Synthesis, Molecular Docking and in Vitro Screening of Some Newly Synthesized Triazolopyridine, Pyridotriazine and Pyridine⁻Pyrazole Hybrid Derivatives

• Published in: Molecules (Basel, Switzerland) Vol. 23; no. 10; p. 2548
• Main Authors: Flefel, Eman M, El-Sofany, Walaa I, El-Shahat, Mahmoud, Naqvi, Arshi, Assirey, Eman
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI 06-10-2018; MDPI AG
• Subjects: Acetic Acid - chemical synthesis; Acetic Acid - chemistry; Anti-Bacterial Agents - chemical synthesis; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - pharmacology; Anti-Infective Agents - chemical synthesis; Anti-Infective Agents - chemistry; Anti-Infective Agents - pharmacology; antimicrobial activity; antioxidant agent; Benzoates - chemistry; Carbon Disulfide - chemical synthesis; Carbon Disulfide - chemistry; Formates - chemical synthesis; Formates - chemistry; Glucosamine - analogs & derivatives; Glucosamine - chemistry; Glucose-6-Phosphate - analogs & derivatives; Glucose-6-Phosphate - chemistry; in silico molecular docking; Microbial Sensitivity Tests; Molecular Docking Simulation; Pyrazoles - chemical synthesis; Pyrazoles - chemistry; Pyrazoles - pharmacology; Pyridines - chemical synthesis; Pyridines - chemistry; Pyridines - pharmacology; pyridine–pyrazole hybrids; pyridotriazine; Structure-Activity Relationship; triazolopyridine; pyridotriazine; pyridine–pyrazole hybrids; antioxidant agent; triazolopyridine; antimicrobial activity; in silico molecular docking
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules23102548

A series of novel pyridine and fused pyridine derivatives have been prepared starting from 6-(3,4-dimethylphenyl)-2-hydrazinyl-4-(thiophen-2-yl)-pyridine-3-carbonitrile
which on treatment with appropriate formic acid, acetic acid/ acetic anhydride, benzoyl chloride and/or carbon disulfide afforded the corresponding triazolopyridine derivatives
⁻
. Also, treatment of hydrazide
with diethyloxalate, chloroacetyl chloride, chloroacetic acid and/or 1,2-dichloroethane yielded the corresponding pyridotriazine derivatives
⁻
. Further transformation of compound
with a different active methylene group, namely acetyl acetone, diethylmalonate, ethyl cyanoacetate, ethyl benzoylacetate and/or ethyl acetoacetate, produced the pyridine⁻pyrazole hybrid derivatives
⁻
. These newly synthesized compounds (
⁻
) were subjected to in silico molecular docking screenings towards GlcN-6-P synthase as the target protein. The results revealed moderate to good binding energies of the ligands on the target protein. All the newly prepared products exhibited antimicrobial and antioxidant activity.