• Je něco špatně v tomto záznamu ?

Influence of core extension and side chain nature in targeting G-quadruplex structures with perylene monoimide derivatives

N. Busto, J. García-Calvo, JV. Cuevas, A. Herrera, JL. Mergny, S. Pons, T. Torroba, B. García

. 2021 ; 108 (-) : 104660. [pub] 20210128

Jazyk angličtina Země Spojené státy americké

Typ dokumentu časopisecké články, práce podpořená grantem

Perzistentní odkaz   https://www.medvik.cz/link/bmc22004563

A structure-activity relationship (SAR) study in terms of G-quadruplex binding ability and antiproliferative activity of six fluorescent perylenemonoimide (PMIs) derivatives is reported. A positive charge seems to be the key to target G4. This study also reveals the importance of the element substitution in the potential biological activity of PMIs, being the polyethylene glycol (PEG) chains in the peri position responsible for their antiproliferative activity. Among them, the cationic PMI6 with two PEG chains is the most promising compound since its fluorescence is enhanced in the presence of G-quadruplex structures. Moreover, PMI6 binds to the human telomeric G-quadruplex hTelo with high affinity and displays a high antiproliferative potential towards HeLa (cervical adenocarcinoma), A549 (lung adenocarcinoma) and A2780 (ovarian adenocarcinoma) cells. Its fate can be followed inside cells thanks to its fluorescent properties: the compound is found to accumulate in the mitochondria.

Citace poskytuje Crossref.org

000      
00000naa a2200000 a 4500
001      
bmc22004563
003      
CZ-PrNML
005      
20220127145143.0
007      
ta
008      
220113s2021 xxu f 000 0|eng||
009      
AR
024    7_
$a 10.1016/j.bioorg.2021.104660 $2 doi
035    __
$a (PubMed)33550073
040    __
$a ABA008 $b cze $d ABA008 $e AACR2
041    0_
$a eng
044    __
$a xxu
100    1_
$a Busto, Natalia $u Chemistry Department, University of Burgos, Pza. Misael Bañuelos s/n, 09001 Burgos, Spain. Electronic address: nbusto@ubu.es
245    10
$a Influence of core extension and side chain nature in targeting G-quadruplex structures with perylene monoimide derivatives / $c N. Busto, J. García-Calvo, JV. Cuevas, A. Herrera, JL. Mergny, S. Pons, T. Torroba, B. García
520    9_
$a A structure-activity relationship (SAR) study in terms of G-quadruplex binding ability and antiproliferative activity of six fluorescent perylenemonoimide (PMIs) derivatives is reported. A positive charge seems to be the key to target G4. This study also reveals the importance of the element substitution in the potential biological activity of PMIs, being the polyethylene glycol (PEG) chains in the peri position responsible for their antiproliferative activity. Among them, the cationic PMI6 with two PEG chains is the most promising compound since its fluorescence is enhanced in the presence of G-quadruplex structures. Moreover, PMI6 binds to the human telomeric G-quadruplex hTelo with high affinity and displays a high antiproliferative potential towards HeLa (cervical adenocarcinoma), A549 (lung adenocarcinoma) and A2780 (ovarian adenocarcinoma) cells. Its fate can be followed inside cells thanks to its fluorescent properties: the compound is found to accumulate in the mitochondria.
650    _2
$a proliferace buněk $x účinky léků $7 D049109
650    _2
$a kultivované buňky $7 D002478
650    _2
$a vztah mezi dávkou a účinkem léčiva $7 D004305
650    _2
$a G-kvadruplexy $x účinky léků $7 D054856
650    _2
$a lidé $7 D006801
650    _2
$a imidy $x chemická syntéza $x chemie $x farmakologie $7 D007094
650    _2
$a mitochondrie $x účinky léků $7 D008928
650    _2
$a molekulární struktura $7 D015394
650    _2
$a perylen $x analogy a deriváty $x chemická syntéza $x chemie $x farmakologie $7 D010569
650    _2
$a vztahy mezi strukturou a aktivitou $7 D013329
655    _2
$a časopisecké články $7 D016428
655    _2
$a práce podpořená grantem $7 D013485
700    1_
$a García-Calvo, José $u Chemistry Department, University of Burgos, Pza. Misael Bañuelos s/n, 09001 Burgos, Spain
700    1_
$a Cuevas, José Vicente $u Chemistry Department, University of Burgos, Pza. Misael Bañuelos s/n, 09001 Burgos, Spain
700    1_
$a Herrera, Antonio $u Molecular Biology Institute of Barcelona, IBMB-CSIC, 08028 Barcelona, Spain
700    1_
$a Mergny, Jean-Louis $u ARNA Laboratory, INSERM U1212, CNRS UMR 5320, IECB, University of Bordeaux, F-33600 Pessac, France; Institute of Biophysics, AS CR, v.v.i. Kralovopolska 135, 612 65 Brno, Czech Republic; Laboratoire d'optique et Biosciences, Ecole Polytechnique, CNRS, Inserm, Institut Polytechnique de Paris, Palaiseau, France
700    1_
$a Pons, Sebastian $u Molecular Biology Institute of Barcelona, IBMB-CSIC, 08028 Barcelona, Spain
700    1_
$a Torroba, Tomás $u Chemistry Department, University of Burgos, Pza. Misael Bañuelos s/n, 09001 Burgos, Spain
700    1_
$a García, Begoña $u Chemistry Department, University of Burgos, Pza. Misael Bañuelos s/n, 09001 Burgos, Spain
773    0_
$w MED00000771 $t Bioorganic chemistry $x 1090-2120 $g Roč. 108, č. - (2021), s. 104660
856    41
$u https://pubmed.ncbi.nlm.nih.gov/33550073 $y Pubmed
910    __
$a ABA008 $b sig $c sign $y p $z 0
990    __
$a 20220113 $b ABA008
991    __
$a 20220127145139 $b ABA008
999    __
$a ok $b bmc $g 1751881 $s 1155712
BAS    __
$a 3
BAS    __
$a PreBMC
BMC    __
$a 2021 $b 108 $c - $d 104660 $e 20210128 $i 1090-2120 $m Bioorganic chemistry $n Bioorg Chem $x MED00000771
LZP    __
$a Pubmed-20220113

Najít záznam

Citační ukazatele

Možnosti archivace