The synthesis and antiviral activity of glycyrrhizic acid conjugates with α-D-glucosamine and some glycosylamines

Russian Journal of Bioorganic Chemistry

Volumn 30, Issue 3, 2004, Pages 275-282

  Kondratenko, R M ^a   Baltina, L A ^a   Mustafina, S R ^a   Vasil'eva, E V ^a   Pompei, R ^b   Deidda, D ^b   Plyasunova, O A ^c   Pokrovskii, A G ^c   Tolstikov, G A ^a  

^a INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

^b UNIVERSITY OF CAGLIARI   (Italy)

^c Vec State Sci Ctr Virusology B   (Russian Federation)

Author keywords

glycosylamines; antiviral activity; D glucosamine; glycyrrhizic acid conjugates

Indexed keywords

2 ACETAMIDO 2 DEOXY 3,4,6 TRI O ACETYL BETA DEXTRO GLUCOPYRANOSYLAMINE; 2 ACETAMIDO 2 DEOXY BETA DEXTRO GLUCOPYRANOSYLAMINE; 2 AMINO 1,3,4,6 TETRA O ACETYL 2 DEOXY ALPHA DEXTRO GLUCOPYRANOSE; 2,3,4 TRI O ACETYL ALPHA ARABINOSYLAMINE; 2,3,4,6 TETRA O ACETYL BETA DEXTRO GLUCOPYRANOSYLAMINE; AMINOGLYCOSIDE DERIVATIVE; BETA DEXTRO GALACTOPYRANOSYLAMINE; GLUCOSAMINE DERIVATIVE; GLYCYRRHIZIC ACID DERIVATIVE; PYRAN DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTIVIRAL ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG CONJUGATION; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN IMMUNODEFICIENCY VIRUS 1; INFRARED SPECTROSCOPY; NONHUMAN; STRUCTURE ANALYSIS; ULTRAVIOLET SPECTROSCOPY; VERO CELL;

ANIMALIA; HUMAN IMMUNODEFICIENCY VIRUS; HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 3042704520     PISSN: 10681620     EISSN: None     Source Type: Journal    
DOI: 10.1023/B:RUBI.0000030135.97089.37     Document Type: Article

References (41)

1. Tolstikov, G.A., Baltina, L.A., Shul'ts, E.E., and Pokrovskii, A.G., Bioorg. Khim., 1997, vol. 23, pp. 691-709.
2. Pompei, R., Flore, O., Marcialis, M., Pani, A., and Loddo, B., Nature, 1979, vol. 281, pp. 689-690.
3. Ito, M., Nakashima, H., Baba, M., Pauwels, R., De Clerq, E., Shibata, Sh., and Yamamoto, N., Antiviral Res., 1987, vol. 7, pp. 127-137.
4. Hattori, T., Ikumatsu, S., Koivo, A., Matsushita, S., Maeda, Y., Hada, M., Fujimaki, M., and Takatsuki, K., Antiviral Res., 1989, vol. 11, pp. 255-262.
5. Plyasunova, O.A., Egoricheva, I.N., Fedyuk, N.V., Pokrovskii, A.G., Baltina, L.A., Murinov, Yu.I., and Tolstikov, G.A., Vopr. Virusol., 1992, vol. 37, pp. 235-238.
6. Pokrovskii, A.G., Plyasunova, O.A., Il'icheva, T.N., Borisova, O.A., Fedyuk, N.V., Petrenko, N.I., Petukhova, V.Z., Shul'ts, E.E., and Tolstikov, G.A., Khim. Interes. Ust. Razv., 2001, no. 9, pp. 485-491.
7. Ito, M., Gikken Igaku, 1989, vol. 7, pp. 858-860.
8. Tochikara, T.S., Nakashima, H., and Yamamoto, N., G. Acquired Immune Def. Syndrome, 1989, no. 2, pp. 441-447.
9. Fujisawa, K., Watanale, Y., and Kimura, K., Asian Med. J., 1980, vol. 23, pp. 745-756.
10. Pokrovskii, A.G., Belanov, E.F., Volkov, G.N., Plyasunova, O.A., and Tolstikov, G.A., Dokl. Akad. Nauk, 1995, vol. 344, pp. 709-711.
11. Davis, B.G., J. Chem. Soc., Perkin Trans. 1, 1999, pp. 3215-3237.
12. Baltina, L.A., Vasil'eva, E.V., Davydova, V.A., Ismagilova, A.F., Zarudii, F.S., and Tolstikov, G.A., Khim.-Farm. Zh., 1996, vol. 30, pp. 14-16.
13. Bundle, D.R., Jennings, H.J., and Smith, I.C.P., Can. J. Chem., 1973, vol. 51, pp. 3812-3819.
14. Shashkov, A.S. and Chizhov, O.S., Bioorg. Khim., 1976, vol. 2, pp. 437-497.
15. Ryzhova, S.A., Baltina, L.A., and Tolstikov, G.A., Zh. Obshch. Khim., 1996, vol. 66, pp. 160-162.
16. Baltina, L.A., Ryzhova, S.A., Vasil'eva, E.V., Kapina, A.P., and Tolstikov, G.A., Zh. Obshch. Khim., 1993, vol. 63, pp. 2140-2147.
17. Likhosherstov, L.M., Novikova, O.S., Derevitskaya, V.A., and Kochetkov, N.K., Izv. Akad. Nauk SSSR, Ser. Khim., 1986, no. 7, pp. 1663-1669.
18. Likhosherstov, L.M., Novikova, O.S., Shibaev, V.N., and Kochetkov, N.K., Izv. Ross. Akad. Nauk, Ser. Khim., 1996, no. 7, pp. 1848-1851.
19. Likhosherstov, L.M., Novikova, O.S., and Shibaev, V.N., Izv. Ross. Akad. Nauk, Ser. Khim., 1998, no. 6, pp. 1244-1247.
20. Cohen-Anisfeld, Sh.T. and Lansbury, P.T., J. Am. Chem. Soc., 1993, vol. 115, pp. 10 531-10 537.
21. Lichtenthaler, F.W. and Kaji, E., Liebigs Ann. Chem., 1985, pp. 1659-1668.
22. Zemlyakov, A.E., Kur'yanov, V.O., and Chirva, V.Ya., Khim. Prir. Soedin., 1996, no. 3, pp. 367-371
23. Zemlyakov, A.E., Kur'yanov, V.O., Chupakhina, T.A., Chirva, V.Ya., Ishchenko, V.V., Garazd, M.M., and Khilya, V.P., Khim. Prir. Soedin., 2002, no. 2, pp. 125-128.
24. Tariq, M.A., Hayashi, K., Tokuyasu, K., and Nagata, T., Carbohydrate Res., 1995, vol. 275, pp. 67-72.
25. Takeda, T., Sugiura, Y., Ogihara, Y., and Shibata, S., Can. J. Chem., 1980, vol. 58, pp. 2600-2603.
26. The Peptides: Analysis, Synthesis, Biology, Vol. 1, Major Methods of Peptide Bond Formation, Gross, E. and Meienhofer, J., Eds., New York: Academic, 1979. Translated under the title Peptidy. Osnovnye metody obrazovaniya peptidnykh svyazei, Moscow: Mir, 1983.
27. The Peptides: Analysis, Synthesis, Biology, Vol. 1, Major Methods of Peptide Bond Formation, Gross, E. and Meienhofer, J., Eds., New York: Academic, 1979. Translated under the title Peptidy. Osnovnye metody obrazovaniya peptidnykh svyazei, Moscow: Mir, 1983.
28. Gordon, A.J. and Ford, R.A., The Chemist's Companion, New York: Wiley, 1972. Translated under the title Sputnik khimika, Moscow: Mir, 1976.
29. Gordon, A.J. and Ford, R.A., The Chemist's Companion, New York: Wiley, 1972. Translated under the title Sputnik khimika, Moscow: Mir, 1976.
30. Baltina, L.A., Kondratenko, R.M., Mustafina, S.R., Flekhter, O.B., Murinov, Yu.I., Davydova, V.A., Zarudii, F.S., Ismagilova, A.F., and Tolstikov, G.A., Khim.-Farm. Zh., 2001, vol. 35, pp. 38-41.
31. Tolstikov, G.A., Baltina, L.A., Kondratenko, R.M., Nasyrov, Kh.M., Baschenko, N.Zh., and Lazareva, D.N., Bioorg. Chem., 1989, vol. 15, pp. 392-398.
32. Marks, G.S. and Neuberger, A., J. Chem. Soc., 1961, no. 11, pp. 4872-4879.
33. Methods in Carbohydrate Chemistry, Whistler, J.N. and BeMiller, J.N., Eds., New York: Academic, 1972, vol. 6, pp. 282-285. Translated under the title Metody issledovaniya uglevodov, Moscow: Mir, 1975.
34. Methods in Carbohydrate Chemistry, Whistler, J.N. and BeMiller, J.N., Eds., New York: Academic, 1972, vol. 6, pp. 282-285. Translated under the title Metody issledovaniya uglevodov, Moscow: Mir, 1975.
35. Marks, G.S., Marshall, R.D., and Neuberger, A., Biochem. J., 1963, vol. 87, pp. 274-281.
36. Cowley, D.E., Heugh, L., and Peach, M.C., Carbohydrate Res., 1971, vol. 19, pp. 231-341.
37. Bolton, C.H., Hough, L., and Kham, M.Y., Biochem. J., 1966, vol. 101, pp. 184-190.
38. Kondratenko, R.M., Baltina, L.A., Mustafina, S.R., Makarova, N.B., Nasyrov, Kh.M., and Tolstikov, G.A., Khim.-Farm. Zh., 2001, vol. 35, pp. 39-42.
39. Lampis, G., Deidda, D., Maulli, C. Madeddu, M., and Pompei, R., J. Antibiotics, 1995, vol. 48, pp. 967-972.
40. Mashkovskii, L.D., Lekarstvennye sredstva (Medicines), in two volumes, vol. 2, Moscow: Novaya Volna, 2000.
41. Fedyuk, N.V., Konovalov, E.E., Loktev, V.B., Uryvaev, L.V., Kulyandin, S.A., and Pokrovskii, A.G., Vopr. Virusol., 1992, no. 3, pp. 135-138.