Synthesis and evaluation of in vitro anti-microbial and anti-tubercular activity of 2-styryl benzimidazoles

作者: Ramya V. Shingalapur , Kallappa M. Hosamani , Rangappa S. Keri

DOI: 10.1016/J.EJMECH.2009.05.021

关键词: Enterococcus faecalisChemical synthesisStaphylococcus aureusAntibacterial agentEscherichia coliAntimicrobialStereochemistryMicrobiologyCandida albicansKlebsiella pneumoniaeChemistry

摘要: A new series of novel 5-(nitro/bromo)-styryl-2-benzimidazoles (1-12) has been synthesized by simple, mild and efficient synthetic protocol attempted condensation 5-(nitro/bromo)-o-phenylenediamine with trans-cinnamic acids in ethylene glycol. Screening for vitro anti-tubercular activity against Mycobacterium tuberculosis H(37) Rv, anti-bacterial Staphylococcus aureus, Escherichia coli, Enterococcus faecalis, Klebsiella pneumoniae bacterial strains anti-fungal Candida albicans Asperigillus fumigatus fungal were carried out. Compounds 5, 7, 8, 9, 11 showed higher compounds 10, 11, 12 have proved to be effective MIC (microg/ml) emerged as lead molecules showing excellent activities a panel microorganisms. All characterized using IR, (1)H, (13)C NMR, GC-MS elemental analysis.

参考文章(33)
Y López-Vidal, A Morales-Pérez, E Nava-Aguilera, A Villegas-Arrizón, B Shea, N Andersson, E Harris, S Mitchell, C Hamel, Risk factors associated with recent transmission of tuberculosis: systematic review and meta-analysis. International Journal of Tuberculosis and Lung Disease. ,vol. 13, pp. 17- 26 ,(2009)
Edmunds Lukevics, Pavel Arsenyan, Irina Shestakova, Ilona Domracheva, Alena Nesterova, Olga Pudova, Synthesis and antitumour activity of trimethylsilylpropyl substituted benzimidazoles. European Journal of Medicinal Chemistry. ,vol. 36, pp. 507- 515 ,(2001) , 10.1016/S0223-5234(01)01241-7
A. Khalafi-Nezhad, M.N. Soltani Rad, H. Mohabatkar, Z. Asrari, B. Hemmateenejad, Design, synthesis, antibacterial and QSAR studies of benzimidazole and imidazole chloroaryloxyalkyl derivatives. Bioorganic & Medicinal Chemistry. ,vol. 13, pp. 1931- 1938 ,(2005) , 10.1016/J.BMC.2005.01.014
Shu-Ting Huang, I-Jen Hsei, Chinpiao Chen, Synthesis and anticancer evaluation of bis(benzimidazoles), bis(benzoxazoles), and benzothiazoles. Bioorganic & Medicinal Chemistry. ,vol. 14, pp. 6106- 6119 ,(2006) , 10.1016/J.BMC.2006.05.007
Andanappa K. Gadad, Malleshappa N. Noolvi, Rajshekhar V. Karpoormath, Synthesis and anti-tubercular activity of a series of 2-sulfonamido/trifluoromethyl-6-substituted imidazo[2,1-b]-1,3,4-thiadiazole derivatives. Bioorganic & Medicinal Chemistry. ,vol. 12, pp. 5651- 5659 ,(2004) , 10.1016/J.BMC.2004.07.060
Benay Can-Eke, M. Orhan Puskullu, Erdem Buyukbingol, Mumtaz Iscan, A study on the antioxidant capacities of some benzimidazoles in rat tissues. Chemico-Biological Interactions. ,vol. 113, pp. 65- 77 ,(1998) , 10.1016/S0009-2797(98)00020-9
Sham M. Sondhi, Nirupma Singh, Anand M. Lahoti, Kiran Bajaj, Ashok Kumar, Olivier Lozach, Laurent Meijer, Synthesis of acridinyl-thiazolino derivatives and their evaluation for anti-inflammatory, analgesic and kinase inhibition activities Bioorganic & Medicinal Chemistry. ,vol. 13, pp. 4291- 4299 ,(2005) , 10.1016/J.BMC.2005.04.017
B. E. Evans, K. E. Rittle, M. G. Bock, R. M. DiPardo, R. M. Freidinger, W. L. Whitter, G. F. Lundell, D. F. Veber, P. S. Anderson, R. S. L. Chang, V. J. Lotti, D. J. Cerino, T. B. Chen, P. J. Kling, K. A. Kunkel, J. P. Springer, J. Hirshfield, Methods for drug discovery: development of potent, selective, orally effective cholecystokinin antagonists Journal of Medicinal Chemistry. ,vol. 31, pp. 2235- 2246 ,(1988) , 10.1021/JM00120A002