‘Click’ chemistry as a tool for the facile synthesis of fullerene glycoconjugate derivatives

Pereira, Guilherme Rocha; Santos, Leandro José dos; Luduvico, Inácio; Alves, Rosemeire Brondi; Freitas, Rossimiriam Pereira de

doi:10.1016/j.tetlet.2009.12.050

Cited by 21 publications

(9 citation statements)

References 31 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Same reaction was used to produce a bis-malonate C 60 derivative with terminal alkyne groups [112]. The reaction was carried out using copper-catalyzed azide-alkyne cycloaddition to produce a series of new fullerene glycoconjugate derivatives.…”

Section: Fullerene Functionalizationmentioning

confidence: 99%

Carbon Nanomaterials: Synthesis, Functionalization and Sensing Applications

Speranza

2021

Nanomaterials

180

View full text Add to dashboard Cite

Recent advances in nanomaterial design and synthesis has resulted in robust sensing systems that display superior analytical performance. The use of nanomaterials within sensors has accelerated new routes and opportunities for the detection of analytes or target molecules. Among others, carbon-based sensors have reported biocompatibility, better sensitivity, better selectivity and lower limits of detection to reveal a wide range of organic and inorganic molecules. Carbon nanomaterials are among the most extensively studied materials because of their unique properties spanning from the high specific surface area, high carrier mobility, high electrical conductivity, flexibility, and optical transparency fostering their use in sensing applications. In this paper, a comprehensive review has been made to cover recent developments in the field of carbon-based nanomaterials for sensing applications. The review describes nanomaterials like fullerenes, carbon onions, carbon quantum dots, nanodiamonds, carbon nanotubes, and graphene. Synthesis of these nanostructures has been discussed along with their functionalization methods. The recent application of all these nanomaterials in sensing applications has been highlighted for the principal applicative field and the future prospects and possibilities have been outlined.

show abstract

Section: Fullerene Functionalizationmentioning

confidence: 99%

Carbon Nanomaterials: Synthesis, Functionalization and Sensing Applications

Speranza

2021

Nanomaterials

180

View full text Add to dashboard Cite

show abstract

“…Intermediate TS4 was readily applied for the cycloaddition reaction promoted by copper with phenylacetylene. 32 A singlet at d 7.70 ppm in the 1 H spectrum of TS5 is attributed to the hydrogen from the triazole ring. To perform the deprotection of the phenolic group from eugenol, a practical protocol with tetrabutylammonium fluoride (TBAF) was considered.…”

Section: Chemistrymentioning

confidence: 99%

Synthesis and Biological Evaluation of New Eugenol-Derived 1,2,3-Triazoles as Antimycobacterial Agents

Santos

Coelho

Elias

et al. 2019

J. Braz. Chem. Soc.

View full text Add to dashboard Cite

Eugenol has diverse biological properties including antimycobacterial activity, and the triazole ring is an important heterocycle in antimycobacterial compounds. Therefore, this research aimed to synthesize novel eugenol-derived 1,2,3-triazole as antimycobacterial agents with interesting cytotoxic profile and pharmacological assets. Sixteen compounds were obtained and characterized by nuclear magnetic resonance (NMR), infrared (IR), and high-resolution mass spectrometry (HRMS). Among them, the best growth inhibition properties from a microdilution assay were observed for three derivatives: a benzylic ether (minimum inhibitory concentration (MIC) = 48.89 µM) against Mycobacterium abscessus (ATCC 19977), an O-galactosyde (MIC = 31.76 µM) against Mycobacterium massiliense (ATCC 48898) and a sulfonate (MIC = 88.64 µM) against Mycobacterium fortuitum (ATCC 6841). They can form biofilms, and the infection progression is challenging to control due to multi-drug resistance profiles against diverse antibiotics. In conclusion, the above-mentioned compounds represent starting points in the search of bioactive molecules against mycobacteria with low cytotoxicity and better pharmacological profiles.

show abstract

“…In addition to the metal NPs, CuAAC reaction has also been demonstrated as an effective approach to surface modify carbonbase nanomaterials, such as fullerenes, [108][109][110]116 diamonds, [111][112][113] carbon nanotubes (CNs) 114 or graphenes. 115 In order to employ the CuAAC reaction the azide-or alkyne-functionalized carbonbased nanomaterials should be obtained firstly.…”

Section: Other Inorganic Npsmentioning

confidence: 99%

Click-chemistry for nanoparticle-modification

Li¹,

Binder²

2011

J. Mater. Chem.

163

View full text Add to dashboard Cite

Both function and use of nanoparticles (NPs) to a great extent are dominated by interfacial energies, which in turn can be addressed by chemical modifications. This article focuses exclusively on the use of 'click'-chemistry for NP-surface modification, also putting a major focus on the application of the resulting NPs in bio-and nanoscience. As 'click'-chemistry is a universal method to link reaction partners in high efficiency, solvent insensitivity and at moderate reaction conditions, its use for engineering NP surfaces has become widespread. The basic approach of Cu(I)-catalyzed azide/alkyne-'click' (CuAAC) chemistry for NP-science is elucidated in this article, together with the applications of the resulting surface modified NPs in medicine, nanotechnology and bioassay-science.

show abstract

‘Click’ chemistry as a tool for the facile synthesis of fullerene glycoconjugate derivatives

Cited by 21 publications

References 31 publications

Carbon Nanomaterials: Synthesis, Functionalization and Sensing Applications

Carbon Nanomaterials: Synthesis, Functionalization and Sensing Applications

Synthesis and Biological Evaluation of New Eugenol-Derived 1,2,3-Triazoles as Antimycobacterial Agents

Click-chemistry for nanoparticle-modification

Contact Info

Product

Resources

About