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  • 1
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Polymers for Advanced Technologies 7 (1996), S. 867-872 
    ISSN: 1042-7147
    Keywords: polymeric drug carriers ; water solubility ; oligo(ethylene oxide) segments ; cis-diaminedichloroplatinum(II) conjugates ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics
    Notes: Following a brief discussion of the concept of polymer-drug conjugation and the use of platinum drugs in cancer therapy, the paper presents recent results in the synthesis of water-soluble polymeric carriers designed for the binding of antineoplastic coordination compounds of the cisplatin type. The target polymers, specifically, are linear aliphatic polyamides comprising the ethylenediamine ligand system in the main chain as the potential metal binding site. With solubility in aqueous media a key requirement for intravenously injectable conjugates, the polymers also contain hydrosolubilizing oligo(ethylene oxide) units in the chain, which serve the additional purpose of imparting resistance to serum protein binding and capture by the reticuloendothelial system. The synthesis methods include interfacial polymerization, high-temperature solution polycondensation in polyphosphoric acid and Michael addition polymerization, with 1,2-bis(2-aminoethylamino)ethane and 1,2-bis(3-aminopropylamino)ethane used as the amine comonomers providing the ethylenediamine ligand segment. The target polymers, crudely fractionated by dialysis in 25,000 molecular-mass cult-off tubing, are isolated by freeze-drying as water-soluble solids possessing inherent viscosities of 10-20 ml/g. A selected carrier polymer is converted to the corresponding water-soluble cis-diaminedichloroplatinum(II) conjugate by treatment with tetrachloroplatinate(II) anion in aqueous solution.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 0021-8995
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics , Physics
    Notes: As part of a program to synthesize water-soluble polymeric carriers suitable for drug binding, the polyaddition reaction of methylenebisacrylamide with comonomers containing two pri-mary amino groups is investigated. The copolymerization of the bisacrylamide with equi-molar quantities of primary diamines under properly controlled experimental conditions is found to proceed in a linear propagation, giving rise to the formation of polyamides comprising two or more secondary amino groups in the recurring unit. Selected diamine monomers include ethylenediamine, diethylenetriamine, triethylenetetramine, 1,2-bis (3-aminopropylamino) ethane, and three 0,0´-bis-(2-aminopropyl) derivatives of poly(ethylene glycol) of different chain length, the last three monomers being chosen because of their outstanding hydrosolubilizing properties. Use of two different diamines in the proper stoi-chiometry leads to corresponding copolymers. The reactions are conducted in aqueous phase over periods of 1-3 days at 65°C, and the polymeric products, possessing the linear polyamidoamine structures 1 and 2, are fractionated by dialysis in membrane tubing with 12000-14000 molecular-mass cutoff and are isolated by freeze-drying as solid or resinous materials possessing complete solubility in water. Inherent viscosities are in the range of 8- 40mLg-1. Microanalytical and spectroscopic data confirm the proposed structures. The suitability of the intrachain secondary amine functions for side chain attachment and drug coupling is demonstrated in model reactions involving N-substitution. © 1993 John Wiley & Sons, Inc.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
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