Synthesis of <i>β</i>‐Cyclodextrin‐[60]fullerene Conjugate and Its DNA Cleavage Performance

Wang, Jingjing; Zhang, Zhaoheng; Wu, Wei; Jiang, Xiqun

doi:10.1002/cjoc.201300737

Cited by 19 publications

(11 citation statements)

References 22 publications

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“…Because of the relatively easy synthesis of β-CD derivatives, a lot of work was focused on β-CD-C60 conjugates and β-CD/C60 micelle, which displayed photodynamic activity on DNA cleavage and HeLa cells inhibition [9][10][11][12]15]. γ-CD with the largest cavity is capable to encapsulate C60 [13,16].…”

Section: Introductionmentioning

confidence: 99%

Design, synthesis and biological evaluation of water-soluble per-O-methylated cyclodextrin-C60 conjugates as anti-influenza virus agents

Zhu

Xiao

Zhou

et al. 2018

European Journal of Medicinal Chemistry

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. Design, synthesis and biological evaluation of water-soluble per-O -methylated cyclodextrin-C 60 conjugates as antiinfluenza virus agents. European Journal of Medicinal Chemistry, Elsevier, 2018, 146, pp.194 -205 E-mail: yongmin.zhang@upmc.fr Abstract:The most common fullerene member C60 displays many biological applications, such as, anticancer, human immunodeficiency virus and hepatitis C virus inhibitors, O2 uptake inhibitor and vectors for drug and DNA. Nevertheless, the innate hydrophobicity of C60 constrains its further development. We introduced cyclodextrins to enhance the water-solubility of C60. Nine cyclodextrin-C60 conjugates, including seven α-cyclodextrin-C60 conjugates and two γ-cyclodextrin-C60 conjugates, were designed and synthesized. All of these conjugates did not show obvious cytotoxicity. The anti-influenza virus activity of nine conjugates was assessed. Two γ-cyclodextrin-C60 conjugates, which were relatively more water-soluble, exerted higher inhibition with IC50 values of 87.73 µM and 75.06 µM, respectively, than seven α-cyclodextrin-C60 conjugates.

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Section: Introductionmentioning

confidence: 99%

Design, synthesis and biological evaluation of water-soluble per-O-methylated cyclodextrin-C60 conjugates as anti-influenza virus agents

Zhu

Xiao

Zhou

et al. 2018

European Journal of Medicinal Chemistry

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“…400 µmol•L −1 37 killed less than 40% SH-SY5Y cancer cells [96]. alone solution showed no inhibition.…”

Section: Accepted Manuscriptmentioning

confidence: 92%

Biological applications of hydrophilic C60 derivatives (hC60s)− a structural perspective

Zhu

Sollogoub

Zhang

2016

European Journal of Medicinal Chemistry

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Abstract:Reactive oxygen species (ROS) generation and radical scavenging are dual properties of hydrophilic C60 derivatives (hC60s). hC60s eliminate radicals in dark, while they produce reactive oxygen species (ROS) in the presence of irradiation and oxygen. Compared to the pristine C60 suspension, the aqueous solution of hC60s is easier to handle in vivo. hC60s are diverse and could be placed into two general categories: covalently modified C60 derivatives and pristine C60 solubilized non-covalently by macromolecules. In order to present in detail, the above categories are broken down into 8 parts: C60(OH)n, C60 with carboxylic acid, C60 with quaternary ammonium salts, C60 with peptide, C60 containing sugar, C60 modified covalently or non-covalently solubilized by cyclodextrins (CDs), pristine C60 delivered by liposomes, functionalized C60-polymer and pristine C60 solubilized by polymer. Each hC60 shows the propensity to be ROS producer or radical scavenger. This preference is dependent on hC60s structures. For example, major application of C60(OH)n is radical scavenger, while pristine C60/γ-CD complex usually serves as ROS producer. In addition, the electron acceptability and innate hydrophobic surface confer hC60s with O2 uptake inhibition, HIV inhibition and membrane permeability. In this review, we summarize the preparation methods and biological applications of hC60s according to the structures.

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“…83 reported the synthesis and DNA cleavage activity of a β-cyclodextrin fullerene C 60 , compound 40 (Fig. 7).…”

Section: Photodynamic Therapymentioning

confidence: 99%

“…Additionally, compound 40 showed no significant cytotoxicity in human neuroblastoma SH-SY5Y cells, as determined by a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. 83 …”

Section: Photodynamic Therapymentioning

confidence: 99%

Fullerenes in biology and medicine

et al. 2017

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Synthesis of β‐Cyclodextrin‐[60]fullerene Conjugate and Its DNA Cleavage Performance

Cited by 19 publications

References 22 publications

Design, synthesis and biological evaluation of water-soluble per-O-methylated cyclodextrin-C60 conjugates as anti-influenza virus agents

Design, synthesis and biological evaluation of water-soluble per-O-methylated cyclodextrin-C60 conjugates as anti-influenza virus agents

Biological applications of hydrophilic C60 derivatives (hC60s)− a structural perspective

Fullerenes in biology and medicine

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