<abstract xmlns="http://www.w3.org/1999/xhtml">

<p>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 <bold>2</bold>–<bold>5</bold>) 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 <italic>via</italic> 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 <bold>1</bold> and compound <bold>6</bold>) compared to the standard rutin. Moreover, the results indicated an outstanding anti-inflammatory activity for two compounds (compounds <bold>1</bold> and <bold>6</bold>) compared to ibuprofen.</p>
</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.

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

Department of Pharmaceutical Chemistry and Pharmacognosy Faculty of Pharmacy

Department of Chemistry and Chemical Technology

International Center for Chemical and Biological Sciences University of Karachi

Acta Pharmaceutica

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

Developing a medication to cure and manage diabetes mellitus complications is of interest in medicinal chemistry. Toward this end, six...

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

Publié en ligne: 13 avr. 2022

Pages: 449 - 458

Accepté: 02 sept. 2021

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

Mots clés
bis-Schiff bases, diabetes mellitus, glycation, postprandial hyperglycemia, α-glucosidase, docking study

© 2022 Safa Daoud et al., published by Sciendo

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

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

Publié en ligne: 13 avr. 2022

Pages: 449 - 458

Accepté: 02 sept. 2021

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

Mots clésbis-Schiff bases, diabetes mellitus, glycation, postprandial hyperglycemia, α-glucosidase, docking study

© 2022 Safa Daoud et al., published by Sciendo

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

Mots clés
bis-Schiff bases, diabetes mellitus, glycation, postprandial hyperglycemia, α-glucosidase, docking study