2',3'-Dideoxyuridine triphosphate conjugated to SiO2 nanoparticles

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2',3'-Dideoxyuridine triphosphate conjugated to SiO₂ nanoparticles : Synthesis and evaluation of antiproliferative activity. / Vasilyeva, Svetlana V.; Grin, Inga R.; Chelobanov, Boris P. и др.

в: Bioorganic and Medicinal Chemistry Letters, Том 28, № 7, 15.04.2018, стр. 1248-1251.

Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование

BibTeX

@article{9360dc9742584d89b1a6521fcc63bfa2,

title = "2',3'-Dideoxyuridine triphosphate conjugated to SiO2 nanoparticles: Synthesis and evaluation of antiproliferative activity",

abstract = "A conjugate of triphosphorylated 2',3'-dideoxyuridine (ddU) with SiO2 nanoparticles was obtained via the CuAAC click chemistry between a γ-alkynyl ddU triphosphate and azido-modified SiO2 nanoparticles. Assessment of cytotoxicity in human breast adenocarcinoma MCF7 cells demonstrated that ddU triphosphate conjugated to SiO2 nanoparticles exhibited a 50% decrease in cancer cell growth at a concentration of 183 ± 57 μg/mL, which corresponds to 22 ± 7 μM of the parent nucleotide, whereas the parent nucleoside, nucleotide and alkynyl triphosphate precursor do not show any cytotoxicity. The data provide an example of remarkable potential of novel conjugates of SiO2 nanoparticles with phosphorylated nucleoside analogues, even those, which have not been used previously as therapeutics, for application as new anticancer agents.",

keywords = "2', 3'-Dideoxyuridine triphosphate, CuAAC, Cytotoxicity, MCF7 cells, SiO nanoparticles, 5'-TRIPHOSPHATES, PRODRUGS, 3-AZIDO-2,3-DIDEOXYTHYMIDINE, SiO2 nanoparticles, 2 ', 3 '-Dideoxyuridine triphosphate, INTRACELLULAR METABOLISM, Silicon Dioxide/chemistry, Humans, Structure-Activity Relationship, Antineoplastic Agents/chemical synthesis, Dose-Response Relationship, Drug, MCF-7 Cells, Uracil Nucleotides/chemical synthesis, Nanoparticles/chemistry, Dideoxynucleotides/chemical synthesis, Molecular Structure, Cell Proliferation/drug effects, Drug Screening Assays, Antitumor",

author = "Vasilyeva, {Svetlana V.} and Grin, {Inga R.} and Chelobanov, {Boris P.} and Stetsenko, {Dmitry A.}",

year = "2018",

month = apr,

day = "15",

doi = "10.1016/j.bmcl.2018.02.007",

language = "English",

volume = "28",

pages = "1248--1251",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd",

number = "7",

}

RIS

TY - JOUR

T1 - 2',3'-Dideoxyuridine triphosphate conjugated to SiO2 nanoparticles

T2 - Synthesis and evaluation of antiproliferative activity

AU - Vasilyeva, Svetlana V.

AU - Grin, Inga R.

AU - Chelobanov, Boris P.

AU - Stetsenko, Dmitry A.

PY - 2018/4/15

Y1 - 2018/4/15

N2 - A conjugate of triphosphorylated 2',3'-dideoxyuridine (ddU) with SiO2 nanoparticles was obtained via the CuAAC click chemistry between a γ-alkynyl ddU triphosphate and azido-modified SiO2 nanoparticles. Assessment of cytotoxicity in human breast adenocarcinoma MCF7 cells demonstrated that ddU triphosphate conjugated to SiO2 nanoparticles exhibited a 50% decrease in cancer cell growth at a concentration of 183 ± 57 μg/mL, which corresponds to 22 ± 7 μM of the parent nucleotide, whereas the parent nucleoside, nucleotide and alkynyl triphosphate precursor do not show any cytotoxicity. The data provide an example of remarkable potential of novel conjugates of SiO2 nanoparticles with phosphorylated nucleoside analogues, even those, which have not been used previously as therapeutics, for application as new anticancer agents.

AB - A conjugate of triphosphorylated 2',3'-dideoxyuridine (ddU) with SiO2 nanoparticles was obtained via the CuAAC click chemistry between a γ-alkynyl ddU triphosphate and azido-modified SiO2 nanoparticles. Assessment of cytotoxicity in human breast adenocarcinoma MCF7 cells demonstrated that ddU triphosphate conjugated to SiO2 nanoparticles exhibited a 50% decrease in cancer cell growth at a concentration of 183 ± 57 μg/mL, which corresponds to 22 ± 7 μM of the parent nucleotide, whereas the parent nucleoside, nucleotide and alkynyl triphosphate precursor do not show any cytotoxicity. The data provide an example of remarkable potential of novel conjugates of SiO2 nanoparticles with phosphorylated nucleoside analogues, even those, which have not been used previously as therapeutics, for application as new anticancer agents.

KW - 2', 3'-Dideoxyuridine triphosphate

KW - CuAAC

KW - Cytotoxicity

KW - MCF7 cells

KW - SiO nanoparticles

KW - 5'-TRIPHOSPHATES

KW - PRODRUGS

KW - 3-AZIDO-2,3-DIDEOXYTHYMIDINE

KW - SiO2 nanoparticles

KW - 2 ', 3 '-Dideoxyuridine triphosphate

KW - INTRACELLULAR METABOLISM

KW - Silicon Dioxide/chemistry

KW - Humans

KW - Structure-Activity Relationship

KW - Antineoplastic Agents/chemical synthesis

KW - Dose-Response Relationship, Drug

KW - MCF-7 Cells

KW - Uracil Nucleotides/chemical synthesis

KW - Nanoparticles/chemistry

KW - Dideoxynucleotides/chemical synthesis

KW - Molecular Structure

KW - Cell Proliferation/drug effects

KW - Drug Screening Assays, Antitumor

UR - http://www.scopus.com/inward/record.url?scp=85042612943&partnerID=8YFLogxK

U2 - 10.1016/j.bmcl.2018.02.007

DO - 10.1016/j.bmcl.2018.02.007

M3 - Article

C2 - 29506959

AN - SCOPUS:85042612943

VL - 28

SP - 1248

EP - 1251

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

SN - 0960-894X

IS - 7

ER -

ID: 10421116

2',3'-Dideoxyuridine triphosphate conjugated to SiO2 nanoparticles: Synthesis and evaluation of antiproliferative activity

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2',3'-Dideoxyuridine triphosphate conjugated to SiO₂ nanoparticles: Synthesis and evaluation of antiproliferative activity