Abstract
New porphyrazine bases containing peripheral benzyloxyphenyl groups have been synthesized by the template method. The procedure includes condensation of aromatic aldehydes with malononitrile, transformation of arylmethylidenemalononitriles to arylethenetricarbonitriles, template assembly of porphyrazine macrocycle on bis(indenyl)ytterbium(II) complex, and removal of the central metal ion. Luminescence properties of the synthesized porphyrazines and their dependence on the viscosity of the medium were studied, and the light and dark toxicities of the porphyrazines have been estimated. The obtained results suggest the possibility of using these porphyrazines as optical theranostic agents of new generation.
Similar content being viewed by others
References
Lim, E.-K., Kim, T., Paik, S., Haam, S., Huh, Y.-M., and Lee, K., Chem. Rev., 2015, vol. 115, p. 327. doi 10.1021/cr300213b
Kuimova, M.K., Botchway, S.W., Parker, A.W., Balaz, M., Collins, H.A., Anderson, H.L., Suhling, K., and Ogilby, P.R., Nat. Chem., 2009, vol. 1, p. 69. doi 10.1038/nchem.120
Izquierdo, M.A., Vysniauskas, A., Lermontova, S.A., Grigoryev, I.S., Shilyagina, N.Y., Balalaeva, I.V., Klapshina, L.G., and Kuimova, M.K., J. Mater. Chem. B, 2015, vol. 3, p. 1089. doi 10.1039/c4tb01678e
Lermontova, S.A., Grigor’ev, I.S., Shilyagina, N.Yu., Peskova, N.N., Balalaeva, I.V., Shirmanova, M.V., and Klapshina, L.G., Russ. J. Gen. Chem., 2016, vol. 86, no. 6, p. 1330. doi 10.1134/S1070363216060189
Haidekker, M.A. and Theodorakis, E.A., J. Biol. Eng., 2010, vol. 4, p. 11. doi 10.1186/1754-1611-4-11
Suhling, K., French, P.M.W., and Phillips, D., Photochem. Photobiol. Sci., 2005, vol. 4, p. 13.
Grigor’ev, I.S., Klapshina, L.G., Lermontova, S.A., Semenov, V.V., Treushnikov, V.M., Treushnikov, V.V., Bushuk, B.A., Clement, S., and Douglas, W.E., Nanotechnol. Russ., 2012, vol. 7, no. 9, p. 492. doi 10.1134/S1995078012050059
Freshni, R., Kul’tura zhivotnykh kletok (Animal Cell Culture), Moscow Binom, 2010.
Shilyagina, N.Yu., Plekhanov, V.I., Shkunov, I.V., Shilyagin, P.A., Dubasova, L.V., Brilkina, A.A., Sokolova, E.A., Turchin, I.V., and Balalaeva, I.V., Sovrem. Tekhnol. Med., 2014, vol. 6, no. 2, p. 15.
Gudilenkov, I.D., Fukin, G.K., Baranov, E.V., and Trifonov, A.A., Russ. Chem. Bull., Int. Ed., 2008, vol. 57, no. 1, p. 40. doi 10.1007/s11172-008-0006-y
Bhattarai, B.R., Kafle, B., Hwang, J.-S., Khadka, D., Lee, S.-M., Kang, J.-S., Ham, S.W., Han, I.-O., Park, H., and Cho, H., Bioorg. Med. Chem. Lett., 2009, vol. 19, no. 21, p. 6161. doi 10.1016/j.bmcl.2009.09.020
Harvey, M.D., Pace, J.T., and Yee, G.T., Polyhedron, 2007, vol. 26, p. 2037. doi 10.1016/j.poly.2006.09.097
Yakimansky, A.V., Meleshko, T.K., Ilgach, D.M., Bauman, M.A., Anan’eva, T.D., Klapshina, L.G., Lermontova, S.A., Balalaeva, I.V., and Douglas, W.E., J. Polym. Sci., Part A: Gen. Pap., 2013, vol. 51, p. 4267. doi 10.1002/pola.26846
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © S.A. Lermontova, I.S. Grigor’ev, N.N. Peskova, E.Yu. Ladilina, I.V. Balalaeva, L.G. Klapshina, V.P. Boyarskii, 2017, published in Zhurnal Obshchei Khimii, 2017, Vol. 87, No. 3, pp. 474–480.
Rights and permissions
About this article
Cite this article
Lermontova, S.A., Grigor’ev, I.S., Peskova, N.N. et al. New promising porphyrazine-based agents for optical theranostics of cancer. Russ J Gen Chem 87, 479–484 (2017). https://doi.org/10.1134/S1070363217030173
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070363217030173