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1.
Int J Pharm ; 634: 122649, 2023 Mar 05.
Artigo em Inglês | MEDLINE | ID: mdl-36709834

RESUMO

The development of new antimicrobial agents has been drawing considerable attention due to the extreme escalation of multi-drug resistant microorganisms. We thus sought to ameliorate the antimicrobial activities of the chitosan (Cs) biopolymer by coupling chitosan with cyclohexanone and 2-N-methyl pyrrolidone, synthesizing two novel Schiff bases (CsSB1 and CsSB2), respectively. FT-IR, TGA, DSC, SEM, and potentiometric titration were employed to characterize the formulated chitosan derivatives. The findings exposed that the degrees of deacetylation were 88.12% and 89.98% for CsSB1 and CsSB2, respectively. The antimicrobial capacities of CsSB1 and CsSB2 were substantially enhanced compared with prime chitosan. Furthermore, the CsSB1 and CsSB2 demonstrated minimum inhibitory concentrations (MIC) of 50 µg/ml in relation to all studied microorganisms, whereas chitosan revealed MIC value of 50 µg/ml only for E. coli. Furthermore, CsSB1 with a concentration of 250 µg/ml manifested the highest antibacterial activity against Gram-positive bacteria. Correspondingly, CsSB2 revealed a comparable trend of microbial hindrance with lower activities. Besides, the two derivatives could thwart the growth of Candida albicans (C. albicans). The cytotoxicity assay of the biomaterials accentuated their biocompatibility with fibroblasts. Collectively, the two formulated chitosan derivatives could competently rival the native chitosan, particularly for future applications in wound healing.


Assuntos
Anti-Infecciosos , Quitosana , Quitosana/farmacologia , Espectroscopia de Infravermelho com Transformada de Fourier , Escherichia coli , Anti-Infecciosos/farmacologia , Antibacterianos/farmacologia , Fibroblastos , Testes de Sensibilidade Microbiana
2.
Sci Rep ; 8(1): 11416, 2018 07 30.
Artigo em Inglês | MEDLINE | ID: mdl-30061725

RESUMO

This study intends to develop novel two antimicrobial phenolic chitosan Schiff bases (I) and (II) via coupling of chitosan with Indole-3-carboxaldehyde and 4-dimethylaminobenzaldehyde, respectively, for boosting the antimicrobial activity of native chitosan. The alterations in the chemical structure and morphology of the Schiff bases were verified using FT-IR, electronic spectrum analysis, and SEM, whereas the thermal properties were investigated by TGA and DSC instruments. The results obtained from the potentiometric analysis referred that the degrees of substitution were 1.15 and 12.05% for Schiff bases (I) and (II), respectively. The antimicrobial activities of Schiff base (I) were significantly augmented more than Schiff base (II) and chitosan. Minimum inhibitory concentration (MIC) of Schiff base (I) was perceived at 50 µg/ml against tested microorganisms except for B. cereus and C. albicans. The highest concentration of Schiff base (I) could inhibit the growth of Gram-positive up to 99%. However, Schiff base (II) recorded the maximum inhibition rate versus Gram-positive approximately 82%. The cytotoxicity of the developed materials was estimated by MTT assay that substantiated their safety to fibroblast cells. The findings emphasized that the developed Schiff bases might be implemented as antimicrobial contenders to pure chitosan for treatments of wound infections.


Assuntos
Anti-Infecciosos/química , Anti-Infecciosos/farmacologia , Quitosana/química , Quitosana/farmacologia , Fenóis/química , Fenóis/farmacologia , Bases de Schiff/química , Bases de Schiff/farmacologia , Aminas/análise , Animais , Bactérias/efeitos dos fármacos , Sobrevivência Celular/efeitos dos fármacos , Parede Celular/efeitos dos fármacos , Quitosana/síntese química , Fibroblastos/citologia , Fibroblastos/efeitos dos fármacos , Fungos/efeitos dos fármacos , Camundongos , Testes de Sensibilidade Microbiana , Células NIH 3T3 , Potenciometria , Bases de Schiff/síntese química , Espectroscopia de Infravermelho com Transformada de Fourier , Temperatura
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