Naturally occurring quaternary benzo[c]phenanthridine alkaloids
selectively stabilize G-quadruplexes

J 2018

Naturally occurring quaternary benzo[c]phenanthridine alkaloids selectively stabilize G-quadruplexes

JAROŠOVÁ, Petra, Petr PAROULEK, Michal RÁJECKÝ, Veronika RÁJECKÁ, Eva TÁBORSKÁ et. al.

Základní údaje

Originální název

Naturally occurring quaternary benzo[c]phenanthridine alkaloids selectively stabilize G-quadruplexes

Autoři

JAROŠOVÁ, Petra (203 Česká republika, domácí), Petr PAROULEK (203 Česká republika, domácí), Michal RÁJECKÝ (203 Česká republika, domácí), Veronika RÁJECKÁ (203 Česká republika, domácí), Eva TÁBORSKÁ (203 Česká republika, domácí), R. ERITJA (724 Španělsko), A. AVINO (724 Španělsko), S. MAZZINI (380 Itálie), R. GARGALLO (724 Španělsko) a Petr TÁBORSKÝ (203 Česká republika, garant, domácí)

Vydání

Physical Chemistry Chemical Physics, CAMBRIDGE, Royal Society of Chemistry, 2018, 1463-9076

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10403 Physical chemistry

Stát vydavatele

Velká Británie a Severní Irsko

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 3.567

Kód RIV

RIV/00216224:14310/18:00103741

Organizační jednotka

Přírodovědecká fakulta

DOI

http://dx.doi.org/10.1039/c8cp02681e

UT WoS

000443280900057

Klíčová slova anglicky

HUMAN TELOMERIC DNA; ANTIPROLIFERATIVE ACTIVITY; PROMOTER REGION; SMALL MOLECULES; DRUG DESIGN; K+ SOLUTION; IN-VIVO; BINDING; BENZOPHENANTHRIDINE; OLIGONUCLEOTIDES

Štítky

14110512, podil

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 23. 4. 2024 12:29, Mgr. Michal Petr

Anotace

V originále

In this work, the interaction of six natural benzo[c]phenanthridine alkaloids (macarpine, sanguilutine, sanguirubine, chelerythrine, sanguinarine and chelirubine) with parallel and antiparallel G-quadruplex DNA structures was studied. HT22 corresponding to the end of human telomeres and the modified promoter oncogene c-kit21 and Pu22 sequences have been used. Spectroscopically-monitored melting experiments and fluorescence titrations, competitive dialysis and nuclear magnetic resonance spectroscopy were used for this purpose. The results showed that these alkaloids stabilized G-quadruplex structures in terms of increments of T-m values (from 15 to 25 degrees C) with high selectivity over duplexes and unfolded DNA. The mode of binding was mainly by stacking on the terminal G-tetrads with stoichiometries of 1:2 (DNA:ligand). The presence of non-specific electrostatic interactions was also observed. Overall, the results pointed to a strong stabilization of G-quadruplex structures by these alkaloids.

Návaznosti

LH12176, projekt VaV

Název: Benzofenanthridinové alkaloidy - studium účinků na celulární a molekulární úrovni (Akronym: KBF)

Investor: Ministerstvo školství, mládeže a tělovýchovy ČR, Benzofenathridinové alkaloidy-studium účinků na celulární a molekulární úrovni

Citovat

JAROŠOVÁ, Petra, Petr PAROULEK, Michal RÁJECKÝ, Veronika RÁJECKÁ, Eva TÁBORSKÁ, R. ERITJA, A. AVINO, S. MAZZINI, R. GARGALLO a Petr TÁBORSKÝ. Naturally occurring quaternary benzo[c]phenanthridine alkaloids selectively stabilize G-quadruplexes. Physical Chemistry Chemical Physics. CAMBRIDGE: Royal Society of Chemistry, 2018, roč. 20, č. 33, s. 21772-21782. ISSN 1463-9076. Dostupné z: https://dx.doi.org/10.1039/c8cp02681e.

@article{1439376,
   author = {Jarošová, Petra and Paroulek, Petr and Rájecký, Michal and Rájecká, Veronika and Táborská, Eva and Eritja, R. and Avino, A. and Mazzini, S. and Gargallo, R. and Táborský, Petr},
   article_location = {CAMBRIDGE},
   article_number = {33},
   doi = {http://dx.doi.org/10.1039/c8cp02681e},
   keywords = {HUMAN TELOMERIC DNA; ANTIPROLIFERATIVE ACTIVITY; PROMOTER REGION; SMALL MOLECULES; DRUG DESIGN; K+ SOLUTION; IN-VIVO; BINDING; BENZOPHENANTHRIDINE; OLIGONUCLEOTIDES},
   language = {eng},
   issn = {1463-9076},
   journal = {Physical Chemistry Chemical Physics},
   title = {Naturally occurring quaternary benzo[c]phenanthridine alkaloids selectively stabilize G-quadruplexes},
   url = {http://pubs.rsc.org/en/Content/ArticleLanding/2018/CP/C8CP02681E#!divAbstract},
   volume = {20},
   year = {2018}
}

TY  - JOUR
ID  - 1439376
AU  - Jarošová, Petra - Paroulek, Petr - Rájecký, Michal - Rájecká, Veronika - Táborská, Eva - Eritja, R. - Avino, A. - Mazzini, S. - Gargallo, R. - Táborský, Petr
PY  - 2018
TI  - Naturally occurring quaternary benzo[c]phenanthridine alkaloids selectively stabilize G-quadruplexes
JF  - Physical Chemistry Chemical Physics
VL  - 20
IS  - 33
SP  - 21772-21782
EP  - 21772-21782
PB  - Royal Society of Chemistry
SN  - 14639076
KW  - HUMAN TELOMERIC DNA
KW  - ANTIPROLIFERATIVE ACTIVITY
KW  - PROMOTER REGION
KW  - SMALL MOLECULES
KW  - DRUG DESIGN
KW  - K+ SOLUTION
KW  - IN-VIVO
KW  - BINDING
KW  - BENZOPHENANTHRIDINE
KW  - OLIGONUCLEOTIDES
UR  - http://pubs.rsc.org/en/Content/ArticleLanding/2018/CP/C8CP02681E#!divAbstract
N2  - In this work, the interaction of six natural benzo[c]phenanthridine alkaloids (macarpine, sanguilutine, sanguirubine, chelerythrine, sanguinarine and chelirubine) with parallel and antiparallel G-quadruplex DNA structures was studied. HT22 corresponding to the end of human telomeres and the modified promoter oncogene c-kit21 and Pu22 sequences have been used. Spectroscopically-monitored melting experiments and fluorescence titrations, competitive dialysis and nuclear magnetic resonance spectroscopy were used for this purpose. The results showed that these alkaloids stabilized G-quadruplex structures in terms of increments of T-m values (from 15 to 25 degrees C) with high selectivity over duplexes and unfolded DNA. The mode of binding was mainly by stacking on the terminal G-tetrads with stoichiometries of 1:2 (DNA:ligand). The presence of non-specific electrostatic interactions was also observed. Overall, the results pointed to a strong stabilization of G-quadruplex structures by these alkaloids.
ER  -

JAROŠOVÁ, Petra, Petr PAROULEK, Michal RÁJECKÝ, Veronika RÁJECKÁ, Eva TÁBORSKÁ, R. ERITJA, A. AVINO, S. MAZZINI, R. GARGALLO a Petr TÁBORSKÝ. Naturally occurring quaternary benzo[c]phenanthridine alkaloids selectively stabilize G-quadruplexes. \textit{Physical Chemistry Chemical Physics}. CAMBRIDGE: Royal Society of Chemistry, 2018, roč.~20, č.~33, s.~21772-21782. ISSN~1463-9076. Dostupné z: https://dx.doi.org/10.1039/c8cp02681e.

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