adv., 2016, 6, 96016 DOI: 10.1039/C6RA13584F

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