Synthesis, spectral characterization, antimicrobial activity and docking studies against DNA Gyrase-A of new 4-chloro-3- nitrobenzene sulfonamide derivatives
Most of the compounds showed good to moderate antimicrobial activities and binding affinity towards DNA Gyrase-A structure
📌 3 Key Takeaways
🎯
Objective & Hypothesis:A series of new 4-chloro-3-nitrobenzene sulfonamide derivatives 3(a-j) were synthesized from 4-chloro-3- nitrobenzene sulfonyl chloride by reacting various amino acid esters and amines 2(a-j) in high yields.
📊
Key Findings & Data:The structures of all the synthesized compounds were characterized by the IR, NMR (1H & 13C), mass and elemental analyses.
💡
Conclusion & Impact:Most of the compounds showed good to moderate antimicrobial activities and binding affinity towards DNA Gyrase-A structure
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Domain Parameters
Özet
A series of new 4-chloro-3-nitrobenzene sulfonamide derivatives 3(a-j) were synthesized from 4-chloro-3- nitrobenzene sulfonyl chloride by reacting various amino acid esters and amines 2(a-j) in high yields. The structures of all the synthesized compounds were characterized by the IR, NMR (1H & 13C), mass and elemental analyses. Further, all the synthesized compounds were tested for the antimicrobial activity and docking studies were carried out with DNA Gyrase-A. Most of the compounds showed good to moderate antimicrobial activities and binding affinity towards DNA Gyrase-A structure
🔖
Cite This Article
KUMAR, K. P., KALLA, R. M. N., VARALAKSHMI, M., VENKATARAMAİAH, C., KUMARİ, K. S., KANNALİ, J., REDDY, D. V., NAGARAJU, C. (2020). Synthesis, spectral characterization, antimicrobial activity and docking studies against DNA Gyrase-A of new 4-chloro-3- nitrobenzene sulfonamide derivatives. Organic Communications, Cilt: 13 - Sayı: 4, 155–164. https://ajindex.com/articles/288460
Gokcen, T.; Al, M.; Topal, M.; Gulcin, I.; Ozturk, T.; Goren, A.C. Synthesis of some natural sulphonamide derivatives as carbonic anhydrase inhibitors. Org. Commun. 2017, 10, 15-23
Benedetti, P.G.D. Advances in drug research. Volume 16. Edited by: Testa B. Academic Press. London and New York; 1987:227
Mengelers, M. J.; Hougee, P. E.; Jansson, L. H.; Van Miert, A.S. Structure-activity relationship between antibacterial activities and physicochemical properties of sulfonamides. J. Vet. Pharmacol. Therap. 1997, 20, 276–283
Akçam, F. Z.; Karaslan, D.; Doğan, M.; Yaylı, G. Microbiological surveillance in the Intensive Care Unit: A tertiary hospital experience. Med. Sci. Monit. 2006, 12, 81-85
Monika G.; Mohan, C. Development of drugs based on imidazole and benzimidazole bioactive heterocycles: recent advances and future directions. Med. Chem. Res. 2016, 25, 173-210
Gumus, M.; Sert, Y.; Koca, I. Synthesis, characterization and theoretical studies of novel sulfonamidealdehydes derivatives having tautomeric forms. Org. Commun. 2019, 12, 176-187
Yotphan, S.; Sumunnee, L.; Beukeaw, D.; Buathongjan, C.; Reutrakul, V. Iodine-catalyzed expeditious synthesis of sulfonamides from sulfonyl hydrazides and amines. Org. Biomol. Chem. 2016, 14, 590-597
Tan, G. T.; Wickramasingle, A.; Verma, S.; Singh, R.; Hughes, S. H.; Pezzuto, J. M.; Baba, M.; Mohan, P. Potential anti-AIDS naphthalenesulfonic acid derivatives. synthesis and inhibition of HIV-1 induced cytopathogenesis and HIV-1 and HIV-2 reverse transcriptase activities. J. Med. Chem. 1992, 35, 4846-4853
Mohan, P.; Singh, R.; Baba, M. Potential anti-AIDS agents. Synthesis and antiviral activity of naphthalenesulfonic acid derivatives against HIV-1 and HIV-2. J. Med. Chem. 1991, 34, 212–217
Boriack, P. A.; Christianson, D.W.; Kingery-Wood, J.; Whitesides, G.M. Secondary Interactions Significantly Removed from the Sulfonamide Binding Pocket of Carbonic Anhydrase II Influence Inhibitor Binding Constants. J. Med. Chem. 1995, 38, 2286-2291
Leppik, I. E. Antiepileptic Drugs in Development: Prospects for the Near Future. Epilepsia 1994, 35, S29-S40
Tanimukai, H.; lnui, M,; Hariguchi, S.; Kaneko, Z. Antiepileptic property of inhibitors of carbonic anhydrase. Biochem. Pharmacol. 1995, 14, 961-970
Flaherty, P. T.; Greenwood, T. D.; Manheim, A. L.; Wolfe, J. F. Synthesis and evaluation of N- (phenylacetyl)trifluoromethanesulfonamides as anticonvulsant agents. J. Med.