Synthesis, characterization and antimicrobial activity of benzofuran and thiophene substituted novel diketoxime derivatives

Demet Coskun, Seher Gur, Mehmet Fatih Coskun

Abstract


The aim of this study is to describe preparation of thiophene-2,5-diyl bis(1-benzofuran-2-yl-methanone (2), the corresponding diketoxime (3), and ether and ester derivatives (4a-e) of the diketoxime. These compounds were prepared in good yields. Minimum inhibitory concentrations (MIC) of synthesized compounds 1,2,3,4a-e were determined against Salmonella typhimurium (NRRL 4413), Escherichia coli (ATCC 25922) and Staphylococcus aureus (ATCC 6538). Among the synthesized compounds, 1 and 4e showed a good activity against E.coli (ATCC 25922), S.typhimurium (NRRL 4413) and S.aureus (ATCC 6538).


Keywords


: The aim of this study is to describe preparation of thiophene-2,5-diyl bis(1-benzofuran-2-yl-methanone (2), the corresponding diketoxime (3), and ether and ester derivatives (4a-e) of the diketoxime. These compounds were prepared in good yields. Minimum

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References


O. Oter, K. Ertekin, C, Kirilmis, M. Koca, M. Ahmedzade, Sens. Actuators B Chem. 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, Synt. Commun. 40 (2010) 1658

P. G. Costa Susana, E. Oliveira, C. Lodeiro, Tetra. Lett. 49 (2008) 5258

G. N. Schrauzer, Angew Chem. In.t 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, Kim. Farm. Zh. 23 (1989) 421

R. V. Perumal, M. Adiraj, P. Shanmugapandiyan, Ind. Drug. 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. Cryst. 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, Il 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




DOI: http://dx.doi.org/10.2298/JSC160517003C

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