The synthesis of water soluble dendrimers, and their application as possible drug delivery systems

Tetrahedron Letters

Volumn 40, Issue 9, 1999, Pages 1743-1746

  Twyman, Lance J ^a   Beezer, Anthony E ^b   Esfand, R ^b   Hardy, Martin J ^c   Mitchell, John C ^b  

^a LANCASTER UNIVERSITY   (United Kingdom)

^b UNIVERSITY OF KENT   (United Kingdom)

^c GLAXOSMITHKLINE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

DENDRIMER;

ARTICLE; COMPLEX FORMATION; DRUG DELIVERY SYSTEM; DRUG SOLUBILITY; HYDROPHOBICITY; SYNTHESIS;

EID: 0033605283     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02680-X     Document Type: Article

References (13)

1. 1. A. Rolland, Pharmaceutical particle carriers: therapeutic applications, 1993, New York, Marcel Dekker.
2. 2 soluble dendrimers capable of binding small molecules have recently been reported a) J. F. G. A. Jansen, E.M.M. Debrabandervandenberg, E.W. Meijer. Science, 1994,.266, 1226.
3. b) A.I. Cooper, J. .D. Londono, G. Wignall, J. B. McClain, E. T. Samulski, J.S. Lin, A. Dobrynin, M. Rubinstein, A. L. C. Burke, J. M. J. Frechet, J. M DeSimone, Nature, 1997,.389, 368.
4. 3. G. R. Newkome, Z. O. Yao, G. R. Baker and V. K. Gupta. J. Org. Chem., 1985, 50, 2003
5. 4. G. R. Newkome, C. N. Moorefield, G. R. Baker, A. L. Johnson, R. K. Bahera. Angew. Chem. Int. Ed. Engl, 1991, 1176
6. 5. D. A. Tomalia, H. Baker, M. Hall, G. Kallos J. Rock and P. Smith, Polym. J., 1985, 17, 117.
7. 36 requires 1916.
8. 7. AnalaR Standards for Laboratory Chemicals, 8th Edition.
9. 8. T. Steiner and W. Saenger. J. Chem. Soc. Chem. Commun., 1995, 2087.
10. 9. Due to the dendrimer and dendrimer/substrate complexes being miscible with water in all proportions, the concept of concentration needs to be carefully considered. In large volumes of water the dendrimer/substrate complex is indeed dissolved within the water, nevertheless, in small aqueous volumes, it is now the water that is dissolved within the dendrimer/substrate complex. As a result the subsequent dendrimer complexes should therefore be considered infinitely water soluble.
11. 10. The pKa of dendrimer 1 was measured to be 9.0. Although the amine groups are in principle capable of deprotonating the buffer/benzoic acid, measurements confirmed that the pH of the buffer/complex solution remained at pH 7.0.
12. 11. A. E. Beezer, Applications of Calorimetry, in Life Sciences, (Eds. Lamprecht and B. Schaarsmidt), 1977,
13. 12. De Gruyter, Berlin. A. E. Beezer, J. C. Mitchell, R. M. Colegate, D. J. Scally, L. J. Twyman, R. J. Wilson. ThermoChem Acta., 1995, 250, 277.