Preparation and antifungal properties of monosubstituted zinc(П) phthalocyanine-chitosan oligosaccharide conjugates and their quaternized derivatives

Tang, Fengxiang; Li, Hongcai; Ren, Xu-Dong; Sun, Yuekai; Xie, Wei; Wang, Chengyu; Zheng, Biyuan; Ke, Mei‐Rong; Huang, Jian‐Dong

doi:10.1016/j.dyepig.2018.07.004

Cited by 17 publications

(11 citation statements)

References 36 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Early examples of the potentiation of PDT by chitosan goes back to the 2000s, and it has since then been used in co-administration, nano-formulations or covalent attachment of the xanthene derivatives erythrosine [124] and RB [125,126], MB [125,127], Pcs [128,129], or ICG [130] for A potential downside of cationic liposomes is their easy fusion with mammalian cell membranes, and the resulting damage. However, the modularity of the self-assembly strategy allows the combination of amphiphilic building blocks with bacterial-specific targeting moieties.…”

Section: Bio-sourced Oligosaccharide Conjugatesmentioning

confidence: 99%

“…Early examples of the potentiation of PDT by chitosan goes back to the 2000s, and it has since then been used in co-administration, nano-formulations or covalent attachment of the xanthene derivatives erythrosine [ 124 ] and RB [ 125 , 126 ], MB [ 125 , 127 ], Pcs [ 128 , 129 ], or ICG [ 130 ] for antibacterial treatments respectively with green to NIR light. Chitosan’s ability to disrupt and permeabilise biofilms is of key importance in improving the efficiency of ROS.…”

Section: Recent Studies On Targeted Apdtmentioning

confidence: 99%

“…Thus, a formulation of Myglyol®, chitosan and chloroaluminium Pc led to positively charged 300 nm NPs that were activatable with 660 nm light, which were effective in the treatment of S. mutans biofilms as chlorhexidine digluconates. Interestingly, a series of ZnPc-chitosan covalent conjugates were also prepared for the treatment of fungal infections by Tang et al [ 128 ]. C albicans was killed with higher efficiency compared to the PS alone in every case, regardless of the molecular weight of the chitosan derivative used, explained by the reduced tendency to aggregation for the Pc derivative and a higher uptake by the fungi—especially into their mitochondria.…”

Section: Recent Studies On Targeted Apdtmentioning

confidence: 99%

See 2 more Smart Citations

Design of Photosensitizing Agents for Targeted Antimicrobial Photodynamic Therapy

2020

View full text Add to dashboard Cite

Photodynamic inactivation of microorganisms has gained substantial attention due to its unique mode of action, in which pathogens are unable to generate resistance, and due to the fact that it can be applied in a minimally invasive manner. In photodynamic therapy (PDT), a non-toxic photosensitizer (PS) is activated by a specific wavelength of light and generates highly cytotoxic reactive oxygen species (ROS) such as superoxide (O2−, type-I mechanism) or singlet oxygen (1O2*, type-II mechanism). Although it offers many advantages over conventional treatment methods, ROS-mediated microbial killing is often faced with the issues of accessibility, poor selectivity and off-target damage. Thus, several strategies have been employed to develop target-specific antimicrobial PDT (aPDT). This includes conjugation of known PS building-blocks to either non-specific cationic moieties or target-specific antibiotics and antimicrobial peptides, or combining them with targeting nanomaterials. In this review, we summarise these general strategies and related challenges, and highlight recent developments in targeted aPDT.

show abstract

Section: Bio-sourced Oligosaccharide Conjugatesmentioning

confidence: 99%

“…Early examples of the potentiation of PDT by chitosan goes back to the 2000s, and it has since then been used in co-administration, nano-formulations or covalent attachment of the xanthene derivatives erythrosine [ 124 ] and RB [ 125 , 126 ], MB [ 125 , 127 ], Pcs [ 128 , 129 ], or ICG [ 130 ] for antibacterial treatments respectively with green to NIR light. Chitosan’s ability to disrupt and permeabilise biofilms is of key importance in improving the efficiency of ROS.…”

Section: Recent Studies On Targeted Apdtmentioning

confidence: 99%

Section: Recent Studies On Targeted Apdtmentioning

confidence: 99%

See 1 more Smart Citation

Design of Photosensitizing Agents for Targeted Antimicrobial Photodynamic Therapy

2020

View full text Add to dashboard Cite

show abstract

“…At present, chemical pesticides are the main means of preventing various agricultural diseases. However, the growing resistance of plant pathogens to fungicides forces researchers screening for eco‐friendly antifungal agents . In this paper, several biodegradable chitosan derivatives were synthesized and their antifungal activity against Fusarium oxysporum f. sp.…”

Section: Resultsmentioning

confidence: 99%

Improved Antioxidant and Antifungal Activity of Chitosan Derivatives Bearing Urea Groups

Zhang

Sun

et al. 2020

Starch Stärke

View full text Add to dashboard Cite

Eight novel chitosan derivatives bearing urea groups are designed and synthesized. Fourier transform infrared spectroscopy, 1 H nuclear magnetic resonance spectrometer, and elemental analysis are performed to confirm the structural characteristics of chitosan derivatives. The antioxidant activities, including superoxide radicals' scavenging activity, 1,1-diphenyl-2-picrylhydrazyl radicals' scavenging activity, and hydroxyl radical' scavenging activity, of the derivatives are explored within different concentrations in the reaction system. In vitro fungicidal activity of these compounds is further tested against Fusarium oxysporum f. sp. niveum, Phomopsis asparagus, F. oxysporum f. sp. cucumebrium Owen, and Botrytis cinerea, respectively, particularly compounds exhibit significant control effect at 1.0 mg mL −1 . The experimental results indicate that the products bearing urea groups show enhanced antifungal property and antioxidant activity compared with pristine chitosan. Meanwhile, their bioactivities follow some regularity on the whole, that is, they are related to the electron-withdrawing property of the different substituted groups of urea. Derivatives with stronger electron-withdrawing property will have higher biological activities. L929 cells are used to carry out cytotoxicity test of chitosan and chitosan derivatives by Cell Counting Kit-8 assay. The results indicate that some of the samples show low cytotoxicity. This research will be helpful to broaden the application of chitosan in materials.

show abstract

“…The carboxymethyl substitution degree was 0.88, and the quaternary ammonium salt substitution degree was 0.75. Feng-Xiang Tang et al [46] reacted COSs with 1-[4-(2-carboxyethyl) phenoxy] zinc (II) phthalocyanine, during which the COSs were added to isopropanol under N 2 and heated to 65 • C (Figure 4d). Then, a mixture of 2,3-epoxypropyl ammonium chloride was dissolved in isopropanol, the reaction was allowed to proceed for 8 h, and the quaternization reaction took place on the amino group that had not been replaced.…”

Section: Quaternized Cos Derivativesmentioning

confidence: 99%

The Microstructure, Antibacterial and Antitumor Activities of Chitosan Oligosaccharides and Derivatives

Feng

You

et al. 2022

Marine Drugs

View full text Add to dashboard Cite

Chitosan obtained from abundant marine resources has been proven to have a variety of biological activities. However, due to its poor water solubility, chitosan application is limited, and the degradation products of chitosan oligosaccharides are better than chitosan regarding performance. Chitosan oligosaccharides have two kinds of active groups, amino and hydroxyl groups, which can form a variety of derivatives, and the properties of these derivatives can be further improved. In this review, the key structures of chitosan oligosaccharides and recent studies on chitosan oligosaccharide derivatives, including their synthesis methods, are described. Finally, the antimicrobial and antitumor applications of chitosan oligosaccharides and their derivatives are discussed.

show abstract

Preparation and antifungal properties of monosubstituted zinc(П) phthalocyanine-chitosan oligosaccharide conjugates and their quaternized derivatives

Cited by 17 publications

References 36 publications

Design of Photosensitizing Agents for Targeted Antimicrobial Photodynamic Therapy

Design of Photosensitizing Agents for Targeted Antimicrobial Photodynamic Therapy

Improved Antioxidant and Antifungal Activity of Chitosan Derivatives Bearing Urea Groups

The Microstructure, Antibacterial and Antitumor Activities of Chitosan Oligosaccharides and Derivatives

Contact Info

Product

Resources

About