Molecular docking and glucosidase inhibition studies of novel N-arylthiazole-2-amines and Ethyl 2-[aryl(thiazol-2-yl)amino]acetates

doi:10.1007/s00044-017-2018-3

Paper

Molecular docking and glucosidase inhibition studies of novel N-arylthiazole-2-amines and Ethyl 2-[aryl(thiazol-2-yl)amino]acetates

Published Aug 18, 2017 · Ayesha Babar, M. Yar, H. Tarazi

Medicinal Chemistry Research

Q2 SJR score

6

Citations

0

Influential Citations

Full textSemantic Scholar

Abstract

This study describes an efficient synthesis of a series of novel ethyl 2-[aryl(thiazol-2-yl)amino]acetates (4a–l) from N-arylthiazole-2-amines (3a–l). The reaction conditions were optimized and the best results were obtained when ethyl chloroacetate was used as alkylating agent and NaH as base in THF. α-glucosidase and β-glucosidase inhibition activities of N-arylthiazole-2-amines (3a–l) and ethyl 2-[aryl(thiazol-2-yl)amino]acetates (4a–l) were determined, which revealed that most of the compounds showed high percentage inhibition towards the enzymes. Among the synthesized compounds, 4e appeared to have the highest inhibition towards α-glucosidase having IC50 value of 150.4 ± 1.9 μM which was almost two folds as compared to acarbose (336.9 ± 9.0 μM) taken as standard. Molecular docking of the compounds 3g, 3f, 4a, and 4e was also performed which showed their bonding modes to the enzyme’s active sites via amino and acetate groups, respectively.

Study Snapshot

Novel N-arylthiazole-2-amines and ethyl 2-[aryl(thiazol-2-yl)amino]acetates show high inhibition of enzymes, with 4e showing the highest inhibition towards -glucosidase.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Sign up to use Study Snapshot

Consensus is limited without an account. Create an account or sign in to get more searches and use the Study Snapshot.

Create an account

Paper

Molecular docking and glucosidase inhibition studies of novel N-arylthiazole-2-amines and Ethyl 2-[aryl(thiazol-2-yl)amino]acetates

Sign up to use Study Snapshot

References

Synthesis of α-glucosidase-immobilized nanoparticles and their application in screening for α-glucosidase inhibitors.

This study developed a rapid and efficient screening strategy using -glucosidase-immobilized nanoparticles and HPLC analysis to identify -glucosidase inhibitors in complex extracts of Chinese herbal medicines.

Re-exploring promising α-glucosidase inhibitors for potential development into oral anti-diabetic drugs: Finding needle in the haystack.

This review highlights promising -glucosidase inhibitors from the literature that may become suitable candidates for pre-clinical or clinical trials, highlighting the need for further development of oral anti-diabetic drugs.

Organocatalyzed solvent free an efficient novel synthesis of 2,4,5-trisubstituted imidazoles for α-glucosidase inhibition to treat diabetes.

This study successfully synthesized 2,4,5-trisubstituted imidazoles with high -glucosidase inhibitory activity, with compound 3c showing the highest inhibitory activity.

Oxadiazoles and thiadiazoles: novel α-glucosidase inhibitors.

Oxadiazoles and thiadiazoles are novel potent -glucosidase inhibitors, potentially effective in controlling post-prandial hyperglycemia in diabetic patients and as anti-obesity and anti-viral drugs.

Synthesis, characterization and density functional theory study of some new 2-anilinothiazoles

New 2-anilinothiazoles synthesized by acid catalysis show good correlations with experimental values, with differences in bond length and angle attributed to the condensed phase nature of anilinothiazoles.

Citations

Synthetic α-glucosidase inhibitors as promising anti-diabetic agents: Recent developments and future challenges.

Synthetic -glucosidase inhibitors based on aromatic heterocyclic scaffolds show promising anti-diabetic properties with reduced side effects and cost.

Novel matrinic acid derivatives bearing 2‐anilinothiazole structure for non‐small cell lung cancer treatment with improved Hsp90 targeting effect

C4, a novel matrinic acid derivative with improved Hsp90 targeting, shows potential as a promising therapeutic agent for non-small cell lung cancer with a better safety profile than 17AAG.

Synthesis, Structural Studies, and α-Glucosidase Inhibitory, Antidiabetic, and Antioxidant Activities of 2,3-Dihydroquinazolin-4(1H)-ones Derived from Pyrazol-4-carbaldehyde and Anilines

New quinazoline derivatives show potential as antihyperlipidemic compounds, reducing cholesterol and triglyceride levels, and exhibiting potent -glucosidase inhibitory activity.

Synthetic heterocyclic candidates as promising α-glucosidase inhibitors: An overview.

Recent research has identified promising synthetic heterocyclic molecules that show potential as effective -glucosidase inhibitors for treating type 2 diabetes mellitus.

Pd-PEPPSI-IPentAn Promoted Deactivated Amination of Aryl Chlorides with Amines under Aerobic Conditions.

Pd-catalyzed amination of aryl chlorides with amines under aerobic conditions provides rapid access to CAr-N bond formation under mild conditions without excluding air and moisture.