Antimicrobial hydantoin-containing polyesters.
A new N-hydantoin-containing biocompatible and enzymatically degradable polyester with antibacterial properties is presented. Different polyesters of dimethyl succinate, 1,4-butanediol, and 3-[N,N-di(β-hydroxyethyl)aminoethyl]-5,5-dimethylhydantoin in varying molar ratios are prepared via two-step melt polycondensation. The antibacterially active N-halamine form is obtained by subsequent chlorination of the polyesters with sodium hypochlorite. Chemical structures, thermal properties, and spherulitic morphologies of the copolymers are studied adopting FT-IR, NMR, TGA, DSC, WAXD, and POM. The polyesters exhibit antibacterial activity against Escherichia coli. The adopted synthetic approach can be transferred to other polyesters in a straightforward manner.
Department of Chemistry and WZMW, Philipps-Universität Marburg, Hans-Meerwein-Str., 35032 Marburg, Germany.
Licheng
L
Tan
Samarendra
S
Maji
Claudia
C
Mattheis
Mengyao
M
Zheng
Yiwang
Y
Chen
E
E
Caballero-Díaz
Pilar Rivera
PR
Gil
Wolfgang J
WJ
Parak
Andreas
A
Greiner
Seema
S
Agarwal
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001672:Biocompatible Materials / Q000138:chemical synthesis* / Q000494:pharmacology; D002072:Butylene Glycols / Q000737:chemistry*; D002152:Calorimetry, Differential Scanning; D004926:Escherichia coli / Q000187:drug effects / Q000254:growth & development; D054879:Halogenation; D006827:Hydantoins / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D050296:Microbial Viability / Q000187:drug effects; D015394:Molecular Structure; D011091:Polyesters / Q000737:chemistry*; D012973:Sodium Hypochlorite / Q000737:chemistry; D017550:Spectroscopy, Fourier Transform Infrared; D013386:Succinates / Q000737:chemistry*; D013696:Temperature; D014961:X-Ray Diffraction
D000900:Anti-Bacterial Agents; D001672:Biocompatible Materials; D002072:Butylene Glycols; D006827:Hydantoins; D011091:Polyesters; D013386:Succinates; C039681:1,4-butanediol; C056451:dimethyl succinate; D012973:Sodium Hypochlorite