Synthesis of Some Novel Sydnone Derivatives Containing Coumarine Moiety and Evaluation of Their Antimicrobial and Antitubercular Activities

Dr. S. A. Patel; Dr. L. A. Patel

doi:10.32628/IJSRST229518

Authors

Dr. S. A. Patel Department of Chemistry, Navjivan Science College, Dahod, Gujarat, India
Dr. L. A. Patel Department of Chemistry, C. U. Shah Science College, Gujarat University, Ahmedabad, Gujarat, India

DOI:

https://doi.org//10.32628/IJSRST229518

Keywords:

Nuclear Magnetic Resonance, Infrared, Antibacterial, Antifungal, Antitubercular Properties, Chlorophenyl, Sydnone, Coumarine

Abstract

The family of natural plant metabolites known as coumarin derivatives holds significant importance due to their diverse range of biological actions. Synthetic coumarin derivatives have demonstrated considerable potential in the realms of anticancer, antitumor, and anti-proliferative actions. The objective of this investigation was to produce a new series of sydnone derivatives containing coumarine, namely 3-(4-chlorophenyl)-4-(chlorosulfonyl) sydnone, through the synthesis of 7-amino-4-methyl-3-substituted phenyl-2H-chromen-2-one 2a-j. The recently produced chemicals were analyzed using infrared (IR), nuclear magnetic resonance (NMR), and elemental analysis. The antibacterial, antifungal, and antitubercular properties of the produced compounds were assessed. The majority of these drugs exhibited favourable to moderate efficacy against the microorganisms that were tested.

References

S. Ribeiro, A. Echevarria, E. Silva, S. Veiga, M. Oliveira, Anti-CancerDrugs.,15 (2004) 269.
S. Ribeiro, A. Echevarria, E. Silva, S. Veiga, M. Oliveira, Brit. J. Cancer., 91 (2004) 297.
S. Ribeiro, A. Echevarria, E. Silva, S. Veiga, M. Oliveira, Melanoma Res., 13 (2003) 465.
K. Satyanarayana, S. Deshpande, B. Rao, M. Rao, Ind.J. Pharm. Sci., 66(5) (2004) 679.
J. Cardoso, S. Cadena, A. Zampronio, A. Arruda, E. Carnieri, A. Echevarria, J. Constantin, A. Bracht, M.Oliveira, Drug Dev. Res., 61 (2004) 207.
J. Hill, R. Ray, H. Wagner, R. Aspinall, J. Med. Chem., 18 (1975) 50.
T. Delaunay, P. Genix, M. E. Sayed, J. P. Vors, N. Monteiro and G. Balme, Org. Lett., 12, 3328 – 3331 (2010).
S. T. Lin, H. J. Tien, S. M. Huang, J. T. Chen, and J. T. Shu, J. Chin. Chem. Soc., 50, 95 – 101 (2003).
R. R. Kamble, S. S. Belgur, R. Aladkatti and I. A. Khazi, Chem. Pharm. Bull., 57, 16 – 21 (2009).
W. Nyberg, C. Cheng, J. Med. Chem., 8 (1965) 531.
K. Satyanarayana, M. Rao, J. Pharm. Sci., 84 (1995) 263.
M. Moustafa, M. Nasr, M. Gineinah, W. Bayoumi, Arch. Pharma., 337 (2004) 164.
M. Moustafa , M. Gineinah, M. Nasr, W. Bayoumi, Arch. Pharm., 337 (2004) 427.
J. Kavali, B. Badami, Farmaco,55 (2000) 406.
C. Dunkley, C. Thoman, Bioorg. Med. Chem. Let., 13 (2003) 2899.
M. Shih, F. Ke, Bioorg. Med. Chem., 12 (2004) 4633.
L. Huang, X. Yuon, D.Yu, K. Lee, H. Chin, Virology, 332 (2005) 623.
C. Lin, S. Huang, F. Lee, H.Sawkuo, M. Lin, Bioorg. Med. Chem., 14 (2006)4402.
M. Bhat, N. Siddiqui, S. Khan, Ind. J. Pharm. Sci., 68 (2006) 120.
C. Massimo, E. Francesco, M. Federica, M. Carla, G. Prieto, R. Carlos, J. Aust. J. Chem., 56 (2003) 59.
R. Ruszat, S. Wyler, T. Forster, O. Reich, G. Christian, C. Thomas, T. Sulser,A. Bachmann, Eur. Assoc. Urol. (2006).
A. Tyagi, H. Raj, P. Vohra, G. Gupta, R. Kumari, P. Kumar, R. Gupta, Eur. J. Med. Chem.,40 (2003) 413.
J. Modrana, E. Nawrot, K. Graczy, Eur. J. Med. Chem.,41 (2006) 1301.
S. Sardari, Y. Mori, K. Horita, R. Micetich, S. Nishibe, M. Daneshtalab, Bioorg. Med. Chem., 7 (1999) 1933.
C. Elinos-Baez, F. Leon, E. Santos, Cell. Biol. Int., 29 (2005) 703.
N. Mohanty, P. Rath, M. Rout, Ind. Chem. Soc., 44 (1967) 1001.
Shinge P, Latthe P and Badami B, Synth Commun., 2005, 35(16), 2169-2176.
Earl J C and Mackney A W, J Chem Soc., 1935, 899.
D. R. Stalons and C. Thornsberry, Antimicrob. Agents Chemother., 7, 15 – 21 (1975).
V. J. Boyle, M. E. Fancher, and R. W. Ross, Antimicrob. Agents Chemother., 3, 418 – 424 (1973).