Synthesis, characterization and antimicrobial activity of novel benzofuran- and thiophene-containing diketoxime derivatives
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Abstract
The aim of this study was the preparation of 1,1'-(2,5-thiophenediyl)bis[1-(2-benzofuranyl)methanone] (2), the corresponding diketoxime (3), and the ether and ester derivatives (4a–e) of the diketoxime. These compounds were prepared in good yields. Minimum inhibitory concentrations (MIC) of the synthesized compounds 1–4 were determined against Salmonella enterica subsp. enterica serovar Typhimurium, Escherichia coli and Staphylococcus aureus. Among the synthesized compounds, 1 and 4e showed good activity against E. coli, S. enterica and S. aureus.
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References
O. Oter, K. Ertekin, C, Kirilmis, M. Koca, M. Ahmedzade, Sens. Actuators, B 122 (2007) 450
F. Karatas, M. Koca, H. Kara, S. Servi, Eur. J. Med. Chem. 41 (2006) 664
R. W. Sabnis, D. W. Rangnekar, N. D. Sonawane, J. Heterocycl. Chem. 36 (1999) 333
A. M. Khalil, M. A. Berghot, E. Ghada, E. G. Abd, M. A. Gouda, Synth. Commun. 40 (2010) 1658
P. G. Costa Susana, E. Oliveira, C. Lodeiro, Tetrahedron Lett. 49 (2008) 5258
G. N. Schrauzer, Angew. Chem. Int. Ed. 15 (1976) 417
T. W. Thomas, A. E. Underhill, Chem. Soc. Rev. 1 (1972) 99
A. E. Underhill, D. M. Watkins, R. Pethig, Inorg. Nucl. Chem. Lett. 9 (1973) 1269
A. Chakravorty, Coord. Chem. Rev. 13 (1974) 1
K. Kurita, Polym. Degrad. Stab. 59 (1998) 117
N. K. Mathur, C. K. Narang, J. Chem. Educ. 67 (1990) 938
M. N. V. Ravi Kumar, React. Funct. Polym. 46 (2000) 1
A. Amalraj, R. Raghunathan, M. R. Sridevi Kumari, N. Raman, Bioorg. Med. Chem. 11 (2003) 407
I. G. Mobio, A. T. Soldatenkov, V. O. Federov, E. A. Ageev, N. D. Sergeeva, S. Lin, E. E. Stashenko, N. S. Prostakov, E. I. Andreeva, Khim.-Farm. Zh. 23 (1989) 421
R. V. Perumal, M. Adiraj, P. Shanmugapandiyan, Indian Drugs 38 (2001) 156
S. Balasubramanin, C. Ramalingan, G. Aridoss, S. Kabilan, Eur. J. Med. Chem. 40 (2005) 694
S. Balasubramanin, C. Ramalingan, G. Aridoss, P. Parthiban, S. Kabilan, Med. Chem. Res. 13 (2004) 297
C. Ramalingan, S. Balasubramanin, S. Kabilan, M. Vasudevan, Eur. J. Med. Chem. 39 (2004) 527
C. Ramalingan, S. Balasubramanin, S. Kabilan, M. Vasudevan, Med. Chem. Res. 12 (2003) 41
M. Srinivasan, S. Perumal, S. Selvaraj, Chem. Pharm. Bull. 54 (2006) 795
K. Narayanan, M. Shanmugan, S. Jothivel, S. Kabilan, Bioorg. Med. Chem. Lett. 22 (2012) 6602
J. V. Dijk, J. M. A. Zwagemakers, J. Med. Chem. 20 (1977) 1199
A. Bishnoi, S. Singh, A. K. Tiwari, A. Sethi, C. M. Tripathi, Med. Chem. 9 (2013) 45
A. Fravolini, F. Schiaffella, G. Orzalesi, R. Selleri. I. Volpato, Eur. J. Med. Chem. 13 (1978) 347
S. J. Burditt, P. B. Hamilton, Poultry Sci. 62 (1983) 2183
D. P. Jindal, R. Chattopadhaya, S. Guleria, R. Gupta, Eur. J. Med. Chem. 38 (2003) 1025
B. Premalatha, D. Bhakiaraj, B. Chellakili, M. Gopalakrishnan, J. Pharm. Res. 6 (2013) 730
N. O. Iskeleli, C. Kazak, C. Kirilmis, M. Koca, Acta Crystallogr., E 61 (2005) 1212
C. Kirilmis, M. Koca, A. Cukurovali, M. Ahmedzade, C. Kazaz, Molecules 10 (2005) 1399
Y. Miyahara, J. Heterocycl. Chem. 16 (1979) 1147
F. Yuksel, A. G. Gurek, M. Durmus, I. Gurol, V. Ahsen, E. Jeanneau, D. Luneau, Inorg. Chim. Acta 361 (2008) 2225
G. Massolini, M. L. Carmellino, A. Baruffini, Farmaco 49 (1994) 747
H. A. Dondas, R. Grigg, J. Markandu, T. Perrior, T. Suzuki, S. Thibault, W. A. Thomas, M. Thornton-Pett, Tetrahedron 58 (2002) 161
C. B. Li, H. Zhang, Y. Cui, S. M. Zhang, Z. Y. Zhao, M. C. K. Choi, A. S. C. Chan, Synth. Commun. 33 (2003) 543
A. B. Zaitsev, A. M., Vasil'tsov, E. Y. Schmidt, A. L. Mikhaleva, L. V. Morozova, A. V. Afonin, I. A. Ushakov, B. A. Trofimov, Tetrahedron 58 (2002) 10043
H. Sharghi, M. H. Sarvari, Synlett 1 (2001) 99
A. Gül, O. Bekaroglu, J. Chem. Soc. Dalton. Trans. 12 (1983) 2537
V. Ahsen, F. Gokceli, O. Bekaroglu, J. Chem. Soc. Dalton Trans. 8 (1987) 1827
A. Nakamura, A. Konishi, S. Otsuka, J. Chem. Soc. Dalton. Trans. 3 (1979) 488
M. S. Ma, R. J. Angelici, Inorg. Chem. 19 (1980) 363.