INSILICO, SYNTHESIS AND BIOLOGICAL EVALUATION OF SOME NOVEL QUINOLINE DERIVATIVES

Main Article Content

Arti J.Darode
Surajit Saha
Neelmani Chauhan
Nazia Malik
Dighe Rajendra Dnyandeo
Sumaiya Naaz
Seena KX
Sakshi Aole

Keywords

Quinolines, DNA Gyrase, p-Hydroxy benzaldehyde, Sodium acetate, Potassium hydroxide, Choroacetyl chloride, Choropropionyl chloride, Antimicrobial activity

Abstract

The purpose of this research is to functionalize to synthesise 4,7-disubstituted quinoline.Intially quinoline derivatives was docked using3U2D DNA Gyrase as a target for anti-bacterial activity by using schrodinger software, from the results obtained from docking only those compounds which shown potent activity were subjected for synthesis using facile method.The synthesized compounds wascharacterized by IR, NMR and Mass spectrometry,


The synthesized compounds (TM1-TM8) were screened for antibacterial activity studies at various concentrations of 5, 10, 25, 50 and 75mg/ml using DMF as a control against Staphylococcus aureus, Enterococcus faecalis, Escherichia coli and Klebsiella pneumonia, by agar-well diffusion method. Ciprofloxacin was used as standard drug.


Among the synthesized compounds TM4shown moderate activity when compared with the standard, rest of the derivatives possesses weak antibacterial activity.

Abstract 141 | pdf Downloads 90

References

1. Eissa SI, Farrag AM, Abbas SY, El-Shehry MF, Ragab A, Fayed EA et al. Novel structural hybrids of quinoline and thiazole moieties: Synthesis and evaluation of antibacterial and antifungal activities with molecular modeling studies. BioorgChem 2021; 110: 104803.
2. Basak SC. Chemobioinformatics: the advancing frontier of computer aided drug design in the post genomic era. CurrComput Aided Drug Des 2012; 8: 1-2.
3. Jina G, Lib Z, Xiaoa F, Qib X, Sun X. Optimization of activity localization of quinoline derivatives: Design, synthesis, and dual evaluation of biological activity for potential antitumor and antibacterial agents. Bioorg Chem 2020; 103837.
4. Akasaka T, Takase H, Tanaka M, Sato K. First detection of the plasmid-mediated quinolone resistance determinant qnrA in Enterobacteriaceae clinical isolates in Japan. Int J Antimicrob Agents 2007; 29: 738-9.
5. Vu AT, Cohn ST, Manas ES, Harris HA, Mewshaw RE. ER β-ligands part 4: Synthesis and structure-activity relationships of a series of 2-phenyl quinoline derivatives. Bioorg Med Chem 2005; 15: 4520-5.
6. Kumar ST, Kanti BT, Liaquat A, Biswapati M. Anti-inflammatory and anti-platelet aggregation activity of human placental extract. ActaPharmacol Sin 2003; 24: 187-92.
7. Kaschula CH, Egan TE, Hunter, Basilico N, ParapiniS, Taramelli D et al. Structure-activity relationships in 4-aminoquinoline antiplasmodials. Trole of the group at the 7-position. J Med Chem 2002; 45: 3531-9.
8. Pozzan A. Molecular descriptors and methods for ligand based virtual high throughput screening in drug discovery. Curr Pharm Des 2006; 12: 2099-110.
9. Green DV. Virtual screening of virtual libraries. Prog Med Chem 2003; 41: 61-97.
10. Michael JP. Quinoline, quinazoline and acridone alkaloids. Nat Prod Rep 2005; 22: 627-46.