Asian Journal of Research in Chemistry

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Synthetic, Crystal and In Vitro Antimicrobial Studies of Compounds Derived from Pyrazinamide and Nicotinohydrazide via a One-Pot Two Components Reaction


Affiliations
1 C. Abdul Hakeem College (Autonomous), Melvisharam – 632 509, Tamil Nadu, India
2 Muthurangam Government Arts College (Autonomous), Vellore – 632 002, Tamil Nadu, India
     

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A series of new pyrazinamide (PZA) and nicotinohydrazide (NCA) analogues were synthesized by conventional one pot reaction of pyrazinamide and nicotinohydrazide with various disubstituted benzaldehydes in ethanol. Crystal and molecular structure of the ligand D2 was determined by single crystal X-ray diffraction method. All of the investigated compounds were further characterized by Elemental analyses, LC-MS, UV-Visible, FT-IR, 1H NMR and 13C NMR and evaluated for their in vitro antimicrobial activity against Mycobacterium tuberculosis H37Rv (MTB). Compounds B6 and D6 showed higher activity against all the tested bacterial strains and the compounds D1-D6 exhibited highest efficacy and exhibited >70% inhibition against the Mycobacterium tuberculosis.

Keywords

Nicotinohydrazide (NCA), Pyrazinamide (PZA), Schiff Base, Crystal Structure, X-Ray Diffraction, Mycobacterium tuberculosis.
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  • www.who.int/tb/publications/2007/factsheet.

  • World Health Organization, Global Tuberculosis Report (2012).

  • World Health Organization. 2003. The World Health Organization Global Tuberculosis

  • Treatment of tuberculosis: guidelines – 4th ed. WHO document no.WHO/HTM/TB/2009.420. 2010. ISBN 978 92 4 154783 3.

  • Tuberculosis: a global emergency. World Health Forum, 1993; 14:438.

  • World Health Organization Tuberculosis Programme Available from: http://www.who.int/tb/en/June (2009).

  • O’Brien R.J, Nunn P.P, Am. J. Respir. Crit. Care Med., 2001; 163:1055-1058.

  • Hearn M.J, Cynamon M.H, J. Antimicrob. Chemother., 2004; 53:185-191.

  • Hearn M.J, Cynamon M.H, Chen M.F, Coppins R, Davis J, Joo-On Kang H, Noble A, Tu-Sekine B, Terrot M.S, Trombino D, Thai M, Webster E.R, Wilson R, Eur. J. Med. Chem., 2009; 44:41694178.

  • Maccari R, Ottaná R, Vigorita M.G, Bioorg. Med. Chem. Lett., 2005; 15:2509-2513.

  • Khlood S. Abou-Melha, Spectrochimica Acta Part A, 2008; 70:162-170.

  • NCCLS, Method for dilution antimicrobial susceptibility test for bacteria that grow aerobically. Approved Standards, 5th Edn, National Committee for Clinical Standards, Villanova, PA (2000).

  • Maria T. Cocco, et al., Eur. J. Med. Chem., 1999; 34:1071-1076.

  • Dharmarajan Sriram, et al., Bioorg. and Med. Chem. Let., 2005; 15:4502-4505.

  • Samir A. Carvalho, et al., Bioorg. Med. Chem. Let., 2008; 18:538-541.

  • Ales Imramovsky, et al., Bioorg. Med. Chem., 2007; 15:2551-2559.

  • Maria Cristina da Silva Lourenco, et al., Eur. J. Med. Chem., 2008; 43:1344-1347.

  • Neelima Sinha, et al., Bioorg. Med. Chem. Let., 2005; 15:1573-1576.

  • Ashok K Panda, et al., Indian J. Chem., 1996; 35A:324-327.

  • Mini Kuriakose, et al., Spectrochimica Acta Part A, 2007; 66:353-358.

  • Ahmad I, Beg A.J, J. Ethnopharmacol., 2001; 74:113-123.

  • Andrews J.M, J. Antimicrob. Chemother., 2001; 48:5-16.

  • Interleid B, Antibiotic in Laboratory Medicine, in: Lorian (Ed.), third ed. Williams and Wilkins, Baltimore, 1991; 134.

  • Collins L, Franzblau SG, Antimicrob. Agents Chemother, 1997; 41:1004-1009.

  • Dharmarajan Sriram, Yogeeswari P, Madhu K, Bioorg. and Med. Chem. Lett., 2006; 16: 876-878.


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  • Synthetic, Crystal and In Vitro Antimicrobial Studies of Compounds Derived from Pyrazinamide and Nicotinohydrazide via a One-Pot Two Components Reaction

Abstract Views: 347  |  PDF Views: 3

Authors

S. Syed Tajudeen
C. Abdul Hakeem College (Autonomous), Melvisharam – 632 509, Tamil Nadu, India
Kannappan Geetha
Muthurangam Government Arts College (Autonomous), Vellore – 632 002, Tamil Nadu, India

Abstract


A series of new pyrazinamide (PZA) and nicotinohydrazide (NCA) analogues were synthesized by conventional one pot reaction of pyrazinamide and nicotinohydrazide with various disubstituted benzaldehydes in ethanol. Crystal and molecular structure of the ligand D2 was determined by single crystal X-ray diffraction method. All of the investigated compounds were further characterized by Elemental analyses, LC-MS, UV-Visible, FT-IR, 1H NMR and 13C NMR and evaluated for their in vitro antimicrobial activity against Mycobacterium tuberculosis H37Rv (MTB). Compounds B6 and D6 showed higher activity against all the tested bacterial strains and the compounds D1-D6 exhibited highest efficacy and exhibited >70% inhibition against the Mycobacterium tuberculosis.

Keywords


Nicotinohydrazide (NCA), Pyrazinamide (PZA), Schiff Base, Crystal Structure, X-Ray Diffraction, Mycobacterium tuberculosis.

References