scholarly journals Direct arylation of C60Cl6 and C70Cl8 with carboxylic acids: a synthetic avenue to water-soluble fullerene derivatives with promising antiviral activity

2020 ◽  
Vol 56 (8) ◽  
pp. 1179-1182 ◽  
Author(s):  
Olga A. Kraevaya ◽  
Alexander S. Peregudov ◽  
Ivan A. Godovikov ◽  
Elena V. Shchurik ◽  
Vyacheslav M. Martynenko ◽  
...  
Keyword(s):  
Antiviral Activity ◽  
Carboxylic Acids ◽  
Single Step ◽  
Water Soluble ◽  
Direct Arylation ◽  
Fullerene Derivatives

Unprecedented Friedel–Crafts arylation of chlorofullerenes C60Cl6 and C70Cl8 with unprotected carboxylic acids has been utilized for efficient single-step synthesis of the inherently stable water-soluble fullerene derivatives.

Generation of Phosphoranyl Radicals via Photoredox Catalysis Enables Voltage–Independent Activation of Strong C–O Bonds

2018 ◽  
Author(s):  
Erin Stache ◽  
Alyssa B. Ertel ◽  
Tomislav Rovis ◽  
Abigail G. Doyle
Keyword(s):  
Carboxylic Acids ◽  
Functional Groups ◽  
Single Step ◽  
Direct Access ◽  
Photoredox Catalysis ◽  
Acyl Radical ◽  
Synthetic Strategy ◽  
Acyl Radicals ◽  
Benzyl Radicals ◽  
Aliphatic Carboxylic Acids

Alcohols and carboxylic acids are ubiquitous functional groups found in organic molecules that could serve as radical precursors, but C–O bonds remain difficult to activate. We report a synthetic strategy for direct access to both alkyl and acyl radicals from these ubiquitous functional groups via photoredox catalysis. This method exploits the unique reactivity of phosphoranyl radicals, generated from a polar/SET crossover between a phosphine radical cation and an oxygen centered nucleophile. We first show the desired reactivity in the reduction of benzylic alcohols to the corresponding benzyl radicals with terminal H-atom trapping to afford the deoxygenated product. Using the same method, we demonstrate access to synthetically versatile acyl radicals which enables the reduction of aromatic and aliphatic carboxylic acids to the corresponding aldehydes with exceptional chemoselectivity. This protocol also transforms carboxylic acids to heterocycles and cyclic ketones via intramolecular acyl radical cyclizations to forge new C–O, C–N and C–C bonds in a single step.

Photo-induced DNA Cleavage by Water-soluble Cationic Fullerene Derivatives

1999 ◽  
Vol 28 (4) ◽  
pp. 321-322 ◽  
Author(s):  
Shigeori Takenaka ◽  
Kenichi Yamashita ◽  
Makoto Takagi ◽  
Taizo Hatta ◽  
Otohiko Tsuge
Keyword(s):  
Dna Cleavage ◽  
Water Soluble ◽  
Fullerene Derivatives

Photophysical properties of novel water soluble fullerene derivatives

2001 ◽  
Vol 350 (3-4) ◽  
pp. 198-205 ◽  
Author(s):  
Sarah Foley ◽  
Susanna Bosi ◽  
Christain Larroque ◽  
Maurizio Prato ◽  
Jean-Marc Janot ◽  
...  
Keyword(s):  
Photophysical Properties ◽  
Water Soluble ◽  
Fullerene Derivatives

Water-soluble [60] fullerene derivatives as potential chelating agents of radionuclides via chlorofullerene (C60Cl6) as a precursor

2016 ◽  
Vol 24 (11) ◽  
pp. 705-711 ◽  
Author(s):  
Shan Lei ◽  
Bo Jin ◽  
Rufang Peng ◽  
Qingchun Zhang ◽  
Xiaofang Wang ◽  
...  
Keyword(s):  
Chelating Agents ◽  
Water Soluble ◽  
Fullerene Derivatives

Influence of water-soluble derivatives of [60]fullerene on therapeutically important targets related to neurodegenerative diseases

MedChemComm ◽  
2014 ◽  
Vol 5 (11) ◽  
pp. 1664-1668 ◽  
Author(s):  
R. A. Kotelnikova ◽  
A. V. Smolina ◽  
V. V. Grigoryev ◽  
I. I. Faingold ◽  
D. V. Mischenko ◽  
...  
Keyword(s):  
Neurodegenerative Diseases ◽  
Cognitive Functioning ◽  
Water Soluble ◽  
Neuroprotective Agents ◽  
Fullerene Derivatives ◽  
Influence Of Water ◽  
Derivatives Of

Water soluble fullerene derivatives I and II were shown to behave as promising neuroprotective agents that improve cognitive functioning in animals.

Nano-Sized [60]Fullerene-Cyclodextrin Molecules

2001 ◽  
Vol 675 ◽  
Author(s):  
Jeong-Seo Park ◽  
Han-Chang Kang ◽  
Kurt E. Geckeler
Keyword(s):  
Biomedical Applications ◽  
Addition Reaction ◽  
Water Soluble ◽  
Separation And Purification ◽  
Subsequent Reaction ◽  
Fullerene Derivatives ◽  
Covalently Bonded ◽  
Scattering Measurements ◽  
Ft Ir ◽  
Ft Ir Spectroscopy

ABSTRACTAs [60]fullerene is a very hydrophobic macromolecule, there have been a number of attempts to make it more hydrophilic for biomedical applications. By attaching hydrophilic moieties such as poly(oxyethylene)(POE) chains and cyclodextrin molecules to [60]fullerene, novel water-soluble and biocompatible materials have been successfully prepared [1,2].The synthesis of novel macrocyclic fullerene conjugates which are water-soluble is reported. The telechelic fullerene derivatives have been prepared via addition reaction of POE-based arms with covalently bonded β-cyclodextrin (CD) to [60]fullerene. To this end, a mono-tosylated CD derivative has been prepared in pyridine and then reacted with an amino-functional POE in the presence of triethylamine. The subsequent reaction of [60]fullerene with the hydrophilic POE-conjugated CD-derivative yielded the macrofullerene after separation and purification procedures.The macrocyclic [60]fullerene derivatives obtained were soluble in water and characterized by UV-VIS and FT-IR spectroscopy as well as light scattering measurements and thermogravimetric analysis.

Genotoxic Effect of a New Water-Soluble Fullerene Derivative C70 and its Effect on the Transcriptional Activity of Genes that Regulate the Cell Cycle, DNA Repair and Apoptosis

2021 ◽  
Vol 1031 ◽  
pp. 222-227
Author(s):  
Ekaterina A. Savinova ◽  
Elizaveta S. Ershova ◽  
Olga A. Kraevaya ◽  
Pavel A. Troshin ◽  
S.V. Kostyuk
Keyword(s):  
Cell Cycle ◽  
Transcriptional Activity ◽  
Water Soluble ◽  
Lung Fibroblasts ◽  
Fullerene Derivative ◽  
Embryonic Lung ◽  
Dna Breaks ◽  
Human Embryonic Lung ◽  
Fullerene Derivatives ◽  
Cellular Dna

It is important to take into consideration the new fullerene derivatives genotoxicity. In the present is study, we analyzed the new water-soluble fullerene C70 (F350) effects on the human embryonic lung fibroblasts (HELF) oxidative damage and DNA breaks. We found that the studied compound causes cellular DNA damage and affects the transcriptional activity of cell cycle and cell apoptosis regulating genes.

scholarly journals Titration Behavior and Spectral Transitions of Water-Soluble Polythiophene Carboxylic Acids. Volume 32, Number 12, June 15, 1999, pp 3964−3969.

2000 ◽  
Vol 33 (2) ◽  
pp. 648-648 ◽  
Author(s):  
ByoungSuhk Kim ◽  
Li Chen ◽  
Jianping Gong ◽  
Yoshihito Osada
Keyword(s):  
Carboxylic Acids ◽  
Water Soluble

Synthesis of water soluble glycosides of pentacyclic dihydroxytriterpene carboxylic acids as inhibitors of α-glucosidase

2016 ◽  
Vol 424 ◽  
pp. 42-53 ◽  
Author(s):  
Jiancong Xu ◽  
Xuliang Nie ◽  
Yanping Hong ◽  
Yan Jiang ◽  
Guoqiang Wu ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Water Soluble

The cytotoxicology of water-soluble fullerene derivatives with different surface covalent modification

2016 ◽  
Vol 12 (2) ◽  
pp. 563-564 ◽  
Author(s):  
Juan Li ◽  
Rui He ◽  
Yanan Chang ◽  
Mingyi Zhang ◽  
Kui Chen ◽  
...  
Keyword(s):  
Covalent Modification ◽  
Water Soluble ◽  
Fullerene Derivatives
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