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Molecules 2017, 22(7), 1063; doi:10.3390/molecules22071063

Pamidronate-Conjugated Biodegradable Branched Copolyester Carriers: Synthesis and Characterization

1
Department of Biomaterials Chemistry, Chair of Inorganic and Analytical Chemistry, Medical University of Warsaw, Faculty of Pharmacy with the Laboratory Medicine Division, Banacha 1, 02-097 Warsaw, Poland
2
Department of Inorganic and Analytical Chemistry, Chair of Inorganic and Analytical Chemistry, Medical University of Warsaw, Faculty of Pharmacy with the Laboratory Medicine Division, Banacha 1, 02-097 Warsaw, Poland
3
Department of Environmental Health Science, Medical University of Warsaw, Faculty of Pharmacy with the Laboratory Medicine Division, Banacha 1, 02-097 Warsaw, Poland
*
Author to whom correspondence should be addressed.
Received: 8 May 2017 / Accepted: 22 June 2017 / Published: 26 June 2017
(This article belongs to the Special Issue Biomedical Applications of Polylactide (PLA) and its Copolymers)
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Abstract

The need for development of comprehensive therapeutic systems, (e.g., polymer-apatite composites) as a bone substitute material has previously been highlighted in many scientific reports. The aim of this study was to develop a new multifunctional composite based on hydroxyapatite porous granules doped with selenite ions (SeO32−) and a biodegradable branched copolymer-bisphosphonate conjugate as a promising bone substitute material for patients with bone tumours or bone metastasis. A series of biodegradable and branched copolymer matrices, adequate for delivery of bisphosphonate in the bone-deficient area were synthesized and physico-chemically and biologically (cyto- and genotoxicity assays) characterized. Branched copolymers were obtained using a hyperbranched bis-MPA polyester-16-hydroxyl initiator and Sn(Oct)2, a (co)catalyst of the ring-opening polymerization (ROP) of l,l-lactide (LLA) and ε-caprolactone (CL). A new amide bond was formed between the hydroxyl end groups of the synthesized copolymer carriers and an amine group of pamidronate (PAM)—the drug inhibiting bone resorption and osteoclast activity in bone. The dependence of the physico-chemical properties of the copolymer matrices on the kinetic release of PAM from the synthesized branched copolymer conjugate-coated hydroxyapatite granules doped with selenite ions was observed. Moreover, the correlation of these results with the hydrolytic degradation data of the synthesized matrices was evidenced. Therefore, the developed composite porous hydroxyapatite doped with SeO32− ions/biodegradable copolymer-PAM conjugate appears most attractive as a bone substitute material for cancer patients. View Full-Text
Keywords: hydroxyapatite; composite; polymer conjugate; selenium; polyester carrier; controlled release rate; drug delivery systems hydroxyapatite; composite; polymer conjugate; selenium; polyester carrier; controlled release rate; drug delivery systems
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Oledzka, E.; Pachowska, D.; Orłowska, K.; Kolmas, J.; Drobniewska, A.; Figat, R.; Sobczak, M. Pamidronate-Conjugated Biodegradable Branched Copolyester Carriers: Synthesis and Characterization. Molecules 2017, 22, 1063.

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