Pharmaceutical Potential of a Novel Chitosan Derivative Schiff Base with Special Reference to Antibacterial, Anti-Biofilm, Antioxidant, Anti-Inflammatory, Hemocompatibility and Cytotoxic Activities

Ali, Sameh S.; Kenawy, El‐Refaie; Sonbol, Fatma Ibrahim; Sun, Jianzhong; Al-Etewy, Marwa; Ali, Asmaa; Liu, Huizi; El-Zawawy, Nessma

doi:10.1007/s11095-018-2535-x

Cited by 64 publications

(44 citation statements)

References 40 publications

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“…Thus, the antioxidant and anti-inflammatory therapy is a potential approach in the prevention of the progression and development of osteosarcoma ( 23 , 24 ). Fortunately, the antioxidant and anti-inflammatory properties of chitosan have been widely reported ( 25 , 26 ).…”

Section: Introductionmentioning

confidence: 99%

RETRACTED: Chitosan-Coated Titanium Dioxide-Embedded Paclitaxel Nanoparticles Enhance Anti-Tumor Efficacy Against Osteosarcoma

et al. 2020

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Objective: Titanium dioxide nanoparticles (TiO 2) nanoparticles have been widely explored in the prevention of cancer risk. Due to the difficult solubility of TiO 2 nanoparticles, it is essential to synthesize new surfactants to increase its bioavailability and anti-tumor activity and reduce its cytotoxicity. Furthermore, oxidative and inflammation are closely associated with the osteosarcoma risk. Chitosan has biocompatibility, antioxidant and anti-inflammatory properties. The effects of chitosan-coated TiO 2-embedded paclitaxel nanoparticles on an osteosarcoma model were explored. Methods: An osteosarcoma model was established and chitosan-coated TiO 2embedded paclitaxel nanoparticles were prepared using a freeze-drying strategy. The morphological characteristics of nanoparticles were observed using scanning electron microscopy (SEM). The physicochemical properties of nanoparticle were evaluated by X-ray diffraction (XRD) and Fourier transform infrared (FTIR) spectroscopy. The cytotoxicity was tested by using human osteoblast cells hFob1.19 and osteosarcoma cells 143B. Osteosarcoma mice were treated with PBS buffer, paclitaxel, TiO 2embedded paclitaxel and chitosan-coated TiO 2-embedded paclitaxel nanoparticles. The biomarkers of oxidative-inflammatory status, anti-tumor activities and survival rates of the model were measured. Results: XRD analysis showed that the peaks of chitosan/TiO 2 (anatase) were consistent with those of crystalline TiO 2 and broad phase of chitosan. The FTIR spectrum indicated the relevant functional groups in TiO 2. Chitosan-coated TiO 2embedded paclitaxel nanoparticles had good biocompatibility and improve antioxidant and anti-inflammatory properties in the osteosarcoma model. Chitosan-coated TiO 2embedded paclitaxel nanoparticles was less toxic to the cells hFob1.19 and more toxic to the cells 143B than TiO 2-embedded paclitaxel nanoparticles. Chitosan-coated TiO 2embedded paclitaxel nanoparticles showed significant antitumor activity and increased the survival rate of the osteosarcoma model (P < 0.05). Conclusions: Chitosan improved anti-tumor potential of TiO 2-embedded paclitaxel nanoparticles in the prevention of osteosarcoma.

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Section: Introductionmentioning

confidence: 99%

RETRACTED: Chitosan-Coated Titanium Dioxide-Embedded Paclitaxel Nanoparticles Enhance Anti-Tumor Efficacy Against Osteosarcoma

et al. 2020

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“…The antimicrobial and anti‐MDRs activities of chitosan Schiff base was outstanding and has promising pharmaceutical applications . These results were very proficient as compared to chemically derived chitosan alone.…”

Section: Resultsmentioning

confidence: 99%

Assessment of biological activities of chitosan Schiff base tagged with medicinal plants

2019

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A chitosan Schiff base with an aromatic aldehyde was synthesized and characterized by FTIR and NMR spectroscopies. Furthermore, the degree of substitution was calculated based on the ratios of the area of the proton of the imine (Aimine) and the area of the peak of the proton of the pyranose ring (AH‐2). The antimicrobial activities were determined against bacterial and fungal strains, as well as multiple drug‐resistant (MDR) bacteria. The chitosan Schiff base was also tagged with medicinal plants, for example, Curcuma longa, Peganum harmala, Lepidium sativam, and cruciferous vegetables, and the biological activities determined against pathogenic bacterial and fungal strains. The chitosan Schiff base showed maximum zone of inhibition of 22 mm against Staphylococcus aureus with a minimum zone of inhibition of 15 mm against Bacillus cereus. The chitosan Schiff base was fused with C longa, isothiocyanates and a combined mixture of P harmala and L sativam that has shown activities against Escherichia coli with a zone of inhibition of 28, 24, and 30 mm, respectively. The Schiff base of chitosan fused with medicinal plants also showed significant inhibitory activities against MDR bacteria.

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“…[ 10 ] SBs are among the most chiefly used organic compounds, revealing a wide range of applications, such as electroluminescent effects, [ 11 ] fluorescence properties, [ 12 ] nonlinear optical properties, [ 13 ] chemosensory. [ 14 ] In addition, SBs and their metal complexes have showed a large variety of biological activity in recent research, including anticancer, antioxidant, [ 15 ] antibacterial, antibiofilm, anti‐inflammatory, hemocompatibility, cytotoxic, [ 16 ] pesticidal, nematicidal activities. [ 17 ] Due to the flexible and stereo‐electronic structures, most SBs are attractive ligants to form stable complexes with most transition metals [ 18 ] .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, and antioxidant activity of heterocyclic Schiff bases

Kızılkaya

Dağ

Aral

et al. 2020

J Chinese Chemical Soc

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Schiff base derivatives have gained great importance due to revealing a great number of biological properties. Schiff bases were synthesized by treatment of 4-amino-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one (1) with various aldehydes in methanol at reflux. In addition, diamine was reacted with an aldehyde to yield the corresponding Schiff bases. The structures of synthesized Schiff bases were elucidated by spectroscopic methods such as microanalysis, 1 H-NMR, 13 C-NMR, and FTIR. Antioxidant activities of synthesized Schiff bases were carried out using different antioxidant assays such as 1,1-diphenyl-2-picryl-hydrazyl free radical (DPPH •) scavenging, 2,2 0-azino-bis (3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) radical scavenging, and reducing power activity. (E)-4-((1H-indol-3-yl)methyleneamino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one (3), (E)-1,5-dimethyl-4-((2-methyl-1H-indol-3-yl) methyleneamino)-2-phenyl-1H-pyrazol-3(2H)-one (5), (E)-1,5-dimethyl-2-phenyl-4-(thiophen-2-ylmethyleneamino)-1H-pyrazol-3(2H)-one (7), (E)-1,5-dimethyl-2-phenyl-4-(quinolin-2-ylmethyleneamino)-1H-pyrazol-3(2H)-one (9), (1S,2S, N1,N2)-N1,N2-bis((1H-indol-3-yl)methylene)cyclohexane-1,2-diamine (11), and (1S,2S,N1,N2)-N1,N2-bis((2-methyl-1H-indol-3-yl)methylene)cyclohexane-1,2-diamine (12) were synthesized in high yields. Compound 5 displayed a good ABTS •+ activity. Compound 3 revealed the outstanding activity in all assays. Compound 7 has the best-reducing power ability in comparison to other synthesized compounds. Although compounds 5, 11, 12 are new, compounds 3, 7, 9 are known. Due to revealing a good antioxidant activity, the synthesized compounds (3, 5, 7) have the potential to be used as synthetic antioxidant agents.

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Pharmaceutical Potential of a Novel Chitosan Derivative Schiff Base with Special Reference to Antibacterial, Anti-Biofilm, Antioxidant, Anti-Inflammatory, Hemocompatibility and Cytotoxic Activities

Cited by 64 publications

References 40 publications

RETRACTED: Chitosan-Coated Titanium Dioxide-Embedded Paclitaxel Nanoparticles Enhance Anti-Tumor Efficacy Against Osteosarcoma

RETRACTED: Chitosan-Coated Titanium Dioxide-Embedded Paclitaxel Nanoparticles Enhance Anti-Tumor Efficacy Against Osteosarcoma

Assessment of biological activities of chitosan Schiff base tagged with medicinal plants

Synthesis, characterization, and antioxidant activity of heterocyclic Schiff bases

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