Structural requirements for anti-oxidant activity of calix[n]arenes and their associated anti-bacterial activity

Stephens, Elizabeth; Tauran, Yannick; Coleman, Anthony W.; Fitzgerald, Maria

doi:10.1039/c4cc08576k

Cited by 19 publications

(17 citation statements)

References 17 publications

(28 reference statements)

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“…Therefore, it is important to develop strategies for a targeted bactericidal action of the silver nanoparticles by exploiting the presence of such charges. However, some negatively charged silver nanoparticles have also been reported as effective anti-bacterial agents [ 25 , 26 ]. In one example, the linking of calix[n]arenes to Ag nanoparticles may reduce the strongly negative charge of the calix-arene tail groups, thereby aiding in membrane penetration of Ag nanoparticles [ 26 ].…”

Section: Introductionmentioning

confidence: 99%

“…However, some negatively charged silver nanoparticles have also been reported as effective anti-bacterial agents [ 25 , 26 ]. In one example, the linking of calix[n]arenes to Ag nanoparticles may reduce the strongly negative charge of the calix-arene tail groups, thereby aiding in membrane penetration of Ag nanoparticles [ 26 ]. The efficacy of negatively charged AgNPs may also be explained by the redox potential of Ag atoms on the NPs surface, which is expected to trigger the generation of free radicals leading to reactive oxygen species production [ 27 , 28 , 29 ].…”

Section: Introductionmentioning

confidence: 99%

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Poly-L-arginine Coated Silver Nanoprisms and Their Anti-Bacterial Properties

et al. 2017

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The aim of this study was to test the effect of two different morphologies of silver nanoparticles, spheres, and prisms, on their antibacterial properties when coated with poly-L-arginine (poly-Arg) to enhance the interactions with cells. Silver nanoparticle solutions were characterized by UV–visible spectroscopy, transmission electron microscopy, dynamic light scattering, zeta potential, as well as antimicrobial tests. These ultimately showed that a prismatic morphology exhibited stronger antimicrobial effects against Escherichia coli, Pseudomonas aeruginosa and Salmonella enterica. The minimum bactericidal concentration was found to be 0.65 μg/mL in the case of a prismatic AgNP-poly-Arg-PVP (silver nanoparticle-poly-L-arginine-polyvinylpyrrolidone) nanocomposite. The anticancer cell activity of the silver nanoparticles was also studied, where the maximum effect against a HeLa cell line was 80% mortality with a prismatic AgNP-poly-Arg-PVP nanocomposite at a concentration of 11 μg/mL. The antimicrobial activity of these silver nanocomposites demonstrates the potential of such coated silver nanoparticles in the area of nano-medicine.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Poly-L-arginine Coated Silver Nanoprisms and Their Anti-Bacterial Properties

et al. 2017

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“…Toxicity of the nanoparticles obtained towards model pheochromocytoma neuronal-like cells was studied, and it was shown that synthesized nanoparticles were nontoxic up to 100 mg/mL concentration. It was shown that treatment of neural pheochromocytoma cells with such nanoparticles with calix[n]arenes leads to lowering of reactive oxygen species [35].…”

Section: Calix[n]arene-based Agnps Obtained Using Chemical Reductionmentioning

confidence: 99%

The Role of Calix[n]arenes and Pillar[n]arenes in the Design of Silver Nanoparticles: Self-Assembly and Application

Padnya

Gorbachuk

Stoikov

2020

IJMS

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Silver nanoparticles (AgNPs) are an attractive alternative to plasmonic gold nanoparticles. The relative cheapness and redox stability determine the growing interest of researchers in obtaining selective plasmonic and electrochemical (bio)sensors based on silver nanoparticles. The controlled synthesis of metal nanoparticles of a defined morphology is a nontrivial task, important for such fields as biochemistry, catalysis, biosensors and microelectronics. Cyclophanes are well known for their great receptor properties and are of particular interest in the creation of metal nanoparticles due to a variety of cyclophane 3D structures and unique redox abilities. Silver ion-based supramolecular assemblies are attractive due to the possibility of reduction by “soft” reducing agents as well as being accessible precursors for silver nanoparticles of predefined morphology, which are promising for implementation in plasmonic sensors. For this purpose, the chemistry of cyclophanes offers a whole arsenal of approaches: exocyclic ion coordination, association, stabilization of the growth centers of metal nanoparticles, as well as in reduction of silver ions. Thus, this review presents the recent advances in the synthesis and stabilization of Ag (0) nanoparticles based on self-assembly of associates with Ag (I) ions with the participation of bulk platforms of cyclophanes (resorcin[4]arenes, (thia)calix[n]arenes, pillar[n]arenes).

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“…Calixarene is the third generation supramolecular host compounds after cyclodextrins and crown ethers, and the three‐dimensional structure of calixarene is similar to the Holy Grail of Greece . It is noteworthy that the considerable amount of phenolic groups on the structure of calixarene can play the role of antioxidation in polymer matrix reported on several literatures . Chao et al .…”

Section: Introductionmentioning

confidence: 99%

“…24 It is noteworthy that the considerable amount of phenolic groups on the structure of calixarene can play the role of antioxidation in polymer matrix reported on several literatures. [25][26][27] Chao et al investigated the thermal stability and antioxidant performance of 4-tert-butylcalix [4]arene (B4) and 4-tert-butylcalix [8]arene (B8), and found B4 and B8 both possessed superior thermal stability than 2,6-di-tert-butyl-4-methylphenol (BHT) and obvious antioxidant capacity in complex lithium grease. 28 However, the steric hindrance of the phenolic groups on calixarenes is low, and the antioxidative efficiency is limited to reach a higher level.…”

Section: Introductionmentioning

confidence: 99%

Phenolic antioxidants based on calixarene: Synthesis, structural characterization, and antioxidative properties in natural rubber

Zhong

et al. 2017

J of Applied Polymer Sci

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C‐methylcalix[4]resorcinarene (CMCR) was first synthesized by condensation reaction between resorcinol and acetaldehyde, and then used as functional monomer to prepare two CMCR derivatives including CMCR‐1 and CMCR‐2 with four ethoxymethyl chains and four hexylthiolmethyl chains, respectively. The structures of CMCR and its derivatives were confirmed by Fourier transform infrared spectroscopy and high‐resolution mass spectrometry. Thermogravimetric analysis revealed CMCR, CMCR‐1, and CMCR‐2 had superior thermal stability than commercial antioxidant 2,6‐di‐tert‐butyl‐4‐methylphenol. Oxidation induction time and accelerated thermal aging tests indicated that CMCR‐2 exhibited excellent antioxidative property in natural rubber, which was due to multiphenol groups, big steric hindrance, and synergistic effect between thiother and hindered phenol. Importantly, CMCR‐2 also possessed outstanding extraction resistance. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017, 134, 45144.

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Structural requirements for anti-oxidant activity of calix[n]arenes and their associated anti-bacterial activity

Cited by 19 publications

References 17 publications

Poly-L-arginine Coated Silver Nanoprisms and Their Anti-Bacterial Properties

Poly-L-arginine Coated Silver Nanoprisms and Their Anti-Bacterial Properties

The Role of Calix[n]arenes and Pillar[n]arenes in the Design of Silver Nanoparticles: Self-Assembly and Application

Phenolic antioxidants based on calixarene: Synthesis, structural characterization, and antioxidative properties in natural rubber

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