ISSN:
1022-1352
Keywords:
Chemistry
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Physics
Notes:
A new family of perfluoroalkyl double-tailed amphiphiles was synthesized in order to develop a new drug carrying and delivery system. They were obtained by telomerization of tris(hydroxymethyl)acrylamidomethane (THAM) in the presence of various double-tailed primary and secondary thiols as chain-transfer agents, and with AIBN as the initiator. With secondary thiols, telomerization occurred in low yields (25-35% with respect to the thiol), because of the competitive formation of a disulfide by-product, but proceeded in higher yields (45-90%, depending on the stoichiometry of the reagents) with primary thiols, thus allowing the preparation of a new family of perfluoroalkyl telomeric THAM double-tailed amphiphiles. Preliminary biological tests showed no detectable hemolytic activity on human red blood cells at concentrations up to 20 mmol/L (50-65 g/L), whereas the hydrocarbon analogs proved to be hemolytic at 0,002 mmol/L. The LD50 was found to be higher than 2500 mg/kg of animal.
Additional Material:
4 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/macp.1994.021950414
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