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Biomedical subjects

Jordi Puiggalí

Publications and source records attributed to Jordi Puiggalí.

10 recordsLinked to original sources

Loading and release of ibuprofen in multi- and monofilament surgical sutures.

The preparation of mono- and multifilament sutures incorporating ibuprofen as an anti-inflammatory agent is considered. Poly(p-dioxanone) monofilament samples can be loaded by a molecular diffusion process using a swelling agent such as dichloromethane. The mechanical properties have been measured and have not shown a significant change for the ibuprofen loaded samples in knot tensile assays. The kinetics of both the loading process and the release in a Sörensen's medium at 37 degrees C have been investigated. Diffusion coefficients have also been estimated from film and slab poly(p-dioxanone) samples containing ibuprofen and their release behavior compared to that shown by monofilaments. Release from a coating copolymer based on lactide, epsilon-caprolactone and trimethylene carbonate (PLA/PCA/PTMC 10/60/30) has also been studied. This coating solubilizes ibuprofen molecules well and can be used for braided sutures or when a rapid dose of ibuprofen is preferred.

Anti-Inflammatory Agents, Non-Steroidal↗

Morpholine-2,5-dione.

In the title compound, C4H5NO3, the morpholine ring adopts a boat conformation that is distorted towards twist-boat, the boat ends being the two Csp3 atoms of the ring. The molecular packing is stabilized by the establishment of strong intermolecular NH...OC hydrogen bonds, which give rise to centrosymmetric dimers, and a network of weak CH2...OC hydrogen bonds, where each dimer interacts with eight neighbouring morpholinedione rings.

Crystallography, X-Ray↗

Triclosan release from coated polyglycolide threads.

Copolymerization of lactide, epsilon-caprolactone, and trimethylene carbonate is performed. The synthesis is focused on obtaining materials with adequate properties for application as a suture coating that could contain an antimicrobial agent like triclosan. An amorphous character, a low glass transition temperature, a moderate susceptibility to degradation, and a hydrophobic nature are the conditions required for the optimal behavior of this coating. These properties can be attained with a copolymer of composition 10:60:30. Triclosan is added to the surface of polyglycolide threads and its release is studied in different media with high-performance liquid chromatography. The influence of the temperature, the diameter of the thread, the initial concentration of the antibacterial agent, and the applied procedure on the incorporation of triclosan is also evaluated. A total release of triclosan is attained after a few days of exposure to a Dulbecco's based medium, whereas equilibrium concentrations are reached when a Sörensen hydrophilic medium is used. Partition and diffusion coefficients are also estimated.

Absorbable Implants↗

Crystalline structure of poly(hexamethylene adipate). Study on the morphology and the enzymatic degradation of single crystals.

The crystalline structure of polyester 6 6 was studied by means of X-ray and electron diffraction and real-space electron microscopy. An orthorhombic unit cell containing eight chain segments with a quasi planar zigzag conformation was derived. The chain axis projection could be defined by a small rectangular cell containing only two molecular segments. Simulation of electron diffraction patterns indicates that molecular segments were arranged with azimuthal angles close to +/-46 degrees . X-ray diffraction patterns suggested that the large dimensions of the unit cell were a consequence of a slight shift between neighboring chains that improved the electrostatic interactions. Chain-folded lamellar crystals were obtained by isothermal crystallization of dilute n-hexanol or n-octanol solutions. The crystalline habit was studied, and the influence of temperature was evaluated. A regular folding surface was observed by using polyethylene decoration techniques. Lamellar crystals were easily degraded with different lipases. A preferential enzymatic attack was, in some cases, observed to occur in the crystal edges, giving rise to highly irregular borders with a fringed texture.

Adipates↗

N,N'-Butane-1,4-diylbis(bromoacetamide).

The title compound, C8H14Br2N2O2, lies about an inversion centre and adopts a pleated conformation, with the C(O)-NH-CH2-CH2 and NH-CH2-CH2-CH2 torsion angles of the butanediamine residue being -89.5 (6) and -62.1 (7) degrees, respectively. These data are useful in discerning the structure of polymers containing such a unit. A skew conformation is found for the Br-CH(2)-C(O)-NH torsion angle [-124.2 (4) degrees]. The molecular packing is stabilized by strong hydrogen bonds between amide groups and also by weak CH2...OC interactions. In this way, each molecule interacts with its six closest neighbours through eight hydrogen bonds.

Acetamides↗

Butane-1,4-diyl bis(chloroacetate).

The title compound, C(8)H(12)Cl(2)O(4), lies about an inversion centre. The molecular conformation is characterized by a tgt-gt conformation for the butanedioxy moiety and a trans conformation for the ClCH(2)-C(=O)O bond. The molecular packing is stabilized by a network of weak CH(2)...O=C intermolecular hydrogen bonds, where each molecule interacts with its four closest neighbours.

Journal Article↗

N-chloroacetyl-beta-alanine.

The beta-alanine residue of the title compound, C(5)H(8)ClNO(3), has a ggt folded conformation, which is mainly stabilized through intermolecular N-H...O=C (amide-acid) and O-H...O=C (acid-amide) hydrogen bonds. In addition, a cis conformation is found for the Cl-CH(2)-C(=O)-NH torsion angle, which is associated with the presence of an intramolecular hydrogen bond.

Biodegradation, Environmental↗

Effect of the Folding of Methylene Units in the Conformational Preferences of Small Diesters.

The conformational preferences of dimethyl succinate and ethylene glycol diacetate have been explored in the gas phase using ab initio quantum mechanical calculations at the HF/6-31G(d) and MP2/6-31G(d) levels. Furthermore, the effects of both aqueous and carbon tetrachloride solvents have been estimated using the self-consistent reaction-field model developed by Miertus, Scrocco, and Tomasi and adapted to semiempirical methods by Orozco and Luque. The results have been interpreted in terms of the so-called "folding of methylene units", which is the tendency of the methylene units to adopt a gauche conformations when a short aliphatic segment is placed between two carbonyls. For dimethyl succinate the lowest energy conformation corresponds to the TTGTT as expected from our previous studies on the folding of methylene units. On the other hand, for ethylene glycol diacetate the global minimum is the TGG&Smacr;T conformation, which is stabilized by the simultaneous combination of two stereoelectronic effects: (i) the folding of methylene units and (ii) the gauche oxygen effects.

Journal Article↗