Synthesis of novel chitosan-Schiff bases nanoparticles for high efficiency Helicobacter pylori inhibition.

Autor: Hamed AA; Chemistry Department, Faculty of Science, Cairo University, Cairo 12613, Egypt. Electronic address: amira.h.swelam@gmail.com., Ali EA; Polymers and Pigments Department, National Research Centre, 33 El-Buhouth St., Dokki, Giza 12622, Egypt., Abdelhamid IA; Chemistry Department, Faculty of Science, Cairo University, Cairo 12613, Egypt., Saad GR; Chemistry Department, Faculty of Science, Cairo University, Cairo 12613, Egypt. Electronic address: grsaad@sci.cu.edu.eg., Elsabee MZ; Chemistry Department, Faculty of Science, Cairo University, Cairo 12613, Egypt.
Jazyk: angličtina
Zdroj: International journal of biological macromolecules [Int J Biol Macromol] 2024 Aug; Vol. 274 (Pt 2), pp. 133499. Date of Electronic Publication: 2024 Jun 27.
DOI: 10.1016/j.ijbiomac.2024.133499
Abstrakt: Two chitosan Schiff bases were synthesized by condensation of chitosan with 2-(4-formylphenoxy)-N-phenylacetamide and N-(4-bromophenyl)-2-(4-formylphenoxy) acetamide denoted as Cs-SBA and Cs-SBBr, respectively. The molecular structures of the resulting chitosan derivatives were characterized using FTIR and 1 HNMR and their thermal properties were investigated by TGA. These derivatives were treated with sodium tripolyphosphate (TPP) to produce Cs Schiff base nanoparticles. The nanoparticles physicochemical properties were determined by FTIR, XRD, TEM, and zeta potential analysis. The antimicrobial action against Helicobacter pylori (H. pylori) was evaluated and the results indicated that the anti-H. pylori activity had minimal inhibitory concentration MIC values of 15.62 ± 0.05 and 3.9 ± 0.03 μg/mL for Cs-SBA and Cs-SBBr nanoparticles (Cs-SBA NPs and Cs-SBBr NPs), respectively. The better biologically active nanoparticles, Cs-SBBr NPs, were tested for their cyclooxygenases (COX-1 and COX-2) inhibitory potential. Cs-SBBr NPs demonstrated COX enzyme inhibition activity against COX-2 (IC 50 4.5 ± 0.165 μg/mL) higher than the conventional Indomethacin (IC 50 0.08 ± 0.003 μg/mL), and Celecoxib (IC 50 0.79 ± 0.029 μg/mL). Additionally, the cytotoxicity test of Cs-SBBr NPs showed cytotoxic effect on Vero cells (CCL-81) with IC 50  = 17.95 ± 0.12 μg/mL which is regarded as a safe compound. Therefore, Cs-SBBr NPs may become an alternative to cure H. pylori and prevent gastric cancer.
Competing Interests: Declaration of competing interest The authors declare that they have no competing interests. The authors declare that no funds, grants, or other support were received during the preparation of this manuscript.
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Databáze: MEDLINE