Synthesis and Properties of Functional Derivatives of 2,6-Diisobornylphenol and 2-Isobornyl-6-(1-phenylethyl)phenol
Tóm tắt
New isobornylphenol derivatives have been produced by introducing allyl, hydroxypropyl, and chloropropyl groups into the para-position of 2,6-diisobornylphenol and 2-isobornyl-6-(1-phenylethyl)phenol. The radical scavenging and antioxidant activity and the membrane-protective properties of the newly-obtained compounds in chemical and biological model systems were studied.
Từ khóa
Tài liệu tham khảo
Zenkov, N.K., Kandalintseva, N.V., Lankin, V.Z., Men’shchikova, E.B., and Prosenko, A.E., Fenol’nye bioantioksidanty (Phenolic Bioantioxidants), Novosibirsk: Sib. Otd. Ross. Akad. Med. Nauk, 2003.
Burlakova, E.V., Russ. Chem. J., 2007, vol. 51, no. 1, p. 3.
Kandalintseva, N.V., Trubnikova, Y.N., and Prosenko, A.E., Chem. Sust. Dev., 2011, vol. 19, no. 6, p. 545.
Prosenko, A.E., Doctoral (Chem.) Dissertation, Novosibirsk, 2010, p. 462.
Prosenko, A.E., Terakh, E.I., Kandalintseva, N.V., Pinko, P.I., Gorokh, E.A., and Tolstikov, G.A. J. Appl. Chem., 2001, vol. 74, no. 11, p. 1899. doi 10.1023/A:1014853029992
Chukicheva, I.Yu, Buravlev, E.V., Fedorova, I.V., Borisenkov, M.F., and Kutchin, A.V., Russ. Chem. Bull., 2010, vol. 59, no. 12, p. 2276. doi 10.1007/s11172-010-0388-5
Plotnikov, M.B., Smolyakova, V.I., Ivanov, I.S., Buravlev, E.V., Chukicheva, I.Yu., Kutchin, A.V., and Krasnov, E.A. Pharm. Chem. J., 2011, vol. 44, no 10, p. 530. doi 10.1007/s11094-011-0511-4
Plotnikova, T.M., Plotnikov, M.B., Chernysheva, G.A., Smol’yakova, V.I., Shchetinin, P.P., Kuchin, A.V., and Chukicheva, I.Yu., Key Engineering Mater., 2016, vol. 683, p. 469. doi 10.4028/www.scientific.net/KEM.683.469
Oleynik, A.S., Kuprina, T.S., Pevneva, N.Yu., Markov, A.F., Kandalintseva, N.V., Prosenko, A.E., and Grigor’ev, I.A., Russ. Chem. Bull., 2007, vol. 56, no. 6, p. 1135. doi 10.1007/s11172-007-0172-3
Chukicheva, I.Yu., Kutchin, A.V., Spirikhin, L.V., Borbulevich, O.Ya., Churakov, A.V., and Belokon’, A.I., Butlerov Rep., 2003, no. 1, p. 9.
Chukicheva, I.Yu. and Kutchin, A.V., RF Patent no. 2502719, Byull. Izobret., 2013, no. 36.
Chukicheva, I.Yu., Fedorova, I.V., Buravlev, E.V., Suponitskii, K.Yu., and Kuchin, A.V., Russ. J. Gen. Chem., 2012, vol. 82, no. 8, p. 1425. doi 10.1134/S1070363212080154
Buravlev, E.V., Chukicheva, I.Yu., Kuchin, A.V., Shevchenko, O.G., and Suponitskii, K.Yu., Russ. J. Bioorg. Chem., vol. 37, no. 5, p. 614. doi 10.1134/S1068162011050049
Buravlev, E.V., Chukicheva, I.Y., Suponitsky, K.Y., Vikharev, Y.B., Grishko, V.V., and Kutchin, A.V. Lett. Org. Chem., 2011, vol. 8, p. 301. doi 10.2174/157017811795685054
Sevgi, K., Tepe, B., and Sarikurkcu C., Food Chem. Toxicol., 2015, vol. 77, p. 12. doi 10.1016/j.fct.2014.12.006
Chukicheva, I.Y., Sukrusheva, O.V., Kutchin, A.V., and Mazaletskaya, L.I. Russ. J. Org. Chem., 2016, vol. 52, no. 6, p. 813. doi 10.1134/S1070428016060087
Bondet, V., Brabd-Williams, W., and Berset, C., Lebensm. Wiss. U.-Technol., 1997, vol. 30, p. 609.
Prior, R.L., Wu, X., and Schaich K., J. Agric. Food Chem., 2005, vol. 53, p. 4290. doi 10.1021/jf0502698
Takebayashi, J., Chen J., and Tai A., Adv. Protocols Oxidative Stress Meth. Mol. Biol., 2010, vol. 594, p. 287.
Ko, F.N., Hsiao, G., and Kuo, Y.H., Free Radic. Biol. Med., 1997, vol. 22, p. 215. doi 10.1016/S0891-5849 (96)00295-X
Lopez-Revuelta, A., Sanchez-Gallego, J.I., Hermandez-Hernandez, A., Sanchez-Yague J., and Llanillo, M., Chem. Biol. Interact., 2006, vol. 161, p. 79. doi 10.1016/j.cbi.2006.03.004
Banerjee, A., Kunwar, A., Mishra B., and Priyadarsini, K.I., Chem. Biol. Interact., 2008, vol. 174, no. 2, p. 134. doi 10.1007/s10565-016-9354-9
Shevchenko, O.G., Plyusnina, S.N., Shishkina, L.N., Chukicheva, I.Yu., Fedorova, I.V., and Kuchin, A.V., Biochem. (Moscow) Suppl. Series (A), 2013, vol. 7, no. 4, p. 302.
APEX2, Madison, Wisconsin, USA, Bruker AXS Inc., 2009.
Sheldrick, G.M., Acta Crystallogr. (A), 2008, vol. 64, p. 112. doi 10.1107/S0108767307043930
Acker, C.I., Brandão, R., Rosário, A.R., and Nogueira, C.W., Environ. Toxicol. Pharmacol., 2009, vol. 28, p. 280. doi 10.1016/j.etap.2009.05.002
Stefanello, S.T., Prestes, A.S., Ogunmoyole, T., Salman, S.M., Schwab, R.S., Brender, C.R., Dornelles, L., Rocha, J.B.T., and Soares, F.A.A., Toxicology in Vitro, 2013, vol. 27, no. 5, p. 1433. doi 10.1016/j.tiv.2013.03.001
Belle, N.A.V., Dalmolin, G.D., Fonini, G., Rubim, M.A., and Rocha, J.B.T., Brain Res., 2004, vol. 1008, no. 2, p. 245. doi 10.1016/j.brainres.2004.02.036
Chawla, R., Arora, R., Kumar, R., Sharma, A., Prasad, J., Singh, S., Sagar, R., Chaudhary, P., Shukla, S., Kaur, G., Sharma, R.K., Puri, S.C., Dhar, K.L., Handa, G., Gupta, V.K., and Qazi, G.N., Mol. Cell. Biochem., 2005, vol. 273, p. 193. doi 10.1093/ecam/nel037
Asakawa, T. and Matsushita, S., Lipids, 1980, vol. 15, p. 137.
Costa, R.M., Magalhães, A.S., Pereira, J.A., Andrade, P.B., Valentro, P., Carvalho, M., Silva a, B.M., Food Chem. Toxicol., 2009, vol. 47, p. 860. doi 10.1016/j.fct.2009.01.019
Wang, C., Qin, X., Huang, B., He, F., and Zeng, C., Biochem. Bioph. Res. Commun., 2010, vol. 402, p. 773. doi 10.1016/j.bbrc., 2010.10.108
Berg, J.M., Kamp, J.A.F., Lubin, B.H., Roelofsen, B., and Kuypers, F.A., Free Radic. Biol. Med., 1992, vol. 12, no. 6, p. 487. doi 10.1016/0891-5849(92)90102-M
Nagababu, E. and Rifkind, J.M., Biochem. Bioph. Res. Commun., 1998, vol. 247, p. 592. doi 10.1006/bbrc.1998.8846
Nagababu, E., Fabry, M.E., Nagel, R.L., and Rifkind, J.M., Blood Cells Mol. Dis., 2008, vol. 41, p. 60. doi 10.1016/j.bcmd.2007 12.003
Nagababu, E, Mohanty, J.G., Bhamidipaty, S, Ostera, G.R., and Rifkind, J.M., Life Sci., 2010, vol. 86, p. 133. doi 10.1016/j.lfs. 2009.11.015