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Results in Chemistry
Volume 4, 2022, 100281

Novel (quinolin-8-yl-oxy)-pyrazole/thiophene derivatives: Synthesis, characterization and their pharmacological evaluation

Vrushabendra Basavannaa, Manasa Chandramoulia

Department of Chemistry, Vidyavardhaka College of Engineering, Visvesvaraya Technological University, Mysore 570 002, Karnataka, India.

Abstract

Two novel series of pyrazole and thiophene-linked quinoline analogues via amide bond were conveniently synthesized and characterized by IR, NMR, and HRMS analysis. The synthesized compounds were evaluated for their antimicrobial, anti-inflammatory, and anti-leukemic activity. The antimicrobial evaluation of the target compounds clearly showed that compound 11c has better activity compared to other compounds against tested pathogens. The anti-inflammatory assay of the selected compounds showed that 12c with IC50 value 118.73 µg/ml exhibited significant activity than standard drug Aspirin (IC50, 107.75 µg/ml). The compound 12a out of the twelve newly prepared quinoline heterocycles displayed superior antileukemic activity and was comparable with the standard drug against human monocytic leukemia cell lines (THP-1). Representing the two different quinolinyl-pyrazole/thiophene analogues, compounds 11d11e, and 12a displayed the remarkable cytotoxicity against THP-1 cell lines with IC50 values 112.46, 105.42, and 98.88 µg/ml respectively.

Keywords: 8-Hydroxyquinoline, Pyrazole, Thiophene, Antimicrobial, Anti-inflammatory, Antileukemic.

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