Synthesis, characterization and biological activity of some new carbostyril bearing 1H-pyrazole moiety

Abstract

In this study, 16 new 4-pyrazolyl-N-arylquinoline-2,5-dione 4 have been synthesized by the multicomponent reaction of pyrazole-4-carbaldehyde 1, Meldrum's acid 2 and 3-aryl-5,5-disubstitutedcyclohex-2-enone 3. The structures of compounds 4 were established by the combined use of 1 H NMR, 13 C NMR, FT-IR and mass spectra. All the 16 compounds were tested in vitro for their bacterial and fungal activity against a list of human pathogens, namely, Bacillus subtilis, Clostridium tetani, Streptococcus pneumoniae, Salmonella typhi, Vibrio cholerae, Escherichia coli, Aspergillus fumigatus and Candida albicans, using broth microdilution MIC (minimum inhibitory concentration) method. Some of the compounds were found to be the most effective analogs against the tested bacterial and fungal strains.

Synthesis of Some Novel Heteroannulated Pyrano[3,2‐c]quinoline‐2,5(6H)‐diones

“…Despite the widespread of published work on the synthesis of these types of compounds with various substituents , there is a scarcity of literature reports on the preparation of heteroannulated pyrano[3,2‐ c ]quinolone derivatives. Moreover, the combination of a pyrazole, pyridine or pyrimidine nucleus with the pyran or quinolinone moiety in one molecular framework is reported to confer biological activity . In continuation of our research work directed on the synthesis of heteroannulated pyrano[3,2‐ c ]quinolinedione derivatives , herein, we disclose the preparation of synthetically valuable 6‐butyl‐3‐((dimethylamino)methylene)pyrano[3,2‐ c ]quinolinone 2 and 3‐cyanopyrano[3,2‐ c ]quinoline 12 .…”

A Recent Update: Antimicrobial Agents Containing Pyrazole Nucleus

“…Recently, researcher's attention has been paid to heterocycles containing nitrogen atom, particularly pyrazoles and their derivatives [10]. They have been found to denote versatile biological activities such as monoamine oxidase inhibitor [11,12], antihepatotoxicity [13,14], antileishmanial [15][16][17], anti-inflammatory [18][19][20], antiproliferative [21], tissue non-specific alkaline phosphatase inhibitor [22], cyclin-dependent kinase inhibitor [23], anticancer [24][25][26][27], antimicrobial [28][29][30], and antioxidant [31][32][33]. Development of novel chemical structures of pyrazole derivatives is currently a trending topic due to their wonderful biological actions [34][35][36][37].…”

An Efficient New Route for the Synthesis of Some 3‐Hterocyclylquinolinones via Novel 3‐(1,2‐Dihydro‐4‐hydroxy‐1‐methyl‐2‐oxoquinolin‐3‐yl)‐3‐oxopropanal and Their Antioxidant Screening

“…On the other hand, many of the pyrazolo, isoxazolo, pyridineo, pyrimidino, and benzodiazepino derivatives have been reported to exhibit antioxidant activity . Studies have shown that integration of such analogues into quinoline moiety may enhance their biological activities or generate new medicinal properties . This attracted our attention towards the preparation of some heterocyclic derivatives combining both quinolinones and such analogues in one molecular frame.…”