Designing dapsone polymer conjugates for controlled drug delivery

Acta Biomaterialia
Luis RojoJulio San Roman

Abstract

Polymer-drug conjugates have significantly influenced polymer therapeutics over the last decade via controlled pharmacokinetics. Dapsone (4,4'-diamino diphenylsulphone) is not only widely used in the treatment of leprosy but forms an essential component in the treatment of autoimmune inflammatory diseases and malaria. However, its low bioavailability and non-specific distribution in the body leads to absorption throughout organs including skin, liver, and kidneys that can cause serious side effects. Thus, in this study we report the synthesis of polymer-drug conjugates of dapsone covalently bonded to macromolecular chains towards the development of new bioactive polymeric formulations with anti-inflammatory properties. Dapsone was functionalised with an acrylic moiety in which the acrylamide residue was directly bonded to one of the aromatic rings of dapsone. This functionalisation yielded an unsymmetrical dapsone methacrylamide (DapMA) structure, which on free radical polymerisation and co-polymerisation with HEMA yielded polymers of hydrocarbon macromolecules with pendant dapsone units. Thermal and size-exclusion chromatographic analysis revealed an increase in thermal stabilisation of the homopolymer (p(DapMA)) in comparison...Continue Reading

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Citations

Jul 15, 2018·Journal of Separation Science·Sandia MachadoMarcela A Segundo
Jan 21, 2017·Expert Opinion on Drug Delivery·Emanuele MauriFilippo Rossi
Aug 23, 2019·Chemistry : a European Journal·Felix BrosgeCarsten Bolm
Oct 12, 2019·International Journal of Molecular Sciences·Daniel Fernández-VillaLuis Rojo
Jan 18, 2020·Drug Development and Industrial Pharmacy·Priscila Debastiani BarrosÉlcio José Bunhak

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