Synthesis, Characterization and Cytocompatibility of a Poly(diol-tricarballylate) Visible Light Photo-Cross-Linked Biodegradable Elastomer

Abstract

The synthesis, characterization and in vitro cytocompatibility of a new family of photo-cross-linked amorphous poly(diol-tricarballylate) (PDT) biodegradable elastomeric polyesters are reported. The synthesis was based on the polycondensation reaction between tricarballylic acid and alkylene diols, followed by acrylation. The prepared and acrylated poly(diol-tricarballylate) (APDT) was characterized by means of FT-IR, (1)H-NMR, GPC and DSC. Liquid-to-solid photo-curing was carried out by exposing the APDT to visible light in the presence of camphorquinone as a photoinitiator. The thermal properties, mechanical characteristics, sol content, long-term in vitro degradation and cytocompatibility of the prepared PDT elastomers were also reported. The mechanical and degradation properties of this new photocurable elastomer can be precisely controlled by varying the density of acrylate moieties in the matrix of the polymer, and through changes in the pre-polymer chain length. The use of visible light cross-linking, possibility of solventless drug loading, controllable mechanical properties and cytocompatibility of these new elastomers make them excellent candidates for use in controlled implantable drug-delivery systems of protein drugs and other biomedical applications.

Enhanced anticancer activity and oral bioavailability of ellagic acid through encapsulation in biodegradable polymeric nanoparticles

“…The decrease in crystallinity was estimated through the measured latent heat for fusion supposing relativity/ symmetry of the measured enthalpy. 44 Enthalpies for pure PCL (∆H =−89.66 J/g) and EA (∆H =−56.67 J/g) were used as references for 100% crystallinity. ∆H for the melting peaks of PCL and EA in the EA-NPs decreased to −44.19 and −17.3 J/g, respectively, which corresponded to 49% and 31% crystallinity, respectively, meaning that the preparation condition/process partially diminished the crystallinity of EA as the hydrophobic framework's rigidity of PCL interrupted the uniformity of the EA and reduced the capability of the crystal lattice to form organized molecular order.…”

“…43 Likewise, the presence of the EA inhibited the mobility of the PCL polymer chain and inhibited chain repositioning because of a decrease in crystal construction that had occurred during the formulation condition. 43,44 XRD spectra of PCL, EA, and EA-NPs are shown in Figure 5. The XRD pattern of PCL ( Figure 5A) showed its typical crystalline pattern with sharp and intense peaks at diffraction angles (2θ) of 21.5°, 22.0°, and 23.5°.…”

"Synthesis, Characterization and Comparison of Biodegradable Aliphatic Copolyesters: Poly Ethylene Glycol Octanediol Sebacate and Polyethylene Glycol Dodecanediol Adipate"

“…The peaks present at 1.61 ppm, 1.30 ppm -1.32 ppm and 1.54 ppm -1.61 ppm were assigned to the methylene protons of octane diol and dodecane diol 28 . The multiple peaks observed from 3.65 ppm -3.69 ppm, 3.58 ppm -3.64 ppm, 2.25 ppm -2.31 ppm and 2.25 ppm -2.29 ppm could be due to the proton signals attached to the carbonyl carbon of BIODEGRADABLE ALIPHATIC COPOLYESTERS B. Yamini and R. Nanthini ester oxygen atom and methylene protons of the acid group 29,30 . In addition, the multiplets observed at 4.05 ppm -4.22 ppm and 4.14 ppm -4.17 ppm corresponds to the methylene proton attached to the -OH group 31,32 .…”

Photo-irradiation paradigm: Mapping a remarkable facile technique used for advanced drug, gene and cell delivery

“…This moiety contains domain bond (almost double bond or epoxide) that is irreversibly changed by irradiation in the presence of PIS. Acrylates [63], methacrylates [13], and cyano-acrylates [46] are commonly used photosensitive moieties, that can be covalently crosslinked with the excitation of free radical generating PIs. Similarly, fumarate moiety which is commonly used for the formulation of different injectable/implantable biomaterials is covalently crosslinked upon exposure to photo-irradiation [64].…”

“…As such, the mechanical elasticity of the PRP , which relies on crystalline pattern and crosslinking density, is reflecting the lifetimes of the obtained biodegradable carrier [3,91]. The architecture of the PRP, which is based mainly on the nature of the backbone structure and the type/concentration of the building unit, affects the biodegradation mechanism that might occur by merely bulk erosion, surface erosion or a combination between them [63,92].…”