Статья
2020
Design, Synthesis, Antitubercular and Antibacterial Activities of 1,3,5-Triazinyl Carboxamide Derivatives and In Silico Docking Studies
S. Bodige, P. Ravula, K. Ch. Gulipalli, S. Endoori, P. Koteswara Rao Cherukumalli, J. N. Narendra Sharath Chandra, N. Seelam
Российский журнал общей химии
https://doi.org/10.1134/S1070363220070208
Abstract / Full Text
A series of novel N-{2-fluoro-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)methyl]phenyl} carboxamide derivatives has been synthesized, and their molecular structures are confirmed by 1H and 13C NMR, and mass spectra. Screening of the products for their antitubercular and antibacterial activities indicates the difluoro-4-chlorophenyl and 6-chloropyridine-3-yl derivatives as more potent agents than the reference drugs Pyrazinamide and Streptomycin. All compounds have been docked into MTB enoyl reductase (PDB code: 4U0J) to explore their binding interactions at the active sites.
Author information
- Department of Chemistry, Koneru Lakshmaiah Education Foundation, Green Fields, Vaddeswaram, 522502, Guntur, IndiaS. Bodige, K. Ch. Gulipalli, S. Endoori, P. Koteswara Rao Cherukumalli & N. Seelam
- Department of Pharmaceutical Chemistry, Gurunanak Institutions Technical Campus, School of Pharmacy, 501506, Hyderabad, IndiaP. Ravula
- Department of Pharmaceutical Chemistry, Gurukrupa Institute of Pharmacy, 431129, Maharashtra, IndiaJ. N. Narendra Sharath Chandra
References
- Desai, P.S. and Desai, K.R., J. Ind. Chem. Soc., 1994, vol. 77, p. 155. https://doi.org/10.1155/2004/590439
- Nishimura, N., Kato, A., and Isamu, M., Carbohyd. Res., 2001, vol. 331, p. 77. https://doi.org/10.1016/s0008-6215(01)00017-9
- Klenke, B., Stewart, M., Barrett, M.P., Brun, R., and Gilbert, I.H., J. Med. Chem., 2001, vol. 44, p. 3440. https://doi.org/10.1021/jm010854+
- Meyer, S.C.C., Majumder, S.K., and Cynamon, M.H., Antimicrob. Agents Chemother., 1995, vol. 39, p. 1862. https://doi.org/10.1128/AAC.39.8.1862
- Gerum, A.B., Ulmer, J.E., Jacobus, D.P., Jensen, N.P., Sherman, D.R., and Sibley, C.H., Antimicrob. Agents Chemother., 2002, vol. 46, p. 3362. https://doi.org/10.1128/AAC.46.11.3362-3369.2002
- Naresh, S., Leena, G., Vinita, C., Richa, D., Sudhir, S., and Prem, M.S.C., Eur. J. Med. Chem., 2010, vol. 45, p. 3335. https://doi.org/10.1016/j.ejmech.2010.04.017
- Izumizono, Y., Arevalo, S., Koseki, Y., Kuroki, M., and Aoki, S., Eur. J. Med. Chem., 2011, vol. 1, p. 1849. https://doi.org/10.1016/j.ejmech.2011.02.047
- Dessen, A., Quemard, A., Blanchard, J.S., Jacobs, W.R., and Sacchettini, J.C., Science, 1995, vol. 17, p. 1638. https://doi.org/10.1126/science.7886450
- Joshi, S.D., Dixit, S.R., Kulkarni, V.H., Lherbet, C., Nadagouda, M.N., and Aminabhavi, T.M., Eur. J. Med. Chem., 2017, vol. 27, p. 286. https://doi.org/10.1016/j.ejmech.2016.11.032
- Kouassi, A., Kone, M., Keita, M., Esmel, A., Megnassan, E., N’Guessan, Y., Frecer, V., and Miertus, S., Int. J. Mol. Sci., 2015, vol. 16, p. 29744. https://doi.org/10.3390/ijms161226196
- Achutha, L., Parameshwar, R., Reddy, B.M., and Babu, V.H., J. Chem., 2013, p. 1. https://doi.org/10.1155/2013/578438
- Gulipalli, K.C., Bodige, S., Ravula, P., Bolla, R.S., Endoori, S., Cherukumalli, P.K.R., and Seelam, N.V., Asian J. Chem., 2018, vol. 30, p. 2495. https://doi.org/10.14233/ajchem.2018.21491
- Srinu, B., Parameshwar, R., Kali Charan, G., Srinivas, E., Koteswara Rao, Ch.P., Narendra Sharath Chandra, J.N., and Naresh Varma, S., Russ. J. Gen. Chem., 2019, vol. 89, p. 836. https://doi.org/10.1134/S1070363219040327
- Bodige, S., Ravula, P., Gulipalli, K.C., Endoori, S., Narendra Sharath Chandra, J.N., Cherukumalli, P.K.R., Vanaja, G.R., and Seelam, N.V., Anticancer Agents Med. Chem., 2018, vol, 18, p. 891. https://doi.org/10.2174/1871520618666180209151018
- Ravula, P., Vamaraju, H.B., Paturi, M., Bodige, S., Gulipalli, K.C., and Narendra Sharath Chandra, J.N., J. Heterocycl. Chem., 2018, vol. 55, p. 1313. https://doi.org/10.1002/jhet.3163
- Ravula, P., Vamaraju, H.B., Paturi, M., and Sharath Chandra, J.N., Archiv der Pharmazie, 2018, vol. 351, p. 1. https://doi.org/10.1002/ardp.201700234
- Parameshwar, R., Harinadha Babu, V., Manichandrika, P., Narendra Sharath Chandra, J.N., and Swetha, K., EXCLI. J., 2016, vol. 15, p. 187. https://doi.org/10.17179/excli2016-103