Synthesis, spectral correlation analysis and evaluation of biological activities of some substituted hydrazones

Renganathan Vijayakumar, Rajamohan Senbagam, Murugan Rajarajan, Selvaraj Balaji, Venkatesan Manikandan, Ganesan Vanangamudi, Ganesamoorthy Thirunarayanan

Abstract


Some novel substituted hydrazone derivatives of amino guanidine have been synthesized with different substituted benzaldehydes by condensation method. The synthesized hydrazones were characterized by their physical constants, UV, IR and NMR spectra. The spectral data have been correlated with Hammett substituent constants and Swain–Lupton parameters. From the result of statistical analysis, the effects of substituents on the spectral data have been predicted. The antimicrobial activities of these synthesized hydrazone compounds have been screened by Bauer-Kirby method using human pathogenic bacteria and fungal species. The antimicrobial activities of all synthesized hydrazone compounds have shown significant activity.

Keywords


Hydrazones; UV; IR & NMR spectra; Correlation analysis; Antimicrobial activities

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References


S. Kim and J.Y. Yoon, In Sci. Syn., 27, 671–677, (2004).

R. Brehme, D. Enders, R. Fernandez and J.M. Lassaletta, Eur. J. Org. Chem., 5629–5660, (2007).

F. Armbruster, U.Klingebiel and M. Noltemeye, Z. Naturforsch., (61b), 225–236, (2006).

O. S. Senturka, S .Sertaand and U. Ozdemir, Z. Naturforsch., (58b), 1124–1127, (2003).

A. E. Amr, A.M.Mohamed and A. A. Ibrahim Z. Naturforsch., (58b), 861–868, (2003).

V. Lozan, P. G. C. Lassahn, B. Wu, C. Janiak and H. Lang Z. Naturforsch., (58), 1152, (2003).

C. Janiak, P. G. Lassahn and V. Lozan, Macromol. Symp., (236), 88-99, (2006).

S. Rollas and S. G. Kucukguzel, Molecules., 12(8), 1910-1939, (2007).

S. Rollas, N. Gulerman and H. Edeniz, L Farmaco., 57(2), 171-174, (2002).

J. Capilla, C.Serena, F. Javier, T. Ortoneda and J.Guarro, Chemother., 47(12), 3976-3978, (2003).

M. G. Mamolo, V. Falagiani, D. Zampieri, U. Vio, E. Banfi and G. Scialino, ILFarmaco., 58(9), 631- 637, (2003).

J. R. Dimmock, S. C. Vasishtha and J. P. Stables., Eur. J. Med. Chem., 35(2), 241- 248, (2000).

P. C. Lima, L. M. Lima, K.C. Silva, P. H. Leda, A. L. P. Miranda, C.A.M. Fraga and E. J. Barreiro, Euro. J. Med.Chem., 35( 2), 187-203, (2000).

G. U. Salgin, K. N .Gokham, O. Gostal, Y. Koysal, E.Kilici, S. Isik, G. Aktay and M. Ozalp, Bioorg. Med. Chem., 15(17), 5738-5751, (2007).

A. R. Todeschini, A. L. Miranda, C. M. Silva, S. C. Par-rini and E. J. Barreiro, Euro. J. Med. Chem., 33( 3), 189-199, (1998).

A. Imramovsky, S. Polanc, J. Vinsova, M. Kocevar, J. Jampitek, Z. Reckova and J. A. Kaustova, Bioorg. Med. Chem., 15(7), 2551-2559, (2007).

Y. Janin, Bioorg. Med. Chem., 15(7), 24792513, (2007).

A. M. El-Hawash, W. A. E Abdel and M. A. El-Dewe- llawy, Archiv der Pharmazie., 339(1), 14-23, (2006).

G. Thirunarayanan, P. Ananthakrishna Nadar, J. Korean. Chem. Soc., 50 (3), 183–190 (2006).

G. Thirunarayanan, G. Vanangamudi, M. Subramanian, U. Umadevi, S. P.Sakthinathan, R. Sundararajan, Elixir. Org.Chem., 39, 4643–4653, (2011).

R. Arulkumaran, R. Sundararajan, S .Vijayakumar, S. P. Sakthinathan, R. Suresh, D.Kamalakkannan, K. Ranganathan, G.Vanangamudi, G. Thirunarayanan, J. Saudi. Chem. Soc., (2012). DOI:http://dx.doi.org / 10.1016/j.jscs.2012.09.006.

V. Mala, K. Sathiyamoorthi, D. Kamalakkannan, R. Suresh, G. Vanangamudi and G. Thirunarayanan, Q. Science Connect., (2013)., http://dx.doi.org/10.5339/connect.2013.

M. Subramanian, G. Vanangamudi and G.Thirunarayanan, Spectrochim. Acta., 110(A), 116–123, (2013).

S. P. Sakthinathan, G. Vanangamudi and G. Thirunarayanan, Spectrochim. Acta., 95(A), 693–700, (2012).

R. Suresh, D. Kamalkkannan, K. Ranganathan, R. Arulkumaran, R. Sundararajan, S. Vijayakumar, G. Vanangamudi, K. Thirumurthy, P. Mayavel and G. Thirunarayanan, Spectrochim. Acta., 101(A), 239–248, (2013).

N. Gautam and O. P. Chourasia, Indian J. Chem., 49(B), 956-959, (2010).

A. G. Vytautas, J. Am. Chem. Soc., 80, 3155-3159, (1958).

D. Kamalakkannan, G .Vanangamudi, R. Arulkumaran, K. Thirumurthy, P. Mayavel, G. Thirunarayanan, Elixir Org. Chem., 46, 8157-8166, (2012).

K. Ranganathan, R. Suresh, D. Kamalakkannan, R. Arulkumaran, R. Sundararajan, S. P. Sakthinathan, S. Vijayakumar, G. Vanangamudi, K. Thirumurthy, P. Mayavel and G. Thirunarayanan, Int. Lett. Chem. Phys. Astro., 4, 66–75, (2012).

R. Sundararajan, R. Arulkumaran, S. Vijayakumar, D. Kamalakkannan, R .Suresh, S. Joseph, K. Ranganathan, G. Vanangamudi, M. Subramanian, G. Thirunarayanan, I. Muthuvel and B. Krishnakumar, Q. Science Connect., 30, 1-15, (2013).

K. Sathiyamoorthi, V. Mala, S. P. Sakthinathan, R. Suresh, D. Kamalakkannan, G.Vanangamudi and G. Thirunarayanan, Spectrochim. Acta., 112(A), 245-256, (2013).

C. G. Swain and E. C. Lupton, J. Am. Chem. Soc., 90, 4328- 4337, (1968)

J. K. Almstead, N. J. Izzo and D. R. Jones, Patent No. WO 02/0898809., 1-53, (2002).

J. K. Almstead, N. J. Izzo, D. R. Jones, and R. M. Kwamoto, Patent US 03/0092716., 1-18, (2003).

C. Pellerano, L. Savini, and L. Selvolini, Atti. Acad. Sci. Siena. Fisiocrit., 8, 81, (1976).

E. Seifter, E. Henson, Isenberg, Chemotherapy., 823, (1961).

S. Akiya, Japan. J. Exptl. Med., 26, 91, (1956).

C. Pellerano, L. Savini, L. Selvolini, Bel. Chim. Farm., 117, 721, (1978).

P. Fenninges, Chem. Abst., 16, 331 (1969).

A. W. Bauer, W. M. M. Kirby, J. C. Sherris and M. Truck, Am. J. Clin. Pathol., 45, 493 (1966).




DOI: http://dx.doi.org/10.17951/aa.2015.70.2.103
Date of publication: 2016-02-15 12:20:04
Date of submission: 2016-02-15 11:18:00


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Copyright (c) 2016 Renganathan Vijayakumar, Rajamohan Senbagam, Murugan Rajarajan, Selvaraj Balaji, Venkatesan Manikandan, Ganesan Vanangamudi, Ganesamoorthy Thirunarayanan