Preparation and characterization of galactose-modified liposomes by a nonaqueous enzymatic reaction

Journal of Liposome Research

Volumn 21, Issue 3, 2011, Pages 255-260

  Guo, Bo Hong ^a,b   Cheng, Yi ^a   Lin, Lv Ping ^a   Lin, De Hui ^a   Wu, Wei ^a  

^a GUANGZHOU UNIVERSITY OF CHINESE MEDICINE   (China)

^b GUANGDONG PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

Enzymatic synthesis; Galactose; Glycyrrhetinic acid; Liposome; Surface modification

Indexed keywords

GALACTOSE; GLYCOLIPID; GLYCYRRHETINIC ACID; LIPOSOME; N OCTADECYL 4 [(D GALACTOPYRANOSYL)OXY] 2,3,5,6 TETRAHYDROXY HEXANAMIDE; UNCLASSIFIED DRUG;

ARTICLE; DRUG STABILITY; ENCAPSULATION; ENZYME MECHANISM; PARTICLE SIZE; PRIORITY JOURNAL; SUSTAINED DRUG RELEASE; ZETA POTENTIAL;

AMIDES; DRUG CARRIERS; GALACTOSE; GLYCYRRHETINIC ACID; LIPOSOMES; MOLECULAR STRUCTURE; PARTICLE SIZE; SURFACE PROPERTIES;

EID: 80051777509     PISSN: 08982104     EISSN: 15322394     Source Type: Journal    
DOI: 10.3109/08982104.2011.573795     Document Type: Article

References (22)

1. Abe, N., Ebina, T., Ishida, N. (1982). Interferon induction by glycyrrhizin and glycyrrhetinic acid in mice. Microbiol Immunol 26:535-539.
2. Arias, M. J., Moyano, J. R., Munoz, P., Gines, J. M., Justo, A., Giordano, F. (2000). Study of omeprazole-gamma-cyclodextrin complexation in the solid state. Drug Dev Ind Pharm 26:253-259.
3. Arias, M. J., Munoz, P., Moyano, J. R., Gines, M., Novak, C. (1996). Preliminary study of different omeprazole-γ-cd co-grinded systems. Int J Pharrnaceut 143:113-118.
4. Batzri, S., Korn, E. D. (1973). Single bilayer liposomes prepared without sonication. Biochim Biophys Acta 298:1015-1019.
5. Connolly, D. T., Townsend, R. R., Kawaguchi, K., Bell, W. R., Lee, Y. C. (1982). Binding and endocytosis of cluster glycosides by rabbit hepatocytes. J Biol Chem 257:939-945.
6. Crosasso, P., Ceruti, M., Brusa, P., Arpicco, S., Dosio, F., Cattel, L. (2000). Preparation, characterization, and properties of sterically stabilized paclitaxel-containing liposomes. J Contr Rel 63:19-30.
7. Fumoto, S., Nakadori, F., Kawakami, S., Nishikawa, M., Yamashita, F., Hashida, M. (2003). Analysis of hepatic disposition of galactosylated cationic liposome/plasmid DNA complexes in perfused rat liver. Pharm Res 20:1452-1459.
8. Gao, S., Chen, J., Xu, X., Ding, Z., Yang, Y. H., Hua, Z., et al. (2003). Galactosylated low molecular weight chitosan as DNA carrier for hepatocyte-targeting. Int J Pharm 255:57-68.
9. Hattori, Y., Kawakami, S., Yamashita, F., Hashida, M. (2000). Controlled biodistribution of galactosylated liposomes and incorporated probucol in hepatocyte-selective drug targeting. J Contr Rel 69:369-377.
10. Ito, M., Sato, A., Hirabayashi, K., Tanabe, F., Shigeta, S., Baba, M., et al. (1988). Mechanism of inhibitory effect of glycyrrhizin on replication of human immunodeficiency virus (HIV). Antiviral Res 10:289-298.
11. Kamruzzaman, K. M., Cai, Z. X., Guo, H. Q., Kang, I. K. (2009). Immobilization of lactobionic acid on the surface of cadmium sulfide nanoparticles and their interaction with hepatocytes. J Mater Sci Mater Med 20:1945-1953.
12. Kawakami, S., Fumoto, S., Nishikawa, M., Yamashita, F., Hashida, M. (2000). In vivo gene delivery to the liver using novel galactosylated cationic liposomes. Pharm Res 17:306-313.
13. Kawakami, S., Munakata, C., Fumoto, S., Yamashita, F., Hashida, M. (2001). Novel galactosylated liposomes for hepatocyte-selective targeting of lipophilic drugs. J Pharm Sci 90:105-113.
14. Kim, C. K., Min, K. H., Oh, Y. K., Park, K. M., Kim, K. M. (1996). Preparation and lectin binding characteristics of N-stearyl lactobionamide liposomes. Int J Pharm 128:65-71.
15. Kim, T. H., Park, Y. H., Shin, B. A., Choi, E. S., Chowdhury, E. H., Akaike, T., et al. (2001). Galatosylated chitosan-graftpoly( ethylene glycol) as hepatocyte-targeting DNA carrier. J Contr Rel 76:349-362.
16. Kiso, Y., Tohkin, M., Hikino, H., Hattori, M., Sakamoto, T., Namba, T. (1984). Mechanism of antihepatotoxic activity of glycyrrhizin. I. Effect of free radical generation and lipid peroxidation. Planta Med 50:298-302.
17. Mao, S. J., Bi, Y. Q., Jin, H., Wei, D. P., He, R., Hou, S. X. (2007)). Preparation, characterization, and uptake by primary cultured rat hepatocytes of liposomes surface-modified with glycyrrhetinic acid. Pharmazie 62:614-619.
18. Ohuchi, K., Kamada, Y., Levine, L., Tsurufuji, S. (1981). Glycyrrhizin inhibits prostaglandin E2 production by activated peritoneal macrophages from rats. Prostag Med 7:457-463.
19. Sliedregt, L. A., Rensen, P. C., Rump, E. T., van Santbrink, P. J., Bijsterbosch, M. K., Valentijn, A. R., et al. (1999). Design and synthesis of novel amphiphilic dendritic galactoside for selective targeting of liposomes to the hepatic asialoglycoprotein receptor. J Med Chem 42:609-618.
20. Uchida, T., Serizawa, T., Ise, H., Akaike, T., Akashi, M., et al. (2001). Graft copolymer having hydrophobic backbone and hydrophilic branches. 33. Interaction of hepatocytes and polystyrene nanospheres having lactose-immobilized hydrophilic polymers on their surfaces. Biomacromolecules 2: 1343-1346.
21. Wu, D. Q., Lu, B., Chang, C., Chen, C. S., Wang, T., Zhang, Y. Y., et al. (2009). Galactosylated fluorescent labeled micelles as a liver targeting drug carrier. Biomaterials 30:1363-1371.
22. Yoon, J. J., Nam, Y. S., Kim, J. H., et al. (2002). Surface immobilization of galactose onto aliphatic biodegradable polymers for hepatocyte culture. Biotechnol Bioeng 78:1-10.