Abstract
A series of novel 3-α-carboxy ethyl-5-benzylidene rhodanines, 3a–h, has been accomplished by Knoevenagel condensation with 3-α-carboxy ethyl rhodanine and various substituted aromatic aldehydes. All the synthesized compounds 3a–h were confirmed by spectroscopic techniques. The cytotoxic studies of compounds 3a–h were performed against human cervical cancer cell line (HeLa) by MTT assay. Further, the compounds 3a–h were also screened for their antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA). SAR study was carried out for the in vitro cytotoxic studies against HeLa cell lines and antibacterial activity against MRSA. The results suggested that this series of compounds could serve as the basis for the development of novel anticancer and antimicrobial agents.
Similar content being viewed by others
References
T. Tomasić, L.P. Masic, Curr. Med. Chem. 16(13), 1596 (2009)
S. Ravi, K.K. Chiruvella, K. Rajesh, V. Prabhu, S.C. Raghavan, Eur. J. Med. Chem. 45, 2748 (2010)
B.T. Moorthy, S. Ravi, M. Srivastava, K.K. Chiruvella, H. Hamlal, O. Joy, S.C. Raghavan, Bioorg. Med. Chem. Lett. 20, 6297 (2010)
G.A. Patani, E.J. Lavoie, Chem. Rev. 96, 3147 (1996)
Z.H. Chen, C.J. Zheng, L.P. Sun, H.R. Piao, Eur. J. Med. Chem. 45, 5739 (2010)
D. Hardej, C.R. Ashby Jr, N.S. Khadtare, S.S. Kulkarni, S. Singh, T.T. Talele, Eur. J. Med. Chem. 45, 5827 (2010)
C.L. Lee, M.M. Sim, Tedrahedron. Lett. 41, 5729 (2002)
D.A. Heerding, L.T. Chrotmaan, T.J. Clork, D.J. Holmes, S.F. Rithenhoues, D.T. Tokata, J.N. Renslavsky, Bioorg. Med. Chem. Lett. 13, 3771 (2003)
L.L. Xu, C.J. Zheng, L.P. Sun, J. Miao, H.R. Piao, Eur. J. Med. Chem. 48, 174 (2012)
F.X. Liu, C.J. Zheng, L.P. Sun, X.K. Liu, H.R. Piao, Eur. J. Med. Chem. 46, 3469 (2011)
N.S. Habib, S.M. Ridal, E.A.M. Badaweyl, H.T.Y. Fahmyl, H.A. Ghozlanz, Eur. J. Med. Chem. 32, 759 (1997)
M. Galtieril, L. Bastide, P.V. Guillot, S.M. Charachon, J. Latouchel, J.P. Leonettil, J. Antimicrob. Chemother. 58, 778 (2006)
Acknowledgments
We thank Karpagam University for providing the Karpagam University Research Fellowship.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Sundaram, K., Ravi, S. Synthesis, antibacterial activity against MRSA, and in vitro cytotoxic activity against HeLa cell lines of novel 3-α-carboxy ethyl-5-benzylidene rhodanine derivatives. Res Chem Intermed 41, 1011–1021 (2015). https://doi.org/10.1007/s11164-013-1251-8
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11164-013-1251-8