Abstract
Chemical compounds of chitosan with betulin have been synthesized with the use of chitosan gels in alcoholic and acetic acid dispersions under nearly homogeneous conditions. The resulting biphilic compounds contain up to one betulin residue per 2–3 chitosan units. The formation of chemical compounds of chitosan with betulin has been confirmed by several physicochemical methods. The procedure developed for the preparation of chitosan gels with alcohol-containing dispersion medium makes it possible to carry out chitosan reactions with compounds poorly soluble in aqueous and acetic acid media.
Similar content being viewed by others
References
Tolstikova, T.G., Sorokina, I.V., Tolstikov, G.A., Tolstikov, A.G., and Flekhter, O.B., Russ. J. Bioorg. Chem., 2006, vol. 32, no. 1, p. 37. doi 10.1134/S1068162006010031
Tolstikov, G.A., Flekhter, O.B., Shul’ts, E.E., Baltina, L.A., and Tolstikov, A.G., Khim. Interesakh Ustoich. Razvit., 2005, vol. 13, no. 1, p. 1.
Cerga, O., Borcan, F., Ambrus, R., and Popovici, I., J. Agroaliment. Processes Technol., 2011, vol. 17, no. 4, p. 405.
Son L.B., Kaplun, A.P., Shpilevskii, A.A., Andiya-Pravdivyi, Yu.E., Alekseeva, S.G., Grigor’ev, V.B., and Shvets, V.I., Russ. J. Bioorg. Chem., 1998, vol. 24, no. 10, p. 700.
Karlina, M.V., Pozharitskaya, O.N., Shikov, A.N., Makarov, V.G., Mirza, S., Miroshnyk, I., and Hiltunen, R., Pharm. Chem. J., 2010, vol. 44, no. 9, p. 501. doi 10.1007/s11094-010-0502-x
Shakhtshneider, T.P., Kuznetsova, S.A., Mikhailenko, M.A., Malyar, Yu.N., and Boldyrev, V.V., Zh. Sib. Fed. Univ., Ser. Khim., 2012, vol. 5, no. 1, p. 52.
Khimiya privitykh poverkhnostnykh soedinenii (Chemistry of Grafted Surface Compounds), Lisichkin, G.V., Ed., Moscow Fizmatlit, 2003.
Arzamastsev, O.S., Artemenko, S.E., Abdullin, V.F., and Arzamastsev, S.V., Vestn. Saratov. Gos. Tech. Univ., 2011, no. 4 (60), no. 2, p. 112.
Khitin i khitozan: Poluchenie, svoistva i primenenie (Chitin and Chitosan. Synthesis, Properties, and Applications), Skryabin, K.G., Vikhoreva, G.A., and Varlamov, V.P., Moscow: Nauka, 2002, p. 256.
Fedoseeva, E.N. and Fedoseev, V.B., Polym. Sci., Ser. A, 2011, vol. 53, no. 11, p. 1040. doi 10.1134/S0965545X1110004X
Fedoseeva, E.N., Semchikov, Yu.D., and Smirnova, L.A., Polym. Sci., Ser. B, 2006, vol. 48, nos. 9–10, p. 295. doi 10.1134/S0965545X07080020
Shively, J.E. and Conrad, H.E., Biochemistry, 1970, vol. 9, no. 1, p. 33.
JPN Patent Appl. no. 48-31 001/05, 1990.
Ur’yash, V.F., Kokurina, N.Yu., Larina, V.N., Kashtanov, E.A., and Gruzdeva, A.E., Russ. J. Phys. Chem. B, 2014, vol. 8, no. 8, p. 1100. doi 10.1134/S1990793114080181
Ur’yash, V.F., Mochalov, A.N., and Pokrovskii, V.A., Termodin. Org. Soedin., 1978, no. 7, p. 88.
Nakanishi, K., Infrared Absorption Spectroscopy. Practical, San Francisco Holden-Day, 1962.
_Khitozan (Chitosan), Skryabin, K.G., Mikhailov, S.N., and Varlamov, V.P., Eds., Moscow: Tsentr “Bioinzheneriya” Ross. Akad. Nauk, 2013, p. 52.
Ur’yash, V.F., Kashtanov, E.A., and Kalashnikov, I.N., Termodinamika i fiziko-khimicheskii analiz khitina i khitozana (Thermodynamics and Physicochemical Analysis of Chitin and Chitosan), Saarbrücken LAP Lambert Academic, 2014.
Mikhailenko, M.A., Shakhtshneider, T.P., Brezgunova, M.E., Drebushchak, V.A., Kuznetsova, S.A., and Boldyrev, V.V., Khim. Rastit. Syr’ya, 2010, no. 2, p. 63.
Kuznetsova, A.S., Vasil’eva, N.Yu., Kalacheva, G.S., Titova, N.M., ReD’kina, E.S., and Skvortsova, G.P., Zh. Sib. Fed. Univ., Ser. Khim., 2008, vol. 2, no. 1, p. 151.
Skvortsova, G.P., Kuznetsova, S.A., and Kuznetsov, B.N., RU Patent no. 2 436 791, 2010.
Douglas, T.B., Furukawa, G.T., McCoskey, R.E., and Ball, A.F., J. Res. Natl. Bur. Stand. (U. S.), 1954, vol. 53, no. 3, p. 139. doi 10.6028/jres.053.017
McMillan, J.A., J. Chem. Phys., 1965, vol. 42, no. 10, p. 3497.
Garn, P.D. and Menis, O., J. Macromol. Chem., 1977, vol. 13, p. 611.
Pogodina, N.V., Pavlov, G.M., Bushin, S.V., Mel’nikov, A.V., Lysenko, E.B., NuD’ga, L.A., Marsheva, V.N. Marchenko, G.N., and Tsvetkov, V.N., Vysokomol. Soedin., Ser. A, 1986, vol. 28, no. 2, p. 232.
Spravochnik khimika (Chemist’s Handbook), Nikol’-skii, B.P., Ed., Leningrad: Khimiya, 1964, vol. 2.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © E.N. Fedoseeva, V.F. Ur’yash, N.Yu. Kokurina, V.B. Fedoseev, 2016, published in Zhurnal Obshchei Khimii, 2016, Vol. 86, No. 11, pp. 1893–1900.
Rights and permissions
About this article
Cite this article
Fedoseeva, E.N., Ur’yash, V.F., Kokurina, N.Y. et al. Synthesis of chemical compounds of chitosan with betulin under nearly homogeneous conditions. Russ J Gen Chem 86, 2534–2540 (2016). https://doi.org/10.1134/S1070363216110219
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070363216110219