Bis benzothiophene Schiff bases: synthesis and in silico-guided biological activity studies

Objective & Hypothesis:Since benzo [b ] thiophene scaffold is one of the privileged structures in drug discovery as this core exhibitsactivities for different biological problems, in this study bis (benzo[b ]thiophene-2-yl) alkyl methanimine derivatives (1-9) were synthesized by reacting benzo[b ]thiophene-2-carbaldehyde with diamines.

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Key Findings & Data:All newly compounds were characterized by IR, 1 H NMR and 13 C NMR spectroscopic methods.

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Conclusion & Impact:Thus, its molecular docking studies were also carried out.

🔬Design:Modeling & Simulation

📍Scope:Comprehensive Sample

⚙️Variables:Benzo [b ] thiophene · Schiff base · binary QSAR models

Abstract

Since benzo [b ] thiophene scaffold is one of the privileged structures in drug discovery as this core exhibitsactivities for different biological problems, in this study bis (benzo[b ]thiophene-2-yl) alkyl methanimine derivatives (1-9) were synthesized by reacting benzo[b ]thiophene-2-carbaldehyde with diamines. All newly compounds were characterized by IR, 1 H NMR and 13 C NMR spectroscopic methods. Synthesized compounds were investigated using binary QSARbased models on therapeutic activity prediction of synthesized compounds and they showed high predicted activities in following diseases: bacterial, angina, allergy, depression and obesity. Thus, they were then tested for their antimicrobial and antileishmanial activities as a result of this theoretical study. Compound 1(N, N’- (propane-1,3-diyl) bis (1-(benzo [b ] thiophene-2-yl)) methanimine) was found the most active compound in both diseases. Thus, its molecular docking studies were also carried out.

Keywords

Benzo [b ] thiophene Schiff base binary QSAR models molecular docking antimicrobial and antileishmanial activities

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Cite This Article

UNVER, Y., UNLUER, D., DİREKEL, S., DURDAGİ, S. (2020). Bis benzothiophene Schiff bases: synthesis and in silico-guided biological activity studies. Turkish Journal of Chemistry, Cilt: 44 - Sayı: 4, 1164–1176. https://ajindex.com/articles/217970

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