Synthesis and evaluation of amphiphilic RGD derivatives: Uses for solvent casting polymers and tissue engineering applications

Medical and Biological Engineering and Computing

Volumn 41, Issue 6, 2003, Pages 740-745

  Kidane, A G ^a   Salacinski, Henryk J ^a   Punshon, G ^a   Ramesh, B ^b   Srai, K S ^a   Seifalian, Alexander M ^a  

^a ROYAL FREE HOSPITAL   (United Kingdom)

^b ROYAL FREE AND UNIVERSITY COLLEGE MEDICAL SCHOOL   (United Kingdom)

Author keywords

Amphiphilic arginine glycine aspartic acid; Heparin; Lauric acid; Prothrombin time assay; Solvent casting; Thrombo elastograph

Indexed keywords

ACETONE; BIOASSAY; BIOSYNTHESIS; BLOOD; CHEMICAL BONDS; CYTOLOGY; METABOLISM; ORGANIC ACIDS; ORGANIC SOLVENTS; POLYMERS; PROTEINS; TISSUE; TOXICITY;

CYTOTOXICITY;

BIOMEDICAL ENGINEERING;

ACETONE; AMPHOPHILE; ARGINYLGLYCYLASPARTIC ACID; ARGINYLGLYCYLASPARTIC ACID DERIVATIVE; BIOMATERIAL; FIBRINOGEN; FIBRONECTIN; HEPARIN; LAURIC ACID; LAURIC ACID GLYCYLARGINYLGLYCYLASPARTIC ACID; POLYMER; SOLVENT; THROMBOPLASTIN; UNCLASSIFIED DRUG; WATER;

ANTICOAGULATION; ARTICLE; BLOOD CLOTTING TIME; BLOOD VESSEL GRAFT; CELL ADHESION; CELL METABOLISM; CELL VIABILITY; CHEMICAL ANALYSIS; CONTROLLED STUDY; CYTOTOXICITY; DRUG DELIVERY SYSTEM; DRUG SYNTHESIS; EVALUATION; HUMAN; HUMAN CELL; PROTEIN FUNCTION; PROTEIN POLYMERIZATION; PROTHROMBIN TIME; SMOOTH MUSCLE FIBER; SOLUBILITY; THROMBOCYTE ACTIVATION; THROMBOELASTOGRAPHY; TISSUE ENGINEERING; UMBILICAL CORD; VASCULAR ENDOTHELIUM; VASCULAR SMOOTH MUSCLE;

BIOCOMPATIBLE MATERIALS; BLOOD COAGULATION; ENDOTHELIUM, VASCULAR; HUMANS; LAURIC ACIDS; OLIGOPEPTIDES; POLYMERS; SOLVENTS; TISSUE ENGINEERING;

EID: 0345099652     PISSN: 01400118     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF02349983     Document Type: Article

References (28)

1. Baksaas, S. T., Videm, V., Fosse, E., Karlsen, H., Pedersen, T., Mollnes, T. E., Hagve, T. A., and Svennevig, J. L. (1999): 'In vitro evaluation of new surface coatings for extracorporeal circulation', Ferfusion, 14, pp. 11-19
2. Barker, P. L., Bullens, S., Bunting, S., Burdick, D. J., Chan, K. S., Deisher, T., Eigenbrot, C., Gadek, T. R., Gantzos, R., and Lipari, M. T. (1992): 'Cyclic RGD peptide analogues as antiplatelet antithrombotics', J. Med. Chem., 35, pp. 2040- 2048
3. Craig, W. S., Cheng, S., Mullen, D. G., Blevitt, J., and Pierschbacher, M. D. (1995): 'Concept and progress in the development of RGD-containing peptide pharmaceuticals', Biopolymers, 37, pp. 157-175
4. Deutsch, M., Meinhart, J., Fiscchlein, T., Preiss, P., and Zilla, P. (1999): 'Clinical autologous in vitro endothelialization of infrainguinal ePTFE grafts in 100 patients: a 9-year experience', Surgery, 126, pp. 847-855
5. Ikada, Y. (1994): 'Surface modification of polymers for medical applications', Biomaterials, 15, pp. 725-736
6. Kang, Y. K., and Jhon, J. S. (2000): 'Preferred conformations of a linear RGD tripeptide', J. Pept. Res., 56, pp. 360-372
7. Laube, H. R., Duwe, J., Rutsch, W., and Konertz, W. (2000): 'Clinical experience with autologous endothelial cell-seeded polytetrafluoroethylene coronary artery bypass grafts', J. Thorac. Cardiovasc. Surg., 120, pp. 134-141
8. Lee, Y., Moon, H. T., and Byun, Y. (1998): 'Preparation of amphiphlic heparin derivatives which can be used for solvent casting in polymeric formulation', Thromb. Res., 92, pp. 149-156
9. Lin, H. B., Zhao, Z. C., Garcia-Echeverria, C., Rich, D. H., and Cooper, S. L. (1992): 'Synthesis of a novel polyurethane co-polymer containing covalently attached RGD peptide', J. Biomater. Sci. Polym. Ed., 3, pp. 217-227
10. Liu, J., Pervin, A., Gallo, C. M., Desai, U. R., Van Gorp, C. L., and Linhardt, R. J. (1994): 'New approaches for the preparation of hydrophobic heparin derivatives', J. Pharm. Sci., 83, pp. 1034-1039
11. Mahadevan, J., Xu, C., Siamaai, T., and Kulzer, K. (2002): 'Molecular dynamics simulations of conformational behavior of linear RGD peptidomimetics and cyclic prodrugs in aqueous and octane solutions', J. Biomol. Struct. Dyn., 19, pp. 775-788
12. Massia, S. P., and Stark, J. (2001): 'Immobilized RGD peptides on surface-grafted dextran promote biospecific cell attachment', J. Biomed. Mater. Res.. 56, pp. 390-399
13. Meerbuam, S. O. (1990): 'Lower extremity revascularization with polytetrafluoroethylene grafts seeded with microvascular endothelial cells' in Zilla, P., Fasol, R., and Callow, A. (Eds): 'Applied cardiovascular biology', pp. 107-119
14. Okor, R. S., and Anderson, W. (1987): 'Casting solvent effects on the permeability of polymer films of differing quaternary ammonium (cation) content', J. Pharm. Pharmacol., 39, pp. 547-548
15. Pastorova, V. E., Liapina, L. A., Cherkasova, K. A., and Ashmarin, I. P. (1999): 'Peptides as inhibitors of thrombin coagulation activity and of thrombocyte aggregation', Usp. Fiziol. Nauk, 30, pp. 80-91
16. Rice, G. E., Munro, J. M., Corless, C., and Bevilacqua, M. P. (1991): 'Vascular and nonvascular expression of INCAM-110. A target for mononuclear leukocyte adhesion in normal and inflamed human tissues', Am. J. Pathol., 138, pp. 385-393
17. Salacinski, H. J., Tiwari, A., Hamilton, G., and Seifalian, A. M. (2001): 'Cellular engineering of vascular bypass grafts: role of chemical coatings for enhancing endothelial cell attachment', Med. Biol. Eng. Comput., 39, pp. 609-618
18. Salacinski, H. J., Hamilton, G., and Seifalian, A. M. (2003): 'Surface functionalisation and grafting of heparin and/or RGD by an aqueous based process to a poly(carbonate-urea)urethane cardiovascular graft for cellular engineering applications', J. Biomed. Mater. Res., 66A, pp. 688-697
19. Seifalian, A. M., Salacinski, H. J., Punshon, G., Krijgsman, B., and Hamilton, G. (2001): 'A new technique for measuring the cell growth and metabolism of endothelial cells seeded on vascular prostheses', J. Biomed. Mater. Res., 55, pp. 637-644
20. Seifalian, A. M., Tiwari, A., Hamilton, G., and Salacinski, H. J. (2002): 'Improving the clinical patency of prosthetic vascular and coronary bypass grafts: the role of seeding and tissue engineering', Artif. Organs, 26, pp. 307-320
21. Szycher, M. (1983): 'Thrombosis, hemostasis and thrombolysis at prosthetic interfaces', in Szycher: 'Medical biocompatible polymers, metals and composites' (Technomic, PA, 1983), pp. 1-33
22. Tiwari, A., Salacinski, H. J., Hamilton, G., and Seifalian, A. M. (2001): 'Tissue engineering of vascular bypass grafts: role of endothelial cell extraction', Eur. J. Vasc. Endovasc. Surg., 21, pp. 193-201
23. Tiwari, A., Salacisnki, H. J., Punshon, G., Hamilton, G., and Seifalian, A. M. (2002): 'Development of a hybrid cardiovascular graft using a tissue engineering approach', FASEB J., 16, pp. 791-796
24. Tiwari A., Kidane, A., Punshon, G., Hamilton, G., and Seifalian, A. M. (2003): 'Extraction of cells for single stage seeding of vascular bypass grafts', Biotechnol. Appl. Biochem., 38, pp. 35-41
25. Walluscheck, K. P., Steinhoff, G., and Haverich, A. (1996a): 'Endothelial cell seeding of de-endothelialised human arteries: improvement by adhesion molecule induction and flow-seeding technology', Eur. J. Vasc. Endovasc. Surg., 12, pp. 46-53
26. Walluscheck, K. P., Steinhoff, G., Kelm, S., and Haverich, A. (1996b): 'Improved endothelial cell attachment on ePTFE vascular grafts pretreated with synthetic RGD-containing peptides', Eur. J. Vasc. Endovasc. Surg., 12, pp. 321-330
27. Wang, D. A., Ji, J., Sun, Y. H., Shen, J. C., Feng, L. X., and Elisseeff, J. H. (2002): 'In situ immobilization of proteins and RGD peptide on polyurethane surfaces via poly(ethylene oxide) coupling polymers for human endothelial cell growth', Biomacro-molecules, 3, pp. 1286-1295
28. Williams, S. K. (1999): 'Human clinical trials of microvascular endothelial cell seeding' in Zilla, P., and Greisler, H. P. (Eds): 'Tissue engineering of prosthetic vascular grafts', pp. 143-147