Synthesis and Biological Evaluation of Some Isatin-based Mannich Bases
DOI:
https://doi.org/10.37285/ijpsn.2012.5.4.3Abstract
In this study, a series of isatin-based Mannich bases were prepared and their biological activity was evaluated. Schiff bases of isatin were synthesized by condensation of the keto group of isatin with different aromatic primary amines. The N-Mannich bases of the above Schiff bases were synthesized by reaction of the acidic imino group of isatin with formaldehyde and secondary amine. The chemical structures of the title compounds have been confirmed and elucidated by means of their physical and spectral data respectively. The compounds were tested for their possible antibacterial, analgesic and anti-inflammatory activities by the standard methods. Among the tested compounds, the compound containing the chloro group showed significant biological activity. These pilot studies demonstrate the usefulness of isatin-based Mannich bases.
Downloads
Metrics
Keywords:
Isatin, Antibacterial, Analgesic, Anti-inflammatory.Downloads
Published
How to Cite
Issue
Section
References
Aliasghar J, Dariush K, De Clercq E, Chanaz S and Jean MB (2007). Synthesis, antibacterial, antifungal and antiviral activity. Evaluation of some new bis-schiff bases of isatin and their derivatives. Molecules 12: 1720-1730.
Bal TR, Anand B, Yogeeswari P and Sriram D (2005). Synthesis of anti-HIV activity of isatin β-thiosemicarbazone derivatives. Bioorg Med Chem Lett 15: 4451-4455.
Barry AL (1976). The antimicrobial susceptibility test: principle and practices, Philadelphia, USA, pp 578.
Chhajed SS and Padwal MS (2010). Antimicrobial evaluation of some novel schiff and mannich bases of isatin and its derivatives with quinolin. Int J ChemTech Res 2: 209-213.
Eddy NB and Leimbach D (1953). Systemic analgesics II. diethylbutenyl and diethienylbutyl amines. J Pharmacol Exp Ther 107: 385-393.
Franzotti EM, Santos CVF, Rodrigues HMSL, Mourao RHV, Andrade MR and Antoniolli AR (2000). Anti-inflammatory, analgesic activity and acute toxicity of sida cordifolia L. (Malva-branca). J Ethnopharm 72: 273-278.
Ghosh MN (1984). Fundamentals of experimental pharmacology, 2nd Ed, scientific book agency, Calcutta, India, pp 153-190.
Glover V, Halket JM and Watkins PJ (1988). Isatin: identity with the purified endogenous monoamine oxidase inhibitor tribulin. J Neurochem 51: 656-659.
Khan SA, Haque SW, Imran M and Siddiqui N (2006). Synthesis and biological evaluation of some novel mannich bases of isatin. J Pharm Res 5: 61-64.
Laurence DR, and Bacharach AL (1964). Evaluation of drug activities-pharmacometrics, Vol-I, academic press, New York, pp 817-818.
Medvedev A, Igosheva N and Crumeyrolle-Arias M (2005). Isatin: role in stress and anxiety. Stress 8:175-83.
Pandeya SN, Sriram D, Nath G and De Clercq E (1999). Synthesis and antimicrobial activity of schiff and mannich bases of isatin and its derivatives with pyrimidine. Farmaco 54: 624-628.
Pandeya SN, Sriram D, Nath G and De Clercq E (1999). Synthesis, antibacterial, antifungal and antiviral activity evaluation of some new bis-schiff bases of isatin and their derivatives. Pharm Acta Helv 74: 11-17.
Ramesh A, Sridhar SK and Saravanan M (2001). Synthesis and antibacterial screening of hydrazones, schiff and mannich bases of isatin derivatives. Eur J Med Chem 36: 615-625.
Ramesh A and Sridhar SK (2001). Synthesis and pharmacological activities of schiff and hydrazones of isatin derivatives. Indian Drugs 38: 174-180.
Singh UK, Pandeya SN, Singh A, Srivastava BK and Pandey M (2010). Synthesis and antimicrobial activity of schiff’s and N-mannich bases of isatin and its derivatives with 4-amino-N-carbamimidoyl benzene sulfonamide. Int J Pharma Sci Drug Res 2: 151-154.
Sriram D, Bal TR and Yogeeswari P (2005). Synthesis, antiviral and antibacterial activities of isatin mannich bases. Med Chem Res 14: 11-28.
Varma M, Pandeya SN, Singh KN and Stables JP (2004). Anticonvulsant activity of schiff bases of isatin derivatives. Acta Pharm 54: 49-56.