Synthesis, characterization, and antibacterial effect of 4-methoxy-2-(5-H/Me/CI/NO,,-1H-benzimidazol-2-yl)- phenols and some transition metal complexes
Synthesis, characterization, and antibacterial effect of 4-methoxy-2-(5-H/Me/CI/NO,,-1H-benzimidazol-2-yl)- phenols and some transition metal complexes
4-Methoxy-2-(5-H/methyl/chloro/nitro-1H -benzimidazol-2-yl)-phenol ($HL_X$ ; X=1-4) ligands and $HL_1$ complexes with Fe$({NO_3)}_3$, Cu$({NO_3)}_2$, Ag$NO_3$, and Zn$({NO_3)}_2$2 were synthesized and characterized. The structures of the compounds were confirmed on the basis of elemental analysis, molar conductivity, magnetic moment, FT-IR, UV-visible, and $^1H$- and $^13C$-NMR. Antibacterial activity of the free ligands, their hydrochloride salts, and the complexes was evaluated using the disk diffusion method in dimethyl sulfoxide (DMSO) as well as the minimum inhibitory concentration (MIC) dilution method, against 9 bacteria, and the results were compared with penicillin-G and oxytetracycline. It was observed that $HL_1$ , [Ag($HL_1$)]($NO_3$), and [Cu${(L_1)}_2]{(H_2O)}_2$ are effective on S. epidermidis, S. aureus, and B. subtilis (gram+) organisms compared with the other compounds. All compounds except HL4 and $[Zn(L_1){(H_2O)}_2]NO_3$ showed antibacterial activity on S. aureus.
___
- 1. Tong, Y. P.; Zheng, S. L. J. Mol. Struc. 2007, 841, 34-40.
- 2. Tavman, A.; Agh-Atabay, N. M.; Neshat, A.; G¨ucin, F.; D¨ulger, B.; Haciu, D. Transit. Met. Chem. 2006, 31, 194-200.
- 3. Wahlgren, C. G.; Addison, A. W.; Burman, S.; Thompson, L. K.; Sinn, E.; Rowe, T. M. Inorg. Chim. Acta 1989, 166, 59-69.
- 4. Tavman, A.; ¨Ulk¨useven, B. Main Group Met. Chem. 2001, 24, 211-216.
- 5. Gupta, S. K.; Mishra, L. K. J. Inorg. Nucl. Chem. 1979, 41, 890-891.
- 6. Tavman, A.; Agh-Atabay, N. M.; G¨uner, S; G¨ucin, F.; D¨ulger, B. Transit. Met. Chem. 2007, 32, 172-179.
- 7. Seth, G.; Garg, Y.; Mouraya, N. K. Asian J. Chem. 2002, 14, 919-922.
- 8. Seth, G.; Garg, Y.; Mouraya, N. K. Asian J. Chem. 2003, 15, 546-548.
- 9. ¨Ulk¨useven, B.; Tavman, A.; ¨ Ot¨uk, G.; Birteks¨oz, S. Folia Microbiol. 2002, 47, 481-487.
- 10. Tavman, A.; ˙ Ikiz, S.; Ba˘gcıgil, A. F.; ¨ Ozg¨ur, N. Y.; Ak, S. J. Serb. Chem. Soc. 2009, 74, 537-548.
- 11. Ridley, H. F.; Spickett, G. W.; Timmis, G. M. J. Het. Chem. 1965, 2, 453-456.
- 12. NCCLS. Performance Standards for Antimicrobial Disk Susceptibility Tests - sixth edition.; Approved standard. NCCLS Document M2-A6. NCCLS, 940 West Valley Road, Suite 1400, Wayne, Pennsylvania 19087, 1997.
- 13. NCCLS.Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria That Grow Aerobically - Fifth Edition; Approved Standard. NCCLS Document M7-A5 NCCLS, 940 West Valley Road, Suite 1400, Wayne, Pennsylvania 19087, 2000.
- 14. El-Sawaf, A. K.;West, D. X.; El-Bahnasawy, R. M.; El-Saied, F. A. Transit. Met. Chem. 1998, 23, 227-232.
- 15. Padhye, S.; Kauffman, G. B. Coord. Chem. Rev. 1985, 63, 127-160.
- 16. Leovac, V. M.; Jovanovic, L. S.; Cesljevic, V. S.; Bjwlica, L. J.; Arion, V. B.; Gerbelu, N. V. Polyhedron 1994, 13, 3005-3014.
- 17. Nyquist, R. A.; Kagel, R. O. Infrared Spectra of Inorganic Compounds, Academic Press, NewYork & London, 1971.
- 18. Kong, D. Y.; Xie, Y. Y. Polyhedron 2000, 19, 1527-1537.
- 19. Tavman, A. Spectrochim. Acta 2006, A63, 343-348.
- 20. Prieto, F. R.; Penedo, J. C.; Mosquera, M. J. Chem. Soc., Faraday Trans. 1998, 94, 2775-2782.
- 21. Abd-Elzaher, M. M. Appl. Organometal. Chem. 2004, 18, 149-155.
- 22. Lever, A. B. P. Inorganic Electronic Spectroscopy, Elsevier, Amsterdam, 1984.