A direct,
one-pot, solvent-free method for preparation of macromolecular
prodrug composed of chlorphenesin (CF, 1) and polylactide
(2) was developed. The procedure involves addition of
chlorphenesin to l-lactide followed by ring-opening polymerization
of the latter. The process was optimized by factorial design to maximize
the conversion and to obtain sufficiently high average molecular mass
of the prodrug. Proposed mathematical model allows the length of the
polymeric chain to be controlled, influencing the duration of the
therapeutic effect.
Spheres of prodrug of polylactide (PLA) or polycaprolactone (PCL) or a copolymer thereof with chlorphenesin (CF) were obtained. Furthermore spheres with an active substance additionally dispersed in the prodrug matrix-hybrid spheres-were prepared. The antimicrobial properties of the prodrug forms obtained were investigated towards bacteria, yeast, and filamentous fungi to verify whether the CF activity of the new formulations maintains. This research shows a wide spectrum of antimicrobiological application, especially when using CF as a preservative.
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