Synthesis of poly(aspartimide)-based bio-glycoconjugates

Carbohydrate Research

Volumn 345, Issue 1, 2010, Pages 33-40

  Carlescu, Irina ^a   Osborn, Helen M I ^b   Desbrieres, Jacques ^c   Scutaru, Dan ^a   Popa, Marcel ^a  

^a Faculty of Chemical Engineering and Environmental Protection   (Romania)

^b UNIVERSITY OF READING   (United Kingdom)

^c UNIVERSITÉ DE PAU ET DES PAYS DE L'ADOUR   (France)

Author keywords

Antiviral drugs; Glycoconjugates; Poly(aspartic acid); Polyvalent inhibitor; Sialic acid

Indexed keywords

AMINE COMPOUNDS; AMINE FUNCTIONALITY; ANTI-VIRAL DRUGS; AROMATIC MOIETIES; BIOCONJUGATES; GLYCOCONJUGATES; INFLUENZA VIRUS; MACROMOLECULAR TARGETS; NMR STUDIES; POLY(ASPARTIC ACID); POLYMER SUPPORTS; POTENTIAL INHIBITION; SIALIC ACIDS;

AMINES; ORGANIC ACIDS; SUGAR (SUCROSE); SUGARS;

CARBOXYLIC ACIDS;

ANTIVIRUS AGENT; POLY(ASPARTIMIDE); SIALIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG CONJUGATION; DRUG STRUCTURE; DRUG SYNTHESIS; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE;

ANTIVIRAL AGENTS; ASPARTIC ACID; DRUG DESIGN; GLYCOCONJUGATES; N-ACETYLNEURAMINIC ACID; POLYMERS; SOLUBILITY; WATER;

ORTHOMYXOVIRIDAE;

EID: 71949109406     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carres.2009.08.034     Document Type: Article

References (39)

1. Lagoja I.M., and De Clercq E. Med. Res. Rev. 28 (2008) 1-38
2. Matrosovich M., and Klenk H.D. Rev. Med. Virol. 13 (2003) 85-97
3. Tuzikov A., Chinarev A., Gambaryan A., Oleinikov V., Klinov D., Matsko N., Kadykov V., Ermishov M., Demin I., Demin V., Rye P., and Bovin N. ChemBioChem 4 (2003) 147-154
4. Hidari K.I.P.J., Murata T., Yoshida K., Takahashi Y., Minamijima Y., Miwa Y., Adachi S., Ogata M., Usui T., Suzuki Y., and Suzuki T. Glycobiology 18 (2008) 779-788
5. Marra A., Moni L., Pazzi D., Corallini A., Bridi D., and Dondoni A. Org. Biomol. Chem. 6 (2008) 1396-1409
6. Oka H., Onaga T., Koyama T., Guo C., Suzuki Y., Esumi Y., Hatano K., Terunuma D., and Matsuoka K. Bioorg. Med. Chem. Lett. 18 (2008) 4405-4408
7. Kamitakahara H., Suzuki T., Nishigori N., Suzuki Y., Kanie O., and Wong C.H. Angew. Chem., Int. Ed. 11 (1998) 1524-1528
8. Totani K., Kubota T., Kuroda T., Murata T., Jwa Hidari K.I.P., Suzuki T., Suzuki Y., Kobayashi K., Ashida H., Yamamoto K., and Usui T. Glycobiology 13 (2003) 315-326
9. Ogata M., Murata T., Murakami K., Suzuki T., Hidari K.I.P.J., Suzuki Y., and Usui T. Bioorg. Med. Chem. 15 (2007) 1383-1393
10. Sashiwa H., Makimura Y., Shigemasa Y., and Roy R. Chem. Commun. (2000) 909-910
11. Makimura Y., Watanabe S., Suzuki T., Suzuki Y., Ishida H., Kiso M., Katayama T., Kumagai H., and Yamamoto K. Carbohydr. Res. (2006) 1803-1808
12. Umemura M., Itoh M., Makimura Y., Yamazaki K., Umekawa M., Masui A., Matahira Y., Shibata M., Ashida H., and Yamamoto K. J. Med. Chem. 51 (2008) 4496-4503
13. Reuter J.D., Myc A., Hayes M.M., Ga Z., Roy R., Qin D., Yin R., Piehler L.T., Esfand R., Tomalia D.A., and Baker Jr. J.R. Bioconjugate Chem. 10 (1999) 271-278
14. Landers J.J., Cao Z., Lee I., Piehler L.T., Myc P.P., Myc A., Hamouda T., Galecki A.T., and Baker Jr. J.R. J. Infect. Dis. 186 (2002) 1222-1230
15. Tsvetkov D.E., Cheshev P.E., Tuzikov A.B., Chinarev A.A., Pazynina G.V., Sablina M.A., Gambaryan A.S., Bovin N.V., Rieben R., Shashkov A.S., and Nifant'ev N.E. Russ. J. Bioorg. Chem. 28 (2002) 470-486
16. Kingery-Wood J.E., Williams K.W., Sigal G.G., and Whitesides G.M. J. Am. Chem. Soc. 114 (1992) 7303-7305
17. Spevak W., Nagy J.O., Charych D.H., Schaefer M.E., Gilbert J.H., and Bednarski M.D. J. Am. Chem. Soc. 115 (1993) 146-1147
18. Reichert A., Nagy J.O., Spevak W., and Charych D. J. Am. Chem. Soc. 117 (1995) 829-830
19. Sun X.L., Kanie Y., Guo C.T., Kanie O., Suzuki Y., and Wong C.H. Eur. J. Org. Chem. 14 (2000) 2643-2653
20. Guo C.T., Sun X.L., Kanie O., Shortridge K.F., Suzuki T., Miyamoto D., Jwa Hidari K.I.P., Wong C.H., and Suzuki Y. Glycobiology 12 (2002) 183-190
21. Spaltenstein A., and Whitesides G.M. J. Am. Chem. Soc. 113 (1991) 686-687
22. Roy R., Andersson F.O., Harms G., Kelm S., and Schauer R. Angew. Chem., Int. Ed. Engl. 31 (1992) 1478-1481
23. Lees W.J., Spaltenstein A., Kingery-Wood J.E., and Whitesides G.M. J. Med. Chem. 37 (1994) 3419-3433
24. Sigal G.B., Mammen M., Dahmann G., and Whitesides G.M. J. Am. Chem. Soc. 118 (1996) 3789-3800
25. Choi S.K., Mammen M., and Whitesides G.M. J. Am. Chem. Soc. 119 (1997) 4103-4111
26. Bovin N.V. Glycoconjugate J. 15 (1998) 431-446
27. Mammen M., Choi S.K., and Whitesides G.M. Angew. Chem., Int. Ed. 37 (1998) 2755-2794
28. Tuzikov A.B., Gambaryan A.S., Juneja L.R., and Bovin N.V.J. Carbohydr. Chem. 19 (2000) 1191-1200
29. Barclay W.S., Jones I.M., Osborn H.M.I., Phillipson L., Ren J., Talevera G.A., and Thompson C.I. Bioorg. Med. Chem. 15 (2007) 4038-4047
30. Byramova N.E., Mochalova L.V., Belyanchikov I.M., Matrosovich M.N., and Bovin N.V.J. Carbohydr. Chem. 10 (1991) 691-700
31. Eschenfelder V., and Brossmer R. Carbohydr. Res. 162 (1987) 294-297
32. Tiralongo J., Pegg M.S., and von Itzstein M. FEBS Lett. 372 (1995) 148-150
33. Cao S., Meunier S.J., Andersson F.O., Letellier Marie., and Roy R. Tetrahedron: Asymmetry 5 (1994) 2303-2312
34. Roy R., Tropper F.D., Romanowska A., Letellier M., Cousineau L., Meunier S.J., and Boratynski J. Glycoconjugate J. 8 (1991) 75-81
35. Thoma G., Ernst B., Schwarzenbach F., and Duthaler R.O. Bioorg. Med. Chem. Lett. 7 (1997) 1705-1708
36. Thombre S.M., and Sarwade B.D. J. Macromol. Sci., A 42 (2005) 1299-1315
37. Wang Y., Wang Y., Wu G., Fan F., and Ma J. Colloid Surf., B 68 (2009) 13-19
38. Neri P., Antoni G., Benvenuti F., Cocola F., and Gazzei G. J. Med. Chem. 16 (1973) 893-897
39. Kuhn R., Lutz P., and McDonald D.L. Chem. Ber. 99 (1966) 611-617