Lysosome-Targeting Amplifiers of Reactive Oxygen Species as Anticancer Prodrugs
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389030%3A_____%2F17%3A00485730" target="_blank" >RIV/61389030:_____/17:00485730 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1002/anie.201706585" target="_blank" >http://dx.doi.org/10.1002/anie.201706585</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/anie.201706585" target="_blank" >10.1002/anie.201706585</a>
Alternative languages
Result language
angličtina
Original language name
Lysosome-Targeting Amplifiers of Reactive Oxygen Species as Anticancer Prodrugs
Original language description
Cancer cells produce elevated levels of reactive oxygen species, which has been used to design cancer specific prodrugs. Their activation relies on at least a bimolecular process, in which a prodrug reacts with ROS. However, at low micromolar concentrations of the prodrugs and ROS, the activation is usually inefficient. Herein, we propose and validate a potentially general approach for solving this intrinsic problem of ROS-dependent prodrugs. In particular, known prodrug 4-(N-ferrocenyl-N-benzylaminocarbonyloxymethyl)phenylboronic acid pinacol ester was converted into its lysosome-specific analogue. Since lysosomes contain a higher concentration of active ROS than the cytoplasm, activation of the prodrug was facilitated with respect to the parent compound. Moreover, it was found to exhibit high anticancer activity in a variety of cancer cell lines (IC 50 =3.5–7.2 μm) and in vivo (40 mg kg −1 , NK/Ly murine model) but remained weakly toxic towards non-malignant cells (IC 50 =15–30 μm).
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2017
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Angewandte Chemie - International Edition
ISSN
1433-7851
e-ISSN
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Volume of the periodical
56
Issue of the periodical within the volume
49
Country of publishing house
DE - GERMANY
Number of pages
5
Pages from-to
15545-15549
UT code for WoS article
000416244200006
EID of the result in the Scopus database
2-s2.0-85033445233