Synthesis and characterization of N′-(11H-indeno[1,2-b]quinoxalin-11-ylidene)benzohydrazonamides as potential antimicrobial agents

References

• Selvam, P.; Lakra, D. R.; Pannecouque, C.; De Clercq, E., Indian J. Pharm. Sci. 2012, 74, 22–25.
   Web of Science ®Google Scholar
• Selvam, P.; De Clercq, E., Int. J. Pharm. Ind. Res. 2011, 1, 138–140.
   Google Scholar
• Kotharkar, S. A.; Shinde, D. B. Bioorg. Med. Chem. Lett. 2006, 16, 6181–6184. DOI: 10.1016/j.bmcl.2006.09.040.
   PubMed Web of Science ®Google Scholar
• El-Hawash, S. A.; Habib, N. S.; Kassem, M. A. Arch. Pharm. 2006, 339, 564–571. DOI: 10.1002/ardp.200600061.
   PubMed Web of Science ®Google Scholar
• Khan, S. A.; Saleem, K.; Khan, Z. Eur. J. Med. Chem. 2007, 42, 103–108. DOI: 10.1016/j.ejmech.2006.07.006.
   PubMed Web of Science ®Google Scholar
• Corona, P.; Vitale, G.; Loriga, M.; Paglietti, G.; La Colla, P.; Collu, G.; Sanna, G.; Loddo, R. Eur. J. Med. Chem. 2006, 41, 1102–1107. DOI: 10.1016/j.ejmech.2006.05.015.
   PubMed Web of Science ®Google Scholar
• Tandon, V. K.; Yadav, D. B.; Maurya, H. K.; Chaturvedi, A. K.; Shukla, P. K. Bioorg. Med. Chem. 2006, 14, 6120–6126. DOI: 10.1016/j.bmc.2006.04.029.
   PubMed Web of Science ®Google Scholar
• Abid, M.; Azam, A. Bioorg. Med. Chem. Lett. 2006, 16, 2812–2816. DOI: 10.1016/j.bmcl.2006.01.116.
   PubMed Web of Science ®Google Scholar
• Refaat, H. M.; Moneer, A. A.; Khalil, O. M. Arch. Pharm. Res. 2004, 27, 1093–1098. DOI: 10.1007/BF02975110.
   PubMed Web of Science ®Google Scholar
• Carta, A.; Loriga, M.; Zanetti, S.; Sechi, L. A. Farmaco 2003, 58, 1251–1255. DOI: 10.1016/S0014-827X(03)00198-8.
   PubMedGoogle Scholar
• Kim, S. H.; Kim, T. E.; Kurasawa, Y. J. Korean Chem. Soc. 2001, 45, 325–333.
   Google Scholar
• Zarranz, B.; Aldana, I.; Jaso, A.; Monge, A. Bioorg. Med. Chem. 2004, 12, 3711–3721. DOI: 10.1016/j.bmc.2004.04.013.
   PubMed Web of Science ®Google Scholar
• Yan, L.; Liu, F. W.; Dai, G. F.; Liu, H. M. Bioorg. Med. Chem. Lett. 2007, 17, 609–612. DOI: 10.1016/j.bmcl.2006.11.007.
   PubMed Web of Science ®Google Scholar
• Grande, F.; Aiello, F.; Grazia, O. D.; Brizzi, A.; Garofalo, A.; Neamati, N. Bioorg. Med. Chem. 2007, 15, 288–294. DOI: 10.1016/j.bmc.2006.09.073.
   PubMed Web of Science ®Google Scholar
• Lenzi, O.; Colotta, V.; Catarzi, D.; Varano, F.; Filacchioni, G.; Martini, C.; Trincavelli, L.; Ciampi, O.; Varani, K.; Marighetti, F.; et al. J. Med. Chem. 2006, 49, 3916–3925. DOI: 10.1021/jm060373w.
   PubMed Web of Science ®Google Scholar
• Jung, J. K.; Jung, E. K.; Nam-Goong, K.; Cho, J. S.; Kim, H. M.; Park, S. G.; Yoo, Y. A.; Kwon, J. H.; Lee, H. S. Arch. Pharm. Res. 2006, 29, 276–281. DOI: 10.1007/BF02968570.
   PubMed Web of Science ®Google Scholar
• Carta, A.; Loriga, M.; Piras, S.; Paglietti, G.; La Colla, P.; Busonera, B.; Collu, G.; Loddo, R. Med. Chem. 2006, 2, 113–122. DOI: 10.2174/157340606776056197.
   PubMed Web of Science ®Google Scholar
• Novellino, E.; Cosimelli, B.; Ehlardo, M.; Greco, G.; Iadanza, M.; Lavecchia, A.; Rimoli, M. G.; Sala, A.; Da Settimo, A.; Primofiore, G.; et al. J. Med. Chem. 2005, 48, 8253–8260. DOI: 10.1021/jm050792d.
   PubMed Web of Science ®Google Scholar
• Zhao, C. H.; Chen, Y.; Ding, J.; Duan, W. H. Chin. J. Biotechnol. 2005, 40, 814–819.
   Google Scholar
• Gali-Muhtasib, H. U.; Diab-Assaf, M.; Haddadin, M. J. Cancer Chemother. Pharmacol. 2005, 55, 369–378. DOI: 10.1007/s00280-004-0907-x.
   PubMed Web of Science ®Google Scholar
• Liu, C. H.; Wang, B.; Li, W. Z.; Yun, L. H.; Liu, Y.; Su, R. B.; Li, J.; Liu, H. Bioorg. Med. Chem. 2004, 12, 4701–4707. DOI: 10.1016/j.bmc.2004.06.026.
   PubMed Web of Science ®Google Scholar
• Colotta, V.; Catarzi, D.; Varano, F.; Calabri, F. R.; Lenzi, O.; Filacchioni, G.; Martini, C.; Trincavelli, L.; Deflorian, F.; Moro, S. J. Med. Chem. 2004, 47, 3580–3590. DOI: 10.1021/jm031136l.
   PubMed Web of Science ®Google Scholar
• Piras, S.; Loriga, M.; Paglietti, G. Farmaco 2004, 59, 185–194. DOI: 10.1016/j.farmac.2003.11.014.
   PubMedGoogle Scholar
• Loriga, M.; Piras, S.; Paglietti, G.; Costi, M. P.; Venturelli, A. Farmaco 2003, 58, 51–61. DOI: 10.1016/S0014-827X(02)00005-8.
   PubMedGoogle Scholar
• Vekariya, N. A.; Khunt, M. D.; Parikh, A. R. Ind. J. Chem. 2003, 42, 421–424.
   Google Scholar
• Piras, S.; Loriga, M.; Paglietti, G. Farmaco 2002, 57, 1–8. DOI: 10.1016/S0014-827X(01)01159-4.
   PubMedGoogle Scholar
• Zarranz, B.; Jaso, A.; Lima, L. M.; Aldana, I.; Monge, A.; Maurel, S.; Sauvain, M. Brazilian J. Pharm. Sci. 2006, 42, 357–361.
   Google Scholar
• Zarranz, B.; Jaso, A.; Aldana, I.; Monge, A.; Maurel, S.; Deharo, E.; Jullian, V.; Sauvain, M. Arzneimittelforschung. 2005, 55, 754–761. DOI: 10.1055/s-0031-1296926.
   PubMed Web of Science ®Google Scholar
• Guillon, J.; Grellier, P.; Labaied, M.; Sonnet, P.; Leger, J. M.; Deprez-Poulain, R.; Forfar-Bares, I.; Dallemagne, P.; Lemaitre, N.; Pehourcq, F.; et al. J. Med. Chem. 2004, 47, 1997–10083. DOI: 10.1021/jm0310840.
   PubMed Web of Science ®Google Scholar
• Zarranz, B.; Aldana, I.; Jaso, A.; Monge, A. Bioorg. Med. Chem. 2003, 11, 2149–2156. DOI: 10.1016/S0968-0896(03)00119-6.
   PubMed Web of Science ®Google Scholar
• Seitz, L. E.; Suling, W. J.; Reynolds, R. C. J. Med. Chem. 2002, 45, 5604–5606. DOI: 10.1021/jm020310n.
   PubMed Web of Science ®Google Scholar
• Rangisetty, J. B.; Gupta, C. N.; Prasad, A. L.; Srinivas, P.; Sridhar, N.; Parimoo, P.; Veeranjaneyulu, A. J. Pharm. Pharmacol. 2001, 53, 1409–1414. DOI: 10.1211/0022357011777765.
   PubMed Web of Science ®Google Scholar
• Lieu, F.; Ouellet, C.; Ruediger, E. H.; Belema, M.; Qiu, Y.; Yang, X.; Banville, J.; Burke, J. R.; Gregor, K. R.; MacMaster, J. F.; et al. Bioorg. Med. Chem. Lett. 2007, 17, 1233–1237. DOI: 10.1016/j.bmcl.2006.12.017.
   PubMed Web of Science ®Google Scholar
• Singh, S. K.; Saibaba, V.; Ravikumar, V.; Rudrawar, S. V.; Daga, P.; Rao, C. S.; Akhila, V.; Hegde, P.; Rao, Y. K. Bioorg. Med. Chem. 2004, 12, 1881–1893. DOI: 10.1016/j.bmc.2004.01.033.
   PubMed Web of Science ®Google Scholar
• Ismail, M. M.; Ammar, Y. A.; Ibrahim, M. K.; El-Zahaby, H. S.; Mahmoud, S. S. Arzneimittelforschung. 2005, 55, 738–743. DOI: 10.1055/s-0031-1296923.
   PubMed Web of Science ®Google Scholar
• Vierfond, J. M.; Legendre, L.; Martin, C.; Rinjard, P.; Miocque, M. Eur. J. Med. Chem. 1990, 25, 251–255. DOI: 10.1016/0223-5234(90)90208-K.
   Web of Science ®Google Scholar
• Carta, A.; Piras, S.; Loriga, G.; Paglietti, G. Mini Rev. Med. Chem. 2006, 6, 1179–1200. DOI: 10.2174/138955706778742713.
   PubMed Web of Science ®Google Scholar
• Ortega, M. A.; Aldana, I.; Jaso, A.; Monge, A.; Montoya, M. E.; Sainz, Y.; Zarranz, B. Arzneim. Forsch. Drug Res. 2011, 52, 113–119. DOI: 10.1055/s-0031-1299866.
   Google Scholar
• Jaso, A.; Zarranz, B.; Aldana, I.; Monge, A. Eur. J. Med. Chem. 2003, 38, 791–800. DOI: 10.1021/jm049952w.
   PubMed Web of Science ®Google Scholar
• Zanetti, S.; Sechi, L. A.; Molicotti, P.; Cannas, S.; Bua, A.; Deriu, A.; Carta, A.; Paglietti, G. Int. J. Antimicrob. Agents. 2005, 25, 179–181. DOI: 10.1016/j.ijantimicag.2004.11.003.
   PubMed Web of Science ®Google Scholar
• Sun, G.; Uretsky, N. J.; Wallace, L. J.; Shams, G.; Weinstein, D. M.; Miller, D. D. J. Med. Chem. 1996, 39, 4430–4438. DOI: 10.1021/jm950632+.
   PubMed Web of Science ®Google Scholar
• Fisher, M. H.; Lusi, A.; Egerton, J. R. J. Pharm. Sci. 1977, 66, 1349–1352. DOI: 10.1002/jps.2600660942.
   PubMed Web of Science ®Google Scholar
• Bahekar, R. H.; Jain, M. R.; Gupta, A. A.; Goel, A.; Jadav, P. A.; Patel, D. N.; Prajapati, V. M.; Patel, P. R. Arch. Pharm. 2007, 340, 359–366. DOI: 10.1002/ardp.200700024.
   PubMed Web of Science ®Google Scholar
• Sehlstedt, U.; Aich, P.; Bergman, J.; Vallberg, E. I.; Norden, B.; Graslund, A. J. Mol. Biol. 1998, 278, 31–56. DOI: 10.1006/jmbi.1998.1670.
   PubMed Web of Science ®Google Scholar
• Cheng, C.; Jiang, B.; Tu, S. J.; Li, G. Green Chem. 2011, 13, 2107–2115. DOI: 10.1039/c1gc15183e.
   Web of Science ®Google Scholar
• Schepetkin, I. A.; Kirpotina, L. N.; Khlebnikov, A. I.; Hanks, T. S.; Kochetkova, I.; Pascual, D. W.; Jutila, M. A.; Quinn, M. T. Mol. Pharmacol. 2012, 81, 832–845. DOI: 10.1124/mol.111.077446.
   PubMed Web of Science ®Google Scholar
• Selvam, P.; De Clereq, E.; Pannecouque, C. Int. J. Drug Des. Dis. 2013, 4, 1017–1020.
   Google Scholar
• Khan, M. S.; Munawar, M. A.; Ashraf, M.; Alam, U.; Ata, A.; Asiri, A. M.; Kousar, S.; Khan, M. A. Bioorg. Med. Chem. 2014, 22, 1195–1200. DOI: 10.1016/j.bmc.2013.12.024.
   PubMed Web of Science ®Google Scholar
• Aly, A. A.; Nour-El-Din, A. M. Arkivoc 2008, 1, 153–194.
   Web of Science ®Google Scholar
• Wilson, D. M.; Termin, A. P.; Mao, L.; Ramirez-Weinhouse, M. M.; Molteni, V.; Grootenhuis, P. D. J.; Miller, K.; Keim, S.; Wise, G. J. Med. Chem. 2002, 45, 2123–2126. DOI: 10.1021/jm025512y.
   PubMed Web of Science ®Google Scholar
• Kawata, S.; Okui, S.; Suzuki, S.; Fukuchi, T.; Akiyiki, S. Insecticides Containing Hydrazone Derivatives as the Active Ingredient and Novel Hydrazone Derivatives. Patent EP1470752, January 10, 2003.
   Google Scholar
• Ohnuma, S.-Y.; Hasegawa, T.; Sada, T. Patent: EP1935874, 2008.
   Google Scholar
• Gomaa, M. A.-M.; Hassan, D. K. Arch. Pharm. Chem.2019, 352, 201900209. DOI: 10.1002/ardp.201900209.
   Web of Science ®Google Scholar
• Gomaa, M. A.-M.; Manolikakes, G.; Sun, Y.; Hassan, D. K. Synth. Comm. 2019, 49, 3161–3168.
   Web of Science ®Google Scholar
• Gomaa, M. A.-M.; Ali, H. A. J. Chem. Res. 2018, 42, 138–140. DOI: 10.3184/174751918X15208586440824.
   Web of Science ®Google Scholar
• Gomaa, M. A.-M.; Ali, H. A. Mol. Divers. 2018, 22, 969–977. DOI: 10.1007/s11030-018-9849-9.
   PubMed Web of Science ®Google Scholar
• El-Katatny, M. H.; Emam, A. S. J. Microbiol. Biotechnol. Food Sci. 2012, 1, 1505–1528.
   Google Scholar
• Steinkellner, S.; Mammerler, R.; Vierheilig, H. Eur. J. Plant Pathol. 2008, 122, 395–401. DOI: 10.1007/s10658-008-9306-1.
   Web of Science ®Google Scholar
• Carroll, L. M.; Wiedmann, M.; Mukherjee, M.; Nicholas, D. C.; Mingle, L. A.; Dumas, N. B.; Cole, J. A.; Kovac, J. Front. Microbiol. 2019, 10, 1–20. DOI: 10.3389/fmicb.2019.00144.
   PubMed Web of Science ®Google Scholar
• Kumar, S. T.; Yassin, A.; Bhowmick, T.; Dixit, D. P & T. 2017, 42, 767–772.
   PubMedGoogle Scholar
• Davison, J. S. Synthesis 1979, 1979, 359–361.
   Google Scholar
• Azizian, J.; Mohammadizadeh, M. R.; Zomorodbakhsh, S.; Mohammadi, A. A.; Karimi, A. R. Arkivoc 2007, 15, 24–30.
   Web of Science ®Google Scholar
• Soleimani, E.; Hariri, M.; Saei, P. C. R. Chimie 2013, 16, 773–777. DOI: 10.1016/j.crci.2013.04.007.
   Web of Science ®Google Scholar
• Furniss, B. S.; Hannaford, A. J.; Smith, P. W. G.; Tatchell, A. R. Vogel’s Text Book of Practical Organic Chemistry; Longman Scientific & Technical Longman Group UK Limited House: Harlow, Essex, 1989, 5th edition.
   Google Scholar
• Abraham, E. P.; Chain, E.; Fletcher, C. M.; Gardner, A. D.; Heatley, N. G.; Jennings, M. A.; Florey, H. W. Lancet 1941, 138, 177–189.
   Google Scholar