Abstract
Three new Co(III) polypyridyl complexes [Co(phen)2CIIP]3+ {CIIP = 2-(5-chloro-3a,H-isoindol-3-yl)-1H-imidazo[4,5-f][1,10]phenantholine} (phen = 1,10 phenanthroline), [Co(bpy)2CIIP]3+ (bpy = 2,2′-bipyridine), and [Co(dmb)2CIIP]3+ (dmb = 4,4′-dimethyl-2,2′-bipyridine) were synthesized and characterized by different spectral methods. The complexes interact with DNA in an intercalation mode as confirmed by spectroscopic titration and viscosity measurements. All three complexes cleaved the pBR322 DNA in photoactivated cleavage studies and exhibited good antimicrobial activity. Anticancer activity of these Co(III) complexes was evaluated on the SKOV3 cell line. Cytotoxicity by MTT assay showed growth inhibition in dose dependent manner. Cell cycle analysis by flow cytometry data showed increase in Sub G1 population. Annexin V FITC/PI staining confirmed that these complexes caused cell death by the induction of apoptosis.
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REFERENCES
Tiekink, E.R.T., Crit. Rev. Oncol. Hematol., 2002, vol. 42, pp. 217–224.
Hartinger, C.G., Jakupec, M.A., Zorbas-Seifried, S., Groessl, M., Egger, A., Berger, W., Zorbas, H., Dyson, P.J., and Keppler, B.K., Chem. Biodivers., 2008, vol. 5, pp. 2140–2155.
Hartinger, C.G., Zorbas-Seifried, S., Jakupec, M.A., Kynast, B., Zorbas, H., and Keppler, B.K., J. Inorg. Biochem., 2006, vol. 100, pp. 891–904.
Heffeter, P., Pongratz, M., Steiner, E., Chiba, P., Jakupec, M.A., Elbling, L., Marian, B., Korner, W., Sevelda, F., Micksche, M., Keppler, B.K., and Berger, W., J. Pharmacol. Exp. Ther., 2005, vol. 312, pp. 281–289.
Allardyce, C.S., Dorcier, A., Scolaro, C., and Dyson, P.J., Appl. Organomet. Chem., 2005, vol. 19, pp. 1–10.
Chaudhary, A., Singh, A.K., and Singh, R.V., J. Inorg. Biochem., 2006, vol. 100, pp. 1632–1645.
Evangelou, A.M., Crit. Rev. Oncol. Hematol., 2002, vol. 42, pp. 249– 265.
Katsaros, N. and Anagnostopoulou, A., Crit. Rev. Hematol. Oncol., 2002, vol. 42, pp. 297–308.
Fricker, S.P., Chem. Soc. Rev., 2006, vol. 35, pp. 524–533.
Manolov, I., Kostova, I., Netzeva, T., Konstantinov, S., and Karaivanova, M., Arch. Pharm., 2000, vol. 333, pp. 93–98.
Chang, E.L., Simmers, C., and Knight, D.A., Pharmaceuticals, 2010, vol. 3, pp. 1711–1728.
Kumar, C.V., Barton, J.K., and Turro, N.J., J. Am. Chem. Soc., 1985, vol. 107, pp. 5518–5523.
Henderson, B.W., Busch, T.M., Vaughan, L.A., Frawley, N.P., Babich, D., Sosa, T.A., Zollo, J.D., Dee, A.S., Cooper, M.T., Bellnier, D.A., Greco, W.R., and Osero, A.R., Cancer Res., 2000, vol. 60, pp. 525–529.
Rajendiran, V., Murli, M., Suresh, E., Palaiandavar, M., Periasamy, V.S., and Akbarsha, M.A., Dalton Trans., 2008, vol. 16, pp. 2157–2170.
Nagababu, P. and Satyanarayana, S., Polyhedron, 2007, vol. 26, pp. 1686–1692.
Nagababu, P., Latha, J.N.L., and Satyanarayana, S., Chem. Biodivers., 2006, vol. 3, pp. 1219–1229.
Ravi Kumar, V., Kamakshi, D., Praveen Kumar, Y., Rajender Reddy,M., Nagamani, Ch., Vinoda Rani, M., Ravi, Ch., Suman Thakur, S., Mohan Rao, Ch., and Satyanarayana, S., New J. Chem., 2018, vol. 42, pp. 846–859.
Nagababu, P., Shilpa, M., Satyanarayana, S., Naveena, Lavanya., and Latha, J., Karthikeyan, and K.S., Rajesh, M., Transit. Met. Chem., 2008, vol. 33, pp. 1027–1033.
Waring, M.J., Ann. Rev. Biochem., 1981, vol. 50, pp. 159–192.
Berners-Price, S.J. and Sadler, P.J., Coord. Chem. Rev., 1996, vol. 151, pp. 1– 40.
Guo, Z.J. and Sadler, P.J., Adv. Inorg. Chem., 2000, vol. 49, pp. 183–306.
Zhang, F., Lin, Q.Y., Liu, W.D., Wang, P.P., Song, W.J., and Zheng, B.W., J. Coord. Chem., 2013, vol. 66, pp. 2297–2307.
Wu, H., Yuan, J.K., Bai, Y., Pan, G.L., Wang, H., Shu, X.B., and Yu, G.Q., J. Coord. Chem., 2012, vol. 65, pp. 616–628.
Kumar, L.S. and Revanasiddappa, H.D., J. Coord. Chem., 2011, vol. 64, pp. 699–714.
Ghosh, K., Mohan, V., Kumar, P., and Singh, U.P., Polyhedron, 2013, vol. 49, pp. 167–176.
Ghee, J.D. and Von Hippel, P.H., J. Mol. Biol., 1974, vol. 86, pp. 469–489.
Barton, J.K. and Raphael, A.L., J. Am. Chem. Soc., 1984, vol. 106, pp. 2172–2176.
Cohen, G. and Eisenberg, H., Biopolymers, 1969, vol. 8, pp. 45–55.
Kelly, T.M., Tossi, A.B., Mc Connell, D.J., and Stekas, T.C., Nucleic Acids Res., 1984, vol. 106, p. 2172.
Tysoe, S.A., Morgan, R.J., Baker, A.D., and Strekas, T.C., J. Phys. Chem., 1993, vol. 97, pp. 1707–1711.
Fan, X., Dong, J., Min, R., Chen, Y., Yi, X., Zhou, J., and Zhang, S., J. Coord. Chem., 2013, vol. 66, no. 24, pp. 4268–4279.
Waring, M.J., J. Mol. Biol., 1965, vol. 13, pp. 269–282.
Schutte, B., Nuydens, R., Geerts, H., and Ramaekers, F., J. Neurosci. Methods, 1998, vol. 86, no. 1, pp. 63–69.
Zhang, J.H. and Ming, X.U., Cell Res., 2, vol. 10, pp. 205–211.
Perrin, D., Annarego, W.L.F., and Perrin, D.R., Purification of Laboratory Chemicals, New York: Pergamon Press, 1980, 2nd ed.
Marmur, J., J. Mol. Biol., 1961, vol. 3, pp. 208–218.
Yamada, M., Tanaka, Y., Yoshimoto, Y., Kuroda, S., and Shimo, I., Bull. Chem. Soc. Jpn., 1992, vol. 65, pp. 1006–1011.
Vleek, A.A., Inorg. Chem., 1967, vol. 6, pp. 1425–1427.
Ablore, A.V., Russ. J. Inorg. Chem., 1961, vol. 6, pp. 157–161.
Steck, E.A. and Day, A.R., J. Am. Chem. Soc., 1943, vol. 65, pp. 452–456.
Wolfe, A., Shimer, G.H., and Meehan, T., Biochemistry, 1987, vol. 26, pp. 6392–6396.
Chaires, J.B., Dattagupta, N., and Crothers, D.M., Biochemistry, 1982, vol. 21, pp. 3927–3932.
Satyanarayana, S., Dabrowiak, J.C., and Chaires, J.B., Biochemistry, 1992, vol. 31, pp. 9319–9324.
ACKNOWLEDGMENTS
The authors are grateful to CFRD, Osmania University, for providing spectral studies. We are thankful to Dr. Ch. Mohan Rao and D. Kamakshi, CCMB, Hyderabad, for biological studies.
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The authors are grateful to the UGC-UPE(FAR) Program Osmania University, Hyderabad, for funding.
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Ravi, C., Vuradi, R.K., Avudoddi, S. et al. Induction of Apoptosis in SKOV3 and DNA Binding by Cobalt(III) Polypyridyl Complexes. Russ J Bioorg Chem 45, 273–284 (2019). https://doi.org/10.1134/S1068162019040095
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DOI: https://doi.org/10.1134/S1068162019040095