Počet záznamů: 1
Symmetric and dissymmetric carbohydrate-phenyl ditriazole derivatives as DNA G-quadruplex ligands: Synthesis, biophysical studies and antiproliferative activity
- 1.
SYSNO ASEP 0539762 Druh ASEP J - Článek v odborném periodiku Zařazení RIV J - Článek v odborném periodiku Poddruh J Článek ve WOS Název Symmetric and dissymmetric carbohydrate-phenyl ditriazole derivatives as DNA G-quadruplex ligands: Synthesis, biophysical studies and antiproliferative activity Tvůrce(i) Arevalo-Ruiz, M. (ES)
Amrane, M. (FR)
Rosu, F. (FR)
Belmonte-Reche, E. (ES)
Penalver, P. (ES)
Mergny, Jean-Louis (BFU-R) ORCID, RID
Carlos Morales, J. (ES)Celkový počet autorů 7 Číslo článku 103786 Zdroj.dok. Bioorganic Chemistry. - : Elsevier - ISSN 0045-2068
Roč. 99, jun 2020 (2020)Poč.str. 18 s. Forma vydání Online - E Jazyk dok. eng - angličtina Země vyd. US - Spojené státy americké Klíč. slova gene-expression ; telomere ; sequence ; genome ; glycosides ; chemistry ; topology Vědní obor RIV CE - Biochemie Obor OECD Biochemistry and molecular biology CEP EF15_003/0000477 GA MŠMT - Ministerstvo školství, mládeže a tělovýchovy Způsob publikování Omezený přístup Institucionální podpora BFU-R - RVO:68081707 UT WOS 000535442000003 EID SCOPUS 85082574275 DOI 10.1016/j.bioorg.2020.103786 Anotace Here we present a novel G4-binding family of compounds based on a central core of phenyl ditriazole (PDTZ) modified with carbohydrates and phenyl pyrrolidinyl side-chains. Their synthesis was achieved using controlled click chemistry conditions to obtain both, symmetric and dissymmetric carb-PDTZ derivatives without any intermediate protecting steps through an optimized methodology. Binding of the new carb-PDTZ to a variety of G-quadruplex motifs was examined using different biophysical techniques. The symmetric carb-PDTZ derivatives were not able to stabilize G4, but the dissymmetric ones (containing one sugar and one phenyl pyrrolidinyl side-chain) did. Interestingly, the dissymmetric carb-PDTZ derivatives showed much higher G4 vs duplex DNA selectivity than the control compound PDTZ 1, which contains two phenyl pyrrodilinyl side-chains and no carbohydrates. Their potential antitumoral activity was also investigated by in vitro cytotoxicity measurements on different cancerous cell lines. All carb-PDTZ derivatives showed higher IC50 values than the control PDTZ 1, probably due to the lack of compound stability of some derivatives and to lower cellular uptake. Pracoviště Biofyzikální ústav Kontakt Jana Poláková, polakova@ibp.cz, Tel.: 541 517 244 Rok sběru 2021 Elektronická adresa https://www.sciencedirect.com/science/article/pii/S004520681931497X?via%3Dihub
Počet záznamů: 1