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Short communication, Note

https://doi.org/10.2478/acph-2022-0019

Evaluation and molecular modelling of bis-Schiff base derivatives as potential leads for management of diabetes mellitus

SAFA DAOUD ; Departmet of Pharmaceutical Chemistry and Pharmacognosy, Faculty of Pharmacy, Applied Science Private University, Amman, Jordan
SAMAR THIAB ; Departmet of Pharmaceutical Chemistry and Pharmacognosy, Faculty of Pharmacy, Applied Science Private University, Amman, Jordan
TAGHREED M. A. JAZZAZI ; Department of Chemistry, Yarmouk University, Irbid, Jordan
TAREQ M. A. AL-SHBOUL ; Department of Chemistry and Chemical Technology, Tafila Technical University, Tafila, Jordan
SAEED ULLAH ; H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan


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Abstract

Developing a medication to cure and manage diabetes mellitus complications is of interest in medicinal chemistry. Toward this end, six bis-biphenyl-salicylaldehyde Schiff base derivatives have been evaluated for their α-glucosidase inhibition, antiglycation and anti-inflammation potentials. Four compounds (compounds 2–5) showed an excellent α-glucosidase inhibitory effect superior to that produced by acarbose. Additionally, the docking study revealed that these compounds are anchored within the binding pocket of α-glucosidase via hydrogen bonding, π-stacking and hydrophobic interactions, comparable to a high number of hydrogen bonding involved in anchoring acarbose. Interestingly, all tested compounds showed varying degrees of antiglycation activity with superior activity for two of them (compound 1 and compound 6) compared to the standard rutin. Moreover, the results indicated an outstanding anti-inflammatory activity for two compounds (compounds 1 and 6) compared to ibuprofen.

Keywords

bis-Schiff bases; diabetes mellitus; glycation; postprandial hyperglycemia; α-glucosidase; docking study

Hrčak ID:

265132

URI

https://hrcak.srce.hr/265132

Publication date:

30.9.2022.

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