Synthetic transformations of higher terpenoids: XXIV.* synthesis of cyanoethyl derivatives of lupane triterpenoids and their transformation into 1,2,4-oxadiazoles

Russian Journal of Organic Chemistry

Volumn 47, Issue 4, 2011, Pages 589-601

  Antimonova, A N ^a   Uzenkova, N V ^a   Petrenko, N I ^a   Shakirov, M M ^a   Shul'ts, E E ^a   Tolstikov, G A ^a  

^a N N VOROZHTSOV NOVOSIBIRSK INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 79957871545     PISSN: 10704280     EISSN: None     Source Type: Journal    
DOI: 10.1134/S1070428011040208     Document Type: Article

References (19)

1. Mironov, M.E., Kharitonov, Yu.V., Shul'ts, E.E., Shakirov, M.M., Gatilov, Yu.V., and Tolstikov, G.A., Russ. J. Org. Chem., 2010, vol. 46, p. 1869.
2. Krasutsky, P.A., Nat. Prod. Rep., 2006, vol. 23, p. 919;
3. Dzubak, P., Hajduch, M., Vydra, D., Hustova, A., Kvasnica, M., Biedermann, D., Markova, L., Urban, M., and Sarek, J., Nat. Prod. Rep., 2006, vol. 23, p. 394;
4. Saxena, B.B., Zhu, L., Hao, M., Kisilis, E., Katdare, M., Oktem, O., Bomshteyn, A., and Rathnam, P., Bioorg. Med. Chem., 2006, vol. 14, p. 6349;
5. Santos, R.S., Salvador, J.A.R., Marin, S., and Cascante, M., Bioorg. Med. Chem., 2009, vol. 17, p. 6241;
6. Kuo, R.-Y., Qian, K., Morris-Natschke, S.L., and Lee, K.-H., Nat. Prod. Rep., 2009, vol. 26, p. 1321.
7. Shintyapina, A.B., Shul'ts, E.E., Petrenko, N.I., Uzenkova, N.V., Tolstikov, G.A., Pronkina, N.V., Kozhevnikov, V.S., and Pokrovskii, A.G., Bioorg. Khim., 2007, vol. 33, p. 624;
8. Antimonova, A.N., Uzenkova, N.V., Petrenko, N.I., Shakirov, M.M., Shul'ts, E.E., and Tolstikov, G.A., Khim. Prirodn. Soedin., 2008, vol. 44, p. 259.
9. Petrenko, N.I., Shul'ts, E.E., and Tolstikov, G.A., Khim. Prirodn. Soedin., 1999 (special issue), p. 22.
10. Terent'ev, A.P. and Kost, A.N., Reaktsiya tsianoetilirovaniya (Cyanoethylation Reaction), Moscow: Goskhimizdat, 1952, p. 47.
11. Koohang, A., Majewski, N.D., Szotek, E.L., Mar, A.A., Eiznhamer, D.A., Flavin, M.T., and Xu, Z.-Q., Bioorg. Med. Chem. Lett., 2009, vol. 19, p. 2168.
12. Diana, G.D., Volkots, D.L., Nitz, T.J., Bailey, T.R., Long, M.A., Vescio, N., Aldous, S., Pevear, D.C., and Dutko, F.J., J. Med. Chem., 1994, vol. 37, p. 2421;
13. Borzilleri, R.M., Zheng, X., Qian, L., Ellis, C., Cai, Z.- wei, Wautlet, B.S., Mortillo, S., Jeyaseelan, S.R., Kukral, D.W., Fura, A., Kamath, A., Vyas, V., Tokarski, J.S., Barrish, J.C., Hunt, J.T., Lombardo, L.J., Fargnoli, J., and Bhide, R.S., J. Med. Chem., 2005, vol. 48, p. 3991.
14. Poplavskaya, I.A. and Kurmangalieva, R.G., Khimiya amidoksimov (Chemistry of Amide Oximes), Alma-Ata, Gylym, 1988, p. 7.
15. Wenkert, E., Baddeley, G.V., Burfitt, I.R., and Moreno, I.N., Org. Magn. Reson., 1978, vol. 11, p. 337;
16. Patra, A., Chaudhuri, S.K., and Panda, S.K., J. Nat. Prod., 1988, vol. 51, p. 217.
17. Petrenko, N.I., Elantseva, N.V., Petukhova, V.Z., Shakirov, M.M., Shchul'ts, E.E., and Tolstikov, G.A., Khim. Prirodn. Soedin., 2002, p. 276.
18. Akihisa, T., Takamine, Y., Yoshizumi, K., Tokuda, H., Kimura, Y., Ukiya, M., Nakahara, T., Yokochi, T., Ichiishi, E., and Nishino, H., J. Nat. Prod., 2002, vol. 65, p. 278.
19. Flekhter, O.B., Boreko, E.I., Nigmatullina, L.R., Pavlova, N.I., Medvedeva, N.I., Nikolaeva, S.N., Tret'yakova, E.V., Savinova, O.V., Baltina, L.A., Karachurina, L.T., Galin, F.Z., Zarudii, F.S., and Tolstikov, G.A., Khim.-Farm. Zh., 2004, vol. 38, p. 31.