Synthesis of acyl thiourea derivatives of chitosan and their antimicrobial activities in vitro

Zhong, Zhimei; Xing, Ronge; Liu, Song; Wang, Lin; Cai, Shengbao; Li, Pengcheng

doi:10.1016/j.carres.2007.11.024

Cited by 209 publications

(116 citation statements)

References 28 publications

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“…Synthesis of 6-azido-6-deoxy-N-trimethyl quaternary ammonium chitosan (7) 6-Azido-6-deoxy-N-phthaloyl-chitosan (5) was prepared according to the methods reported by Ifuku [24]. DS azide 0.94; 13 6-Azido-6-deoxy-chitosan (6) and compound 7 were prepared according to the methods of literatures [29,30].…”

Section: Methodsmentioning

confidence: 99%

“…The mixture was precipitated into ethanol, and the precipitate was collected by filtration and washed by ethanol. The products were dried at 60 • C for 24 h, yield: 67.0%; 13 C NMR/DMSO: ı107.7-56.6 ppm (pyranose rings); FT-IR (thin film): v 3378 (NH 2 and OH), v 2109 (C-6-azido), v 1592 (NH 2 ).…”

Section: Methodsmentioning

confidence: 99%

“…Another advantage of chitosan, which makes it highly desirable, is the capability of being chemically modified [8]. Through chemical modification, a great deal of chitosan derivatives have been prepared to promote their biological activity [9][10][11][12][13]. However, the application of chitosan is restricted to only acidic conditions where the NH 2 group becomes protonated [14,15].…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of water soluble chitosan derivatives with halogeno-1,2,3-triazole and their antifungal activity

Tan

Zhang

et al. 2016

International Journal of Biological Macromolecules

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a b s t r a c tChitosan is an abundant and renewable polysaccharide, which exhibits attractive bioactivities and natural properties. Improvement such as chemical modification of chitosan is often performed prior to further utilization. Three novel water soluble chitosan derivatives containing 1,2,3-triazole with or without halogen was designed and synthesized. Their antifungal activity against three kinds of phytopathogens was estimated by hyphal measurement in vitro. The inhibitory property and water solubility of the synthesized chitosan derivatives exhibited a remarkable improvement over chitosan. It is hypothesized that thiazolyl groups enable the synthesized chitosan to possess obviously better antifungal activity. Moreover, CTCTS and BTCTS, which have halogens at the periphery of polymers, inhibited the growth of tested phytopathogens more effectively with inhibitory indices of 81-93% at 1.0 mg/mL. The halogens could have a synergistic effect with triazole as they exhibited antifungal activity and electron-withdrawing capacity, which improve the antifungal activity of chitosan derivatives.

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Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis of water soluble chitosan derivatives with halogeno-1,2,3-triazole and their antifungal activity

Tan

Zhang

et al. 2016

International Journal of Biological Macromolecules

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“…Angelova et al [46] studied the inhibitory effect of silver nanoparticles on Penicillium chrysogenum, they reported that the silver nanoparticles lead to restraining impact on fungi. Some researchers have concluded that the chitosan nanoparticles can be decreased the fungal growth rate and sporulation at high concentration in high and low molecular weight and small nanoparticle size, in addition to other physical properties which can convert the long chains of chitosan into small pieces and prevent the formation of agglomerates and making the nanoparticles pass through the fungal cells [47][48][49][50]. The results of the present study are in appropriateness with these researches and provide the inhibitory effect of investigated nanomaterials against B. fabae and A. alternata.…”

Section: Effect Of Nanoparticle Concentrations On Mycelial Weight Andmentioning

confidence: 99%

Chitosan and Silver Nanoparticles as Control Agents of Some Faba Bean Spot Diseases

Ahmed¹

2017

J Plant Pathol Microbiol

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Faba bean (Vicia fabae L.) is one of the most economic legume crops in Egypt. The antifungal effects of different concentrations of Chitosan and silver nanoparticles (20 ppm, 40 ppm, 60 ppm, 80 ppm and 100 ppm) were studied against aggressive isolates of Botrytis fabae and Alternaria alternata causing chocolate spot disease and Alternaria leaf spot disease respectively. Under laboratory conditions, the application of five concentrations of Chitosan nanoparticles and silver nanoparticles to the cultures of B. fabae and A. alternata showed significant inhibition of mycelial growth. Number of spores/ml decreased with increasing of nanoparticle concentration. Mycelial weight of fungal pathogens also decreased. The lesion growth was suppressed by increasing in the concentration of nanoparticles with significantly different relative to control using detached leaf test. Under greenhouse conditions, chitosan and silver nanoparticles were sprayed in concentrations 60 ppm, 80 ppm, and 100 ppm on faba bean plants. The tested nanoparticles showed significant effect against B. fabae and A. alternata relative to control. The obtained results indicated that the highest reduction of chocolate spot severity was obtained with treatment by 100 ppm of silver nanoparticles (52.94%) followed by chitosan nanoparticles 80 ppm (50.59%). While the application of 100 ppm of chitosan nanoparticles was highly efficient against Alternaria leaf spot where the reduction in disease severity (67.13%) followed by 100 ppm silver nanoparticles which caused reduction rate (61.5%). The obtained results indicated the possibility of using chitosan and silver nanoparticles as a substance in the manufacturing of fungicides to minimize the impact of chocolate spot and Alternaria leaf spot diseases in faba bean. However, further experimental trials under field conditions and safety evaluation studies are needed before the nanoparticles types and concentrations can be used as potential antifungal agents.

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“…Acyl thiourea derivatives have been increasingly important with a wide diversity of applications in heterocyclic chemistry, metal complexes, molecular electronics and exhibit an array of biological activities [5][6][7][8][9]. Some of them are employed as fungicidal, antiviral, antimicrobial [10], parasiticidal [11], antitumoral [12] and pesticidal agent [13][14][15]. Indeed cytotoxicity studies using HeLa cancer cell lines have demonstrated that some of these platinum acyl thioureas show cytotoxic behavior, with the antiproliferative effects being dependent on the nature/type of the substituent in the acyl thiourea ligand [16][17][18].…”

Section: Introductionmentioning

confidence: 99%

On the cytotoxic activity of Pd(II) complexes of N,N-disubstituted-N′-acyl thioureas

Plutı́n

Mocelo

Alvarez

et al. 2014

Journal of Inorganic Biochemistry

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Synthesis of acyl thiourea derivatives of chitosan and their antimicrobial activities in vitro

Cited by 209 publications

References 28 publications

Synthesis of water soluble chitosan derivatives with halogeno-1,2,3-triazole and their antifungal activity

Synthesis of water soluble chitosan derivatives with halogeno-1,2,3-triazole and their antifungal activity

Chitosan and Silver Nanoparticles as Control Agents of Some Faba Bean Spot Diseases

On the cytotoxic activity of Pd(II) complexes of N,N-disubstituted-N′-acyl thioureas

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