Glycoconjugated Metallohelices have Improved Nuclear Delivery and Suppress Tumour Growth In Vivo
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F68081707%3A_____%2F20%3A00533242" target="_blank" >RIV/68081707:_____/20:00533242 - isvavai.cz</a>
Alternative codes found
RIV/61989592:15310/20:73603647
Result on the web
<a href="https://onlinelibrary.wiley.com/doi/10.1002/anie.202006814" target="_blank" >https://onlinelibrary.wiley.com/doi/10.1002/anie.202006814</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/anie.202006814" target="_blank" >10.1002/anie.202006814</a>
Alternative languages
Result language
angličtina
Original language name
Glycoconjugated Metallohelices have Improved Nuclear Delivery and Suppress Tumour Growth In Vivo
Original language description
Monosaccharides are added to the hydrophilic face of a self-assembled asymmetric Fe(II)metallohelix, using CuAAC chemistry. The sixteen resulting architectures are water-stable and optically pure, and exhibit improved antiproliferative selectivity against colon cancer cells (HCT116 p53(+/+)) with respect to the non-cancerous ARPE-19 cell line. While the most selective compound is a glucose-appended enantiomer, its cellular entry is not mainly glucose transporter-mediated. Glucose conjugation nevertheless increases nuclear delivery ca 2.5-fold, and a non-destructive interaction with DNA is indicated. Addition of the glucose units affects the binding orientation of the metallohelix to naked DNA, but does not substantially alter the overall affinity. In a mouse model, the glucose conjugated compound was far better tolerated, and tumour growth delays for the parent compound (2.6 d) were improved to 4.3 d, performance as good as cisplatin but with the advantage of no weight loss in the subjects.
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
<a href="/en/project/GA18-09502S" target="_blank" >GA18-09502S: Targeting resistance to chemotherapy of tumor cells to reinstate their susceptibility to novel, existing and unsuccessful anticancer metallodrugs</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2020
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
59
Issue of the periodical within the volume
34
Country of publishing house
DE - GERMANY
Number of pages
9
Pages from-to
14677-14685
UT code for WoS article
000545690300001
EID of the result in the Scopus database
2-s2.0-85087621111