Synthesis and Antimicrobial Activity of New Carbohydrazide Bearing Quinoline Scaffolds in Silico ADMET and Molecular Docking Studies

Abstract

In search of a more potent and new series of fluorine-containing quinoline, hybrid Schiff bases (6a–o) analogues were synthesized by a facile and efficient conventional method. They were developed via condensation of quinoline-4-carbohydrazide intermediate and aromatic aldehydes in presence of ethanol. All compounds viz., 6a–o were efficiently synthesized in good yields in ranges of 76–84%, respectively. All synthesized compounds were well characterized by using various spectroscopic techniques such as FT-IR, ¹H NMR, ¹³C NMR, Mass spectroscopy. Moreover, all newly synthesized hybrid Schiff bases (6a–o) have been screened for their antifungal and antibacterial activity. Among these compounds (6a–d) shows good antibacterial activity, while compound 6b was found to be effective against a fungal pathogen Aspergillus niger and compound 6a was found to inhibit the visible growth of Staphylococcus aureus ATCC 6538 at low concentration with MIC 340 µg/.

Keywords:

• Quinoline
• carbohydrazide
• quinoline-4-carbohydrazide
• hybrid Schiff bases
• antimicrobial activity

Acknowledgments

The author A.S.N is very much thankful to the University Grants Commission of India (UGC), New Delhi, for the award senior research fellowship. The author is also grateful to the Authority of Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad- 431004, India, for providing laboratory facility. We are also thankful to SAIF, CSIR-CDRI, Lucknow, and BITS-Pilani, India, for providing spectral analysis data.

Author contributions

The manuscript was written through the contributions of all authors. All authors have approved the final version of the manuscript.

Disclosure statement

No potential conflict of interest was reported by the author(s).

Table 1. Physical data of synthesized new carbohydrazide derivatives.

Table 2. Results of antimicrobial assay of synthesized compounds against potent pathogens.

Table 4. Docking score of the compounds 6a–6o.