Synthesis, characterization and biological activities of sulfonamide tagged 1,2,3-triazoles

References

• Yadav, P.; Lal, K.; Kumar, A.; Bhushan, S.; Guru, S. K.; Jaglan, S. Eur. J. Med. Chem. 2017, 126, 944–953. DOI: 10.1016/j.ejmech.2016.11.030.
   PubMed Web of Science ®Google Scholar
• Wong, I. L. K.; Zhu, X.; Chan, K. F.; Law, M. C.; Lo, A. M. Y.; Hu, X.; Chow, L. M. C.; Chan, T. H. J. Med. Chem. 2018, 61, 9931–9951. DOI: 10.1021/acs.jmedchem.8b00834.
   PubMed Web of Science ®Google Scholar
• Singh, K.; Gangrade, A.; Jana, A.; Mandal, B. B.; Das, N. ACS Omega 2019, 4, 835–841. − DOI: 10.1021/acsomega.8b02849.
   Web of Science ®Google Scholar
• Chavan, P. V.; Desai, U. V.; Wadgaonkar, P. P.; Tapase, S. R.; Kodam, K. M.; Choudhari, A.; Sarkar, D. Bioorg. Chem. 2019, 85, 475–486. DOI: 10.1016/j.bioorg.2019.01.070.
   PubMed Web of Science ®Google Scholar
• Kaushik, C. P.; Kumar, K.; Lal, K.; Narasimhan, B.; Kumar, A. Monatsh. Chem. 2016, 147, 817–828. DOI: 10.1007/s00706-015-1544-2.
   Web of Science ®Google Scholar
• Kaushik, C. P.; Kumar, K.; Narasimhan, B.; Singh, D.; Kumar, P.; Pahwa, A.; Monatsh, Chem 2017, 148, 765–779.
   Google Scholar
• Torres, L. M. F. C.; Almeida, M. T.; Santos, T. L.; Marinho, L. E. S.; de Mesquita, J. P.; da Silva, L. M.; Dos Santos, W. T. P.; Martins, H. R.; Kato, K. C.; Alves, E. S. F.; et al. Colloids Surf. B Biointerfaces 2019, 177, 94–104., DOI: 10.1016/j.colsurfb.2019.01.052.
   PubMed Web of Science ®Google Scholar
• Thanh, N. D.; Hai, D. S.; Bich, V. T. N.; Hien, P. T. T.; Duyen, N. T. K.; Mai, N. T.; Dung T, T.; Toan, V. N.; Van, H. T. K.; Dang, L. H.; et al. Eur. J. Med. Chem. 2019, 167, 454–471. DOI: 10.1016/j.ejmech.2019.01.060.
   PubMed Web of Science ®Google Scholar
• Yan, W.; Wang, X.; Li, K.; Li, T. X.; Wang, J. J.; Yao, K. C.; Cao, L. L.; Zhao, S. S.; Ye, Y. H. Pestic. Biochem. Phys. 2019, 156, 160–169. DOI: 10.1016/j.pestbp.2019.02.017.
   PubMed Web of Science ®Google Scholar
• Das, A.; Adak, A. K.; Ponnapalli, K.; Lin, C. H.; Hsu, K. C.; Yang, J. M.; Hsu, T. A.; Lin, C. C. Eur. J. Med. Chem. 2016, 123, 397–406. DOI: 10.1016/j.ejmech.2016.07.064.
   PubMed Web of Science ®Google Scholar
• Artyushin, O. I.; Sharova, E. V.; Vinogradova, N. M.; Genkina, G. K.; Moiseeva, A. A.; Klemenkova, Z. S.; Orshanskaya, I. R.; Shtro, A. A.; Kadyrova, R. A.; Zarubaev, V. V.; et al. Bioorg. Med. Chem. Lett. 2017, 27, 2181–2184. DOI: 10.1016/j.bmcl.2017.03.051.
   PubMed Web of Science ®Google Scholar
• Sajja, Y.; Vanguru, S.; Jilla, L.; Vulupala, H. R.; Bantu, R.; Yogeswari, P.; Sriram, D.; Nagarapu, L. Bioorg. Med. Chem. Lett. 2016, 26, 4292–4295. DOI: 10.1016/j.bmcl.2016.07.039.
   PubMed Web of Science ®Google Scholar
• Hu, Y.; Xu, Z.; Zhang, S.; Wu, X.; Ding, J.; Lv, Z.; Feng, L. Eur. J. Med. Chem. 2017, 136, 122–130. DOI: 10.1016/j.ejmech.2017.05.004.
   PubMed Web of Science ®Google Scholar
• Raju, K. S.; Reddy, S. A.; Sabitha, G.; Krishna, V. S.; Sriram, D.; Reddy, K. B.; Sagurthi, S. R. Bioorg. Med. Chem. Lett. 2019, 29, 284–290. DOI: 10.1016/j.bmcl.2018.11.036.
   PubMed Web of Science ®Google Scholar
• Shaikh, M. H.; Subhedar, D. D.; Shingate, B. B.; Khan, F. A. K.; Sangshetti, J. N.; Khedkar, V. M.; Nawale, L.; Sarkar, D.; Navale, G. R.; Shinde, S. S. Med. Chem. Res. 2016, 25, 790–804. DOI: 10.1007/s00044-016-1519-9.
   Web of Science ®Google Scholar
• Shaikh, M. H.; Subhedar, D. D.; Khan, F. A. K.; Sangshetti, J. N.; Nawale, L.; Arkile, M.; Sarkar, D.; Shingate, B. B. J. Het. Chem. 2017, 54, 413–421. DOI: 10.1002/jhet.2598.
   Web of Science ®Google Scholar
• Tantray, M. A.; Khan, I.; Hamid, H.; Alam, M. S.; Dhulap, A.; Kalam, A. RSC Adv. 2016, 6, 43345–43355. DOI: 10.1039/C6RA07273A.
   Web of Science ®Google Scholar
• Angajala, K. K.; Vianala, S.; Macha, R.; Raghavender, M.; Thupurani, M. K.; Pathi, P. J. 2016. Springerplus. 2016, 5, 423. DOI: 10.1186/s40064-016-2052-5.
   PubMedGoogle Scholar
• Travelli, C.; Aprile, S.; Rahimian, R.; Grolla, A. A.; Rogati, F.; Bertolotti, M.; Malagnino, F.; Paola, R. D.; Impellizzeri, D.; Fusco, R.; et al. J. Med. Chem. 2017, 60, 1768–1792. DOI: 10.1021/acs.jmedchem.6b01392.
   PubMed Web of Science ®Google Scholar
• Maurent, K.; Bacque, C. V.; Baltas, M.; Salvayre, A. N.; Auge, N.; Belval, F. B. Eur. J. Med. Chem. 2018, 144, 289–299. DOI: 10.1016/j.ejmech.2017.12.033.
   PubMed Web of Science ®Google Scholar
• Devender, N.; Gunjan, S.; Tripathi, R.; Tripathi, R. P. Eur. J. Med. Chem. 2017, 131, 171–184. DOI: 10.1016/j.ejmech.2017.03.010.
   PubMed Web of Science ®Google Scholar
• Saikrishnaa, B.; Kumaria, K. M.; Vijjulathaa, M.; Allankib, A. D.; Prasad, R.; Sijwali, P. S. Bioorg. Med. Chem. 2017, 25, 221–232.
   PubMed Web of Science ®Google Scholar
• Cassamale, T. B.; Costa, E. C.; Carvalho, D. B.; Cassemiro, N. S.; Tomazela, C. C.; Marques, M. C. S.; Ojeda, M.; Matos, M. F. C.; Albuquerque, S.; Arrudab, C. C. P.; Baroni, A. C. M. J. Braz. Chem. Soc. 2016, 27, 1217–1228.
   Web of Science ®Google Scholar
• Porta, E. O. J.; Jager, S. N.; Nocito, I.; Lepesheva, G. I.; Serra, E. C.; Tekwani, B. L.; Labadie, G. R. Medchemcomm. 2017, 8, 1015–1021. DOI: 10.1039/C7MD00008A.
   PubMed Web of Science ®Google Scholar
• Rajan, S.; Puri, S.; Kumar, D.; Babu, M. H.; Shankar, K.; Varshney, S.; Srivastava, A.; Gupta, A.; Reddy, M. S.; Gaikwa, A. N. Eur. J. Med. Chem. 2018, 143, 1345–1360. DOI: 10.1016/j.ejmech.2017.10.034.
   PubMed Web of Science ®Google Scholar
• Andrade, P. D.; Mantoani, S. P.; Nunes, P. S. G.; Magadan, C. R.; Perez, C.; Xavier, D. J.; Hojo, E. T. S.; Campillo, N. E.; Martínez, A.; Carvalho, I. Bioorg. Med. Chem. 2019, 27, 931–943. DOI: 10.1016/j.bmc.2018.12.030.
   PubMed Web of Science ®Google Scholar
• Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Angew. Chem. Int. Ed. 2001, 40, 2004–2021. DOI: 10.1002/1521-3773(20010601)40:11<2004::AID-ANIE2004>3.0.CO;2-5.
   PubMed Web of Science ®Google Scholar
• Tornoe, C.; Christensen, C.; Meldal, M. J. Org. Chem. 2002, 67, 3057–3064. DOI: 10.1021/jo011148j.
   PubMed Web of Science ®Google Scholar
• Wagner, M. U.; Reitze, H. K.; Seitz, K. A. Exp. Appl. Acarol. 1990, 8, 27–40. DOI: 10.1007/BF01193379.
   PubMed Web of Science ®Google Scholar
• Alaoui, L. M.; Hammouti, B.; Bellaouchou, A.; Benbachir, A.; Guenbour, A.; Kertit, S. Der Pharma Chemica 2011, 3, 353–360.
   Google Scholar
• Olvera, R. G.; Vazquez, A. E.; Silva, G. E. N.; Pardave, M. E. P.; Romo, M. A. R.; Santillan, R. Molecules 2013, 18, 15064–15079. DOI: 10.3390/molecules181215064.
   PubMed Web of Science ®Google Scholar
• Duan, T.; Fan, K.; Fu, Y.; Zhong, C.; Chen, X.; Peng, T.; Qin, J. Dyes Pigm. 2012, 94, 28–33. DOI: 10.1016/j.dyepig.2011.11.008.
   Web of Science ®Google Scholar
• Mahdavi, M.; Ashtari, A.; Khoshneviszadeh, M.; Ranjbar, S.; Dehghani, A.; Akbarzadeh, T.; Larijani, B.; Khoshneviszadeh, M.; Saeedi, M. Chem. Biodivers. 2018, 15, e1800120. DOI: 10.1002/cbdv.201800120.
   PubMed Web of Science ®Google Scholar
• Li, Y.; Yao, W.; Lin, J.; Li, F.; Wu, Y.; Xu, J. J. Het. Chem. 2019, 56, 2170–2178. DOI: 10.1002/jhet.3610.
   Web of Science ®Google Scholar
• Lin, J.; Zhou, S.; Xu, J. X.; Yao, W. Q.; Hao, G. F.; Li, Y. T. J. Agric. Food Chem. 2020, 68, 6792–6801. DOI: 10.1021/acs.jafc.9b07887.
   PubMed Web of Science ®Google Scholar
• Elgogary, S. R.; Khidre, R. E.; Telbani, E. M. E. J. Iran. Chem. Soc. 2020, 17, 765–776. DOI: 10.1007/s13738-019-01796-y.
   Web of Science ®Google Scholar
• Wang, X. L.; Wan, K.; Zhou, C. H. Eur. J. Med. Chem. 2010, 45, 4631–4639. DOI: 10.1016/j.ejmech.2010.07.031.
   PubMed Web of Science ®Google Scholar
• Kaushik, C. P.; Pahwa, A.; Kumar, A.; Singh, D.; Kumar, K. Synth. Commun. 2017, 47, 1485–1494. DOI: 10.1080/00397911.2017.1333124.
   Web of Science ®Google Scholar
• Kaushik, C. P.; Pahwa, A.; Kumar, D.; Kumar, A.; Singh, D.; Kumar, K.; Luxmi, R. J. Het. Chem. 2018, 55, 1720–1728. DOI: 10.1002/jhet.3209.
   Web of Science ®Google Scholar
• Shaikh, M. H.; Subhedar, D. D.; Khedkar, V. M.; Jha, P. C.; Khan, F. A. K.; Sangshetti, J. N.; Shingate, B. B. Chin. Chem. Lett. 2016, 27, 1058–1063. DOI: 10.1016/j.cclet.2016.03.014.
   Web of Science ®Google Scholar
• Dolomanov, O. V.; Bourhis, L. J.; Gildea, R. J.; Howard, J. A. K.; Puschmann, H. J. Appl. Crystallogr. 2009, 42, 339–341. DOI: 10.1107/S0021889808042726.
   Web of Science ®Google Scholar
• Sheldrick, G. M. Acta Crystallogr. C Struct. Chem. 2015, 71, 3–8. A. DOI: 10.1107/S2053229614024218.
   PubMed Web of Science ®Google Scholar
• Kaushik, C. P.; Luxmi, R. J. Het. Chem. 2017, 54, 3618–3625. DOI: 10.1002/jhet.2988.
   Web of Science ®Google Scholar
• Kaushik, C. P.; Lal, K.; Kumar, A.; Kumar, S. Med. Chem. Res. 2014, 23, 2995–3004. DOI: 10.1007/s00044-013-0882-z.
   Web of Science ®Google Scholar
• Kaushik, C. P.; Luxmi, R. J. Het. Chem. 2020, 57, 2400–2409. DOI: 10.1002/jhet.3956.
   Web of Science ®Google Scholar
• https://www.rcsb.org/structure/3TZF.
   Google Scholar
• Pettersen, E. F.; Goddard, T. D.; Huang, C. C.; Couch, G. S.; Greenblatt, D. M.; Meng, E. C.; Ferrin, T. E. J. Comput. Chem. 2004, 25, 1605–1612. DOI: 10.1002/jcc.20084.
   PubMed Web of Science ®Google Scholar
• MarvinSketch 19.19.0. 2019. ChemAxon. http://www.chemaxon.com.
   Google Scholar
• Dassault Systemes BIOVIA. Discovery Studio Visualizer v17.2.0.16349; Dassault Systèmes: San Diego, 2016.
   Google Scholar
• Open Source PyMOL(TM) Molecular Graphics System, Version 1.7.2.1. Copyright © 2009 – 2014, Schrodinger, LLC.
   Google Scholar
• Trott, O.; Olson, A. J. J. Comput. Chem. 2010, 31, 455–461. DOI: 10.1002/jcc.21334.
   PubMed Web of Science ®Google Scholar