Synthesis,Characterization and Biological studies on Mannich Bases of 2-Substituted Benzimidazole Derivatives

Ritchu Sethi; Sandeep Arora; Sandeep Jain; Neelam Jain

doi:10.15415/jptrm.2015.31005

Authors

Ritchu Sethi Chitkara College of Pharmacy, Chitkara University, Rajpura, Punjab-140401
Sandeep Arora Chitkara College of Pharmacy, Chitkara University, Rajpura, Punjab-140401
Sandeep Jain Department of Pharmaceutical Sciences, Guru Jambheshwar University, Hissar –125001, India
Neelam Jain School of Pharmaceutical Education and Research, BPS Women University,Khanpur, Kalan, Sonepat, Haryana, India

DOI:

https://doi.org/10.15415/jptrm.2015.31005

Keywords:

Mannich Bases, antimicrobial activity, antioxidant activity

Abstract

In the present study novel derivatives of 2-substituted benzimidazoles were prepared via Mannich reaction and evaluated for their in vitro antimicrobial activity against two gram negative strains (Escherichia coli and Pseudomonas aeruginosa), two gram positive strains (Bacillus subtilis and Staphylococcus aureus) and fungal strains (Candida albicans and Aspergillus niger).The synthesized compounds were also screened for antioxidant activity.The newly synthesized compounds were characterized by spectral and analytical techniques.The results revealed that all the synthesized compounds have a significant antioxidant and biological activity against the tested microorganisms.

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References

A Ashok, M., Holla, B.S., and Poojary, B.C. (2007) Convenient one pot synthesis and antimicrobial evaluation of some new Mannich bases carrying 4-methylthiobenzyl moiety. European Journal of Medicinal Chemistry, 42(8): 1095-1101. http://dx.doi.org/10.1016/j.ejmech.2007.01.015

Barlin, G.B., and Jiravinya, C. (1990) Potential antimalarials.X.Di-mannich bases of 4-(7’-trifluoromethyl-1’,5’-naphthyridin-4’-ylamino)phenol and N-(4’-Diethylamino-1’-

methylbutyl)-7-trifluoromethyl-1,5-naphthyridin-4-amine. Australian Journal of Chemistry, 43(7): 1175-1181. http://dx.doi.org/10.1071/CH 9901175

Bennet-Jenlins, E., and Baryant, C. (1996) Novel sources of anthelmintics. International Journal for Paracitology. 26(8-9): 937-947. http://dx.doi.org/10.1016/S0020-7519(96)80068-3

E Edwards, M.L., Ritter,H.W., Stemeric, D.M., and Stewart, K.T. (1983) Mannich bases of 4-phenyl-3-buten-2-one:a new class of antiherpes agent. Journal of Medicinal Chemistry. 26(3): 431-436. http://dx.doi.org/10.1021/jm00357a020

E Evans B.E., Rittle K.E.,Bock, M.G., Hirshfield, J. (1988) Methods for drug discovery, development of potent selective, orally effective cholecystokinin antagonist. Journal of Med. Chem. 31: 2235-2246. http://dx.doi.org/10.1021/jm00120a002

Gul, H.I.,Vepsalainen, J., Gul, M., Erciyas, E., and Hanninen, O. (2000) Cytotoxic activities of mono and bis mannich bases derived from acetophenone against Renca and Jurkat cells. Pharmaceutica Acta Helvetiae.74(4): 393-398. http://dx.doi.org/10.1016/S0031-6865(00)00022-4

Ivanova, Y., Momekov, G., Petrov, O., Karaivanova M., and Kalcheva, V. (2007) Cytotoxic Mannich bases of 6-(3-aryl-2-propenoyl)-2-(3H)-benzoxazolones.European Journal of Medicinal Chemistry. 52(11-12): 1382-1387. http://dx.doi.org/10.1016/j.ejmech.2007.02.019

Kalluraya,B.,Chimbalkar,R.M., and Hedge J.C. (2005) Anticonvulsant activity of nicotinyl/isonicotinyl substituted 1,2,4-triazol-5-thione Mannich bases. Indian Journal of Heterocyclic Chemistry.15(1): 15-18.

Kamil, A., Akhtar, S., Jahan, S., Karim, A., Rafik, A., Hassan, S. (2013) Synthesis and antioxidant activity of albendazole derivatives. International Journal of Scientific & Engineering Research. 4(8): 1674-1685.

Koksal,M., Gokhan, N., Kupeli, E.,Yesilada, E.,Erdogan, H. (2007) Analgesic and antiinflammatory activities of some new mannich bases of 5- nitro-2 benzoxazolinones.Archives of Pharmacal Research. 30(4): 419-424. http://dx.doi.org/10.1007/BF02980214

Malinka, W., Swiatek, P., Filipek, B., Sapa, J., Jezierska A., and Koll A. (2005) Synthesis, analgesic activity and computational study of new isothiazolopyridines of mannich base type. Farmaco, 60(11-12): 961-968. http://dx.doi.org/10.1016/j.farmac.2005.08.005

Mandal, S., Yadav, S., Yadav, S., Kumar Nema, R. (2009) Antioxidants- A review. Journal of Chemical and Pharmaceutical Research, 1(1): 102-104.

Mason, J.S., Morize, I., Menard, P.R. (1999) New 4-point pharmacophore method for molecular similarity and diversity applications: Overview of the method and applications including a novel approach to the design of combinatorial libraries containing privileged sub-structures. Journal of Medicinal Chemistry. 42: 3251-3264. http://dx.doi.org/10.1021/jm9806998

Pandeya, S.N., Sriram, D., Nath, G., and De Clercq, E. (2000) Synthesis,antibacterial, antifungal and anti-HIV activities of norfloxacin Mannich bases. European Journal of Medicinal Chemistry, 35(2): 249-255. http://dx.doi.org/10.1016/S0223-5234(00)00125-2

Scott, M.K., Martin, G.E., Distefano D.L. et al, (1992) Pyrrole Mannich bases as potential antipsychotic agents. Journal of Medicinal Chemistry. 35(3): 552-558. http://dx.doi.org/10.1021/jm00081a018

Singh, B.N., Shukla, S.K., and Singh, M. (2007) Synthesis and biological activity of sulphadiazine schiff’s bases of isatin and their N-Mannich bases. Asian Journal of Chemistry. 19(7): 5013-5018.

Vasishtha, S.C.,Zello, G.A., Nienaber, K.H.et al, (2004) Cytotoxic and anticonvulsant aryloxy aryl mannich bases and related compounds.European Journal of Medicinal Chemistry. 39(1): 27-35. http://dx.doi.org/10.1016/j.ejmech.2003.09.011

White, A.W., Almassy, R., Calvert, A.H., Golding, B.T. (2000) Resistance modifying agents, Synthesis and Biological properties of Benzimidazole inhibitors of DNA repair enzyme Poly(ADP Ribose) polymerase. Journal of Med.Chem, 43: 4084-4097. http://dx.doi.org/10.1021/jm000950v

Zhu, Z., Lippa, B., Drach, J.C.(2000) Design Synthesis and biological evaluation of tricyclic nucleosides(Dimensional probes)as analogues of certain antiviral polyhalogenated Benzimidazole Ribonucleosides. Journal of Med. Chemistry, 43: 2430-2437. http://dx.doi.org/10.1021/jm990290y