Synthesis and characterization of new functionalized chitosan and its antimicrobial and in-vitro release behavior from topical gel

Mohamed, Ahmad E.; Elgammal, Walid E.; Eid, Ahmed M.; Dawaba, Aya M.; Ibrahim, Ahmed; Fouda, Amr; Hassan, Saber M.

doi:10.1016/j.ijbiomac.2022.02.173

Cited by 39 publications

(25 citation statements)

References 55 publications

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“…The thiadiazole derivative was synthesized through three successive steps. First, 5-amino-1,3,4-thiadiazole-2-thiol (TD-NH 2 ) was synthesized by reacting thiosemicarbazide with carbon disulfide as reported previously 45 . Second, TD-NH 2 was reacted with butyl iodide as an alkyl halide to get BuTD-NH 2 in the presence of KOH as an HI scavenger.…”

Section: Resultsmentioning

confidence: 99%

New thiadiazole modified chitosan derivative to control the growth of human pathogenic microbes and cancer cell lines

Ibrahim

Fouda

Elgammal

et al. 2022

Sci Rep

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The emergence of multidrug-resistant microbes and the propagation of cancer cells are global health issues. The unique properties of chitosan and its derivatives make it an important candidate for therapeutic applications. Herein, a new thiadiazole derivative, 4-((5-(butylthio)-1,3,4-thiadiazol-2-yl) amino)-4-oxo butanoic acid (BuTD-COOH) was synthesized and used to modify the chitosan through amide linkages, forming a new thiadiazole chitosan derivative (BuTD-CH). The formation of thiadiazole and the chitosan derivative was confirmed by FT-IR, 1H/13C-NMR, GC–MS, TGA, Elemental analysis, and XPS. The BuTD-CH showed a high antimicrobial effect against human pathogens Escherichia coli, Pseudomonas aeruginosa, Bacillus subtilis, Staphylococcus aureus, and Candida albicans with low MIC values of 25–50 μg ml−1 compared to unmodified chitosan. The in-vitro cytotoxicity of BuTD-CH was evaluated against two cancer cell lines (MCF-7 and HepG2) and one normal cell (HFB4) using the MTT method. The newly synthesized derivatives showed high efficacy against cancerous cells and targeted them at low concentrations (IC50 was 178.9 ± 9.1 and 147.8 ± 10.5 μg ml−1 for MCF-7 and HepG2, respectively) compared with normal HFB4 cells (IC50 was 335.7 ± 11.4 μg ml−1). Thus, low concentrations of newly synthesized BuTD-CH could be safely used as an antimicrobial and pharmacological agent for inhibiting the growth of human pathogenic microbes and hepatocellular and adenocarcinoma therapy.

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Section: Resultsmentioning

confidence: 99%

New thiadiazole modified chitosan derivative to control the growth of human pathogenic microbes and cancer cell lines

Ibrahim

Fouda

Elgammal

et al. 2022

Sci Rep

Self Cite

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“…Functionalized chitosan (MC-TDPD) is characterized by the presence of the protonated amino, thion, and hydroxyl groups, while chitosan (MCH) has amino and hydroxyl groups; these groups act as active sites for metal ion binding [80]. Moreover, the magnetite nanoparticles (Fe 3 O 4 -NPs), considered the core material of both sorbents, are characterized by a small size that accelerates sorption kinetics and limit RIDE.…”

Section: Effect Of Light Mechanism On Cr(vi) Sorptionmentioning

confidence: 99%

Synthesis of a Novel Adsorbent Based on Chitosan Magnetite Nanoparticles for the High Sorption of Cr (VI) Ions: A Study of Photocatalysis and Recovery on Tannery Effluents

et al. 2022

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This study aims to evaluate the functionalization of chitosan biopolymer with heterocyclic moieties of 2-thioxodihydropyrimidine-4,6(1H,5H)-dione used for enhancing the sorption of Cr ions from aqueous solution. A synthesized sorbent is a nanoscale particle (around 5–7 nm), which explains the fast kinetics of sorption. The sorbent is specified using elemental analysis (EA), FTIR, BET (nitrogen sorption desorption isotherms), TGA, and SEM-EDX analyses. Sorption properties are investigated using ultraviolet emission (UV) but also using visible light (L). In the sorption diagram, the high sorption uptake and fast kinetics observed using ultraviolet conditions are shown. This work is conducted by removing Cr ions from highly contaminated tannery effluents, which have a high concentration of Cr associated with other poisonous elements such as Cd(II) and Pb(II). Under the selected conditions, complete sorption is performed during the first 60 and 45 min with a capacity of 2.05 and 2.5 mmol Cr g−1 for the crosslinked chitosan (without functionalization) in L and UV, respectively. This sorption is enhanced by functionalizing to 5.7 and 6.8 mmol Cr g−1 at the L and UV, respectively, as well as improving the sorption kinetics to 35 and 30 min for both techniques, respectively. The PFORE, and (Langmuir and Sips equations) fit the kinetics and isotherms, respectively.

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“…MPs such as fucoidan from Sargassum tenerrimum , sulfated polysaccharides from marine red algae and chitosan proved to inhibit the growth of pathogenic microbes including Escherichia coli and Staphylococcus aureus. Therefore, its antibacterial properties were used to prepare antibacterial film and hydrogel for food preservation ( Ashayerizadeh et al, 2020 , Liu et al, 2019 , Mohamed et al, 2022 ). Moreover, polysaccharide have the prebiotic potential in increasing the diversity of flora.…”

Section: Gut Microbiota Dysbiosis and Its Influencing Factorsmentioning

confidence: 99%

Regulatory effects of marine polysaccharides on gut microbiota dysbiosis: A review

Wang

Liu

et al. 2022

Food Chemistry: X

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Synthesis and characterization of new functionalized chitosan and its antimicrobial and in-vitro release behavior from topical gel

Cited by 39 publications

References 55 publications

New thiadiazole modified chitosan derivative to control the growth of human pathogenic microbes and cancer cell lines

New thiadiazole modified chitosan derivative to control the growth of human pathogenic microbes and cancer cell lines

Synthesis of a Novel Adsorbent Based on Chitosan Magnetite Nanoparticles for the High Sorption of Cr (VI) Ions: A Study of Photocatalysis and Recovery on Tannery Effluents

Regulatory effects of marine polysaccharides on gut microbiota dysbiosis: A review

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