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Solid Dispersions of Imidazolidinedione by PEG and PVP Polymers with Potential Antischistosomal Activities

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Abstract

Solid dispersions have been used as a strategy to improve the solubility, dissolution rate, and bioavailability of poor water-soluble drugs. The increase of the dissolution rate presented by (5Z)-3-(4-chloro-benzyl)-5-(4-nitro-benzylidene)-imidazolidine-2,4-dione (LPSF/FZ4) from the solid dispersions is related to the existence of intermolecular interactions of hydrogen bond type (>N–H...O<) between the amide group (>N–H) of the LPSF/FZ4 and the ether group (–O–) of the polyethyleneglycol polymer, or the carbonyl (C=O) of the polyvinylpyrrolidone polymer (PVP). The intensity of these interactions is directly reflected in the morphology acquired by LPSF/FZ4 in these systems, where a new solid phase, in the form of amorphous aggregates of irregular size, was identified through scanning electron microscopy and confirmed in the characterizations achieved using X-ray diffraction and thermal analysis of DSC. The solid dispersions with the polymer PVP, in higher concentrations, were revealed to be the best option to be used in the formulations of LPSF/FZ4 in both theoretical and experimental studies.

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Authors and Affiliations

  1. Laboratório de Tecnologia dos Medicamentos, UFPE, Recife, Brazil

    Francimary L. Guedes & Pedro José Rolim Neto

  2. Laboratório de Química Teórica Medicinal, UFPE, Recife, Brazil

    Boaz G. de Oliveira & Marcelo Z. Hernandes

  3. Laboratório de Cristalografia e Modelagem Molecular-LaboCriMM, UFAL, Maceio, Brazil

    Carlos A. De Simone

  4. Laboratório de Tecnologia Farmacêutica de Faculdade de Farmácia, Universidade de Coimbra, Coimbra, Portugal

    Francisco J. B. Veiga

  5. Laboratório de Planejamento e Síntese de Fármacos-LPSF, UFPE, Recife, Brazil

    Francimary L. Guedes, Maria do Carmo A. de Lima, Ivan R. Pitta & Suely L. Galdino

Authors
  1. Francimary L. Guedes
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  2. Boaz G. de Oliveira
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  3. Marcelo Z. Hernandes
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  4. Carlos A. De Simone
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  5. Francisco J. B. Veiga
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  6. Maria do Carmo A. de Lima
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  7. Ivan R. Pitta
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  8. Suely L. Galdino
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  9. Pedro José Rolim Neto
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Correspondence to Pedro José Rolim Neto.

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Guedes, F.L., de Oliveira, B.G., Hernandes, M.Z. et al. Solid Dispersions of Imidazolidinedione by PEG and PVP Polymers with Potential Antischistosomal Activities. AAPS PharmSciTech 12, 401–410 (2011). https://doi.org/10.1208/s12249-010-9556-z

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  • DOI: https://doi.org/10.1208/s12249-010-9556-z

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