Investigation of the Spectral Properties of Noncovalent Complexes of a Polysubstituted Water-Soluble Derivative of the C60 Fullerene and Chlorin e6 in Polar Solvents

A new side-chain C60-fullerene functionalized thiophene copolymer bearing tributylphosphine-substituted hexylic lateral groups was successfully synthesized by means of a fast and effective post-polymerization reaction on a regioregular ω-alkylbrominated polymeric precursor. The growth of the polymeric intermediate was followed by NMR spectrometry in order to determine the most convenient reaction time. The obtained copolymer was soluble in water and polar solvents and was used as a photoactive layer in single-material organic photovoltaic (OPV) solar cells. The copolymer photovoltaic efficiency was compared with that of an OPV cell containing a water-soluble polythiophenic homopolymer, functionalized with the same tributylphosphine-substituted hexylic side chains, in a blend with a water-soluble C60-fullerene derivative. The use of a water-soluble double-cable copolymer made it possible to enhance the control on the nanomorphology of the active blend, thus reducing phase-segregation phenomena, as well as the macroscale separation between the electron acceptor and donor components. Indeed, the power conversion efficiency of OPV cells based on a single material was higher than that obtained with the classical architecture, involving the presence of two distinct ED and EA materials (PCE: 3.11% vs. 2.29%, respectively). Moreover, the synthetic procedure adopted to obtain single material-based cells is more straightforward and easier than that used for the preparation of the homopolymer-based BHJ solar cell, thus making it possible to completely avoid the long synthetic pathway which is required to prepare water-soluble fullerene derivatives.

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Water-soluble cytochromes from a blue-green alga. I. Extraction, purification, and spectral properties of cytochromes C (549, 552, and 554, Anacystis nidulans)

Biochimica et Biophysica Acta (BBA) - Bioenergetics ◽

10.1016/0005-2728(67)90150-8 ◽

1967 ◽

Vol 131 (2) ◽

pp. 362-374 ◽

Cited By ~ 68

Author(s):

Raymond W. Holton ◽

Jack Myers

Keyword(s):

Green Alga ◽

Spectral Properties ◽

Anacystis Nidulans ◽

Water Soluble ◽

Blue Green Alga ◽

Cytochromes C

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Water-Soluble Pristine C60 Fullerene Inhibits Liver Alterations Associated with Hepatocellular Carcinoma in Rat

Pharmaceutics ◽

10.3390/pharmaceutics12090794 ◽

2020 ◽

Vol 12 (9) ◽

pp. 794

Author(s):

Halyna Kuznietsova ◽

Natalia Dziubenko ◽

Tetiana Herheliuk ◽

Yuriy Prylutskyy ◽

Eric Tauscher ◽

...

Keyword(s):

Hepatocellular Carcinoma ◽

Cell Growth ◽

Redox State ◽

Liver Enzymes ◽

Water Soluble ◽

C60 Fullerene ◽

P53 Expression ◽

Animal Survival ◽

Inhibit Cell Growth ◽

Glucose 6 Phosphate Dehydrogenase

Excessive production of reactive oxygen species is the main cause of hepatocellular carcinoma (HCC) initiation and progression. Water-soluble pristine C60 fullerene is a powerful and non-toxic antioxidant, therefore, its effect under rat HCC model and its possible mechanisms were aimed to be discovered. Studies on HepG2 cells (human HCC) demonstrated C60 fullerene ability to inhibit cell growth (IC50 = 108.2 μmol), to induce apoptosis, to downregulate glucose-6-phosphate dehydrogenase, to upregulate vimentin and p53 expression and to alter HepG2 redox state. If applied to animals experienced HCC in dose of 0.25 mg/kg per day starting at liver cirrhosis stage, C60 fullerene improved post-treatment survival similar to reference 5-fluorouracil (31 and 30 compared to 17 weeks) and inhibited metastasis unlike the latter. Furthermore, C60 fullerene substantially attenuated liver injury and fibrosis, decreased liver enzymes, and normalized bilirubin and redox markers (elevated by 1.7–7.7 times under HCC). Thus, C60 fullerene ability to inhibit HepG2 cell growth and HCC development and metastasis and to improve animal survival was concluded. C60 fullerene cytostatic action might be realized through apoptosis induction and glucose-6-phosphate dehydrogenase downregulation in addition to its antioxidant activity.

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A nanocomplex of C60 fullerene with cisplatin: design, characterization and toxicity

Beilstein Journal of Nanotechnology ◽

10.3762/bjnano.8.149 ◽

2017 ◽

Vol 8 ◽

pp. 1494-1501 ◽

Cited By ~ 16

Author(s):

Svitlana Prylutska ◽

Svitlana Politenkova ◽

Kateryna Afanasieva ◽

Volodymyr Korolovych ◽

Kateryna Bogutska ◽

...

Keyword(s):

Human Lymphocytes ◽

Annexin V ◽

Water Soluble ◽

C60 Fullerene ◽

Blast Transformation ◽

Force Microscopy ◽

Dna Strand ◽

Resting Lymphocytes ◽

Microscopy Techniques

The self-organization of C60 fullerene and cisplatin in aqueous solution was investigated using the computer simulation, dynamic light scattering and atomic force microscopy techniques. The results evidence the complexation between the two compounds. The genotoxicity of С60 fullerene, Cis and their complex was evaluated in vitro with the comet assay using human resting lymphocytes and lymphocytes after blast transformation. The cytotoxicity of the mentioned compounds was estimated by Annexin V/PI double staining followed by flow cytometry. The results clearly demonstrate that water-soluble C60 fullerene nanoparticles (0.1 mg/mL) do not induce DNA strand breaks in normal and transformed cells. C60 fullerene in the mixture with Cis does not influence genotoxic Cis activity in vitro, affects the cell-death mode in treated resting human lymphocytes and reduces the fraction of necrotic cells.

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Evaluation of the Biodistribution of Serinolamide-Derivatized C60 Fullerene

Nanomaterials ◽

10.3390/nano10010143 ◽

2020 ◽

Vol 10 (1) ◽

pp. 143 ◽

Cited By ~ 1

Author(s):

Nicholas G. Zaibaq ◽

Alyssa C. Pollard ◽

Michael J. Collins ◽

Federica Pisaneschi ◽

Mark D. Pagel ◽

...

Keyword(s):

Carbon Nanoparticles ◽

Chelating Agent ◽

Water Soluble ◽

Emission Tomography ◽

C60 Fullerene ◽

Fullerene Cage ◽

Metal Chelating ◽

In Vivo Biodistribution ◽

Positron Emission

Carbon nanoparticles have consistently been of great interest in medicine. However, there are currently no clinical materials based on carbon nanoparticles, due to inconsistent biodistribution and excretion data. In this work, we have synthesized a novel C60 derivative with a metal chelating agent (1,4,7-Triazacyclononane-1,4,7-triacetic acid; NOTA) covalently bound to the C60 cage and radiolabeled with copper-64 (t1/2 = 12.7 h). Biodistribution of the material was assessed in vivo using positron emission tomography (PET). Bingel-Hirsch chemistry was employed to functionalize the fullerene cage with highly water-soluble serinolamide groups allowing this new C60 conjugate to clear quickly from mice almost exclusively through the kidneys. Comparing the present results to the larger context of reports of biocompatible fullerene derivatives, this work offers an important evaluation of the in vivo biodistribution, using experimental evidence to establish functionalization guidelines for future C60-based biomedical platforms.

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Novel Co(II) phthalocyanines of extended periphery and their water-soluble derivatives. Synthesis, spectral properties and catalytic activity

Journal of Molecular Structure ◽

10.1016/j.molstruc.2017.07.086 ◽

2017 ◽

Vol 1149 ◽

pp. 17-26 ◽

Cited By ~ 9

Author(s):

Anna Filippova ◽

Artur Vashurin ◽

Serafima Znoyko ◽

Ilya Kuzmin ◽

Mikhail Razumov ◽

...

Keyword(s):

Catalytic Activity ◽

Spectral Properties ◽

Water Soluble

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Spectral properties and photophysical behaviour of water soluble cationic Mg(II) and Al(III) phthalocyanines

Open Chemistry ◽

10.2478/s11532-013-0388-z ◽

2014 ◽

Vol 12 (3) ◽

pp. 403-415 ◽

Cited By ~ 2

Author(s):

Mopelola Idowu ◽

Yasin Arslanoğlu ◽

Tebello Nyokong

Keyword(s):

Aqueous Solution ◽

Aqueous Medium ◽

Spectral Properties ◽

Photophysical Properties ◽

Strong Dependence ◽

Water Soluble ◽

Quantum Yields ◽

Fluorescence Lifetimes ◽

High Solubility ◽

Medium Ph

AbstractPeripherally and non-peripherally tetrasubstituted-[(N-methyl-2-pyridylthio)]phthalocyaninato magnesium (II) (5 and 6) and chloro aluminium (III) (7 and 8) tetraiodide have been synthesized and characterized. The photophysical properties of the complexes in dimethyl sulfoxide (DMSO) and aqueous medium in the presence and absence of cremophore EL have been studied. These complexes show high solubility in aqueous medium though they were aggregated. The triplet state quantum yields (FT) and the triplet lifetimes (tT) were found to be higher in DMSO with ΦT ranging from 0.32 to 0.51, while tT ranged from 282 to 622 ms in DMSO, compared to aqueous medium (pH 7.4 buffer) where ΦT ranged from 0.15 to 0.19 and tT from 26 to 35 ms. Addition of cremophore EL in aqueous solution resulted in partial disaggregation and increased photoactivity. The fluorescence lifetimes of the complexes showed strong dependence on their immediate environment. The ionic magnesium(II) and aluminium(III) phthalocyanines strongly bind to bovine serum albumin (BSA).

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