Abstract
A series of novel 2-thioxoimidazolidine glycosides were prepared via reaction of the key intermediate 2-(benzylsulfanyl)-5-[4-(3-hydroxypropoxy)-3-(methoxybenzylidene)]-3-phenyl-1H-imidazol-4-one with different sugar aldose or sugar hydrazones to give the corresponding glycosides. The newly synthesized compounds were confirmed by physical and spectral data.
Similar content being viewed by others
References
Moussa, Z., El-Sharief, M.A.M.S., and El-Sharief, A.M.S., Eur. J. Med. Chem., 2011, vol. 46, p. 2280. doi 10.1016/j.ejmech.2011.03.009
Caterina, M.C., Perillo, I.A., Boiani, L., Pezaroglo, H., Cerecetto, H., Gonzalez, M., and Salerno, A., Bioorg. Med. Chem., 2008, vol. 16, p. 2226. doi 10.1016/j.bmc.2007.11.077
Pandey, J., Tiwari, V.K., Verma, S.S., Chaturvedi, V., Bhatnagar, S., Sinha, S., Gaikwad, A.N., and Tripathi, R.P., Eur. J. Med. Chem., 2009, vol. 44, p. 3350. doi 10.1016/j.ejmech.2009.02.013
Reddy, TY., Reddy, NP., Koduru, S., Damodaran, C., and Crooks, PA., Bioorg Med Chem., 2010, vol. 18(10), p. 3570. doi 10.1016/j.bmc.2010.03.054
Sharma, R., Chouhan, M., and Nair, V.A., Tetrahedron Lett., 2010, vol.51, p. 2039. doi 10.1016/j.tetlet.2010.02.054
Khatik, G.L., Pal, A., Mobin, S.M., and Nair, V.A., Tetrahedron Lett., 2010, vol. 51 p. 3654. doi 10.1016/j.tetlet.2010.05.027
Khatik, G.L., Pal, A., Apsunde, T.D., and Nair, V.A., J. Heterocycl. Chem., 2010, vol. 47, p. 734. doi 10.1002/jhet.369
Muccioli, G.G., Fazio, N., Scriba, G.K.E., Poppitz, W., Cannata, F., Poupaert, J.H., Wouters, J., and Lambert, D.M., J. Med. Chem., 2006, vol. 49, p. 417. doi 10.1021/jm050977k
Cachet, N., Genta-Jouve, G., Regalado, E. L., Mokrini, R., Amade, P., Culioli, G., and Thomas, O. P., J. Nat. Prod., 2009, vol. 72, p. 1612. doi 10.1038/srep08282
Tran, C., Ouk, S., Clegg, N.J., Chen, Y., Watson, P.A., Arora, V., Wongvipat, J., Smith-Jones, P.M., Yoo, D., Kwon, A., Wasielewska, T., Welsbie, D., Chen, C.D., Higano, C.S., Beer, T.M., Hung, D.T., Scher, H.I., Jung, M.E., and Sawyers, C.L., Science, 2009, vol. 324, p. 787. doi 10.1126/science.1168175
Wang, J., Li, J., Tuttle, D., Takemoto, J.Y., and Chang, C.W.T., Org. Lett., 2002, vol. 4, p. 3997. doi 10.1021/ol026588r
Han, M.J., Yoo, K.S., Kim, Y.H., and Chang, J.Y., Tetrahedron Lett., 2002, vol. 43, p. 5597. doi 10.1016/S0040-4039(02)01123-1
Khalifa, N., Naglah, A., Al-Omar, M., Abo-Ghalia, M., and Amr, A., Z. Naturforsch., 2014, vol. 69 b, p. 728. doi 10.5560/ZNB.2014-4031
Khalifa, N.M., Nossier, E.S., Al-Omar, M.A., and Amr, A.E., Russ. J. Gen. Chem., 2016, vol. 86, no. 8, p. 1948. doi 10.1134/S1070363216080284
Eweas, A., Khalifa, N., Ismail, N., Al-Omar, M., and Soliman, A., Med. Chem. Res., 2014, vol. 23, p. 76. doi 10.1007/s00044-013-0604-6
Khalifa, N., Al-Omar, M., Amr, A., and Haiba, M., Int. J. Biol. Macro., 2013, vol. 54, p. 51. doi 10.1016/j.ijbiomac.2012.11.015
Khalifa, N., Mosaad, S., Zaki, M., Al-Omar, M., and Zohny, Y., Res Chem Intermed., 2014, vol. 40, p. 1565. doi 10.1007/s11164-013-1061-z
Author information
Authors and Affiliations
Corresponding author
Additional information
The text was submitted by the authors in English.
Rights and permissions
About this article
Cite this article
Khalifa, N.M., Al-Omar, M.A., Sediek, A.A. et al. Synthesis of some novel 2-thioxoimidazolidin-4-one substituted glycosyl hydrazone derivatives. Russ J Gen Chem 87, 523–529 (2017). https://doi.org/10.1134/S1070363217039239
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070363217039239