"On water" synthesis of dibenzo-[1, 4]-diazepin-1-ones using l-proline as an organocatalyst and under catalyst-free conditions, and their evaluation as α-glucosidase inhibitors. (26th July 2017)

• Record Type: Journal Article
• Authors: Nagaraju, Sakkani; Perumal P., Onkara; Divakar, K.; Paplal, Banoth; Kashinath, Dhurke
• Is Part Of: New journal of chemistry. Volume 41:Number 17(2017)
• Page Start: 8993
• Page End: 9001
• Publication Date: 2017-07-26
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/c7nj01021d
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : Functionalized dibenzo-[1, 4]-diazepin-1-ones are synthesized using the "on-water" concept in the presence ofl -proline (organocatalyst; 20 mol%) and under catalyst free conditions (sealed tube) in an aqueous medium. Abstract : Functionalized dibenzo-[1, 4]-diazepin-1-ones were synthesized using the "on-water" concept in the presence ofl -proline (organocatalyst; 20 mol%) and under catalyst free conditions (sealed tube) in an aqueous medium. The resulting molecules were tested ( in vitro ) for α-glucosidase (isolated from Saccharomyces cerevisiae ) enzyme inhibition using acarbose as a standard drug (IC50 32.47 ± 1.64). The enzyme inhibition kinetic analysis of selected molecules showed the competitive mode of inhibition (best result; IC50 39.31 ± 1.68) against α-glucosidase. Molecular docking studies of these compounds with the MAL12 homology model showed HIS279A as a major interacting residue in the binding site of the protein which is a similar binding mode consistent with the binding of acarbose.