Quaternary protoberberine alkaloids and their interactions with
DNA

J 2019

Quaternary protoberberine alkaloids and their interactions with DNA

JAROŠOVÁ, Petra; Roman SÁNDOR; Andrea SLANINKOVÁ; Marek VIDO; Ondřej PEŠ et. al.

Základní údaje

Originální název

Quaternary protoberberine alkaloids and their interactions with DNA

Autoři

JAROŠOVÁ, Petra; Roman SÁNDOR; Andrea SLANINKOVÁ; Marek VIDO; Ondřej PEŠ a Petr TÁBORSKÝ

Vydání

Chemical Papers, CHAM, SPRINGER INTERNATIONAL PUBLISHING AG, 2019, 0366-6352

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10406 Analytical chemistry

Stát vydavatele

Švýcarsko

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 1.680

Kód RIV

RIV/00216224:14310/19:00112242

Organizační jednotka

Přírodovědecká fakulta

DOI

https://doi.org/10.1007/s11696-019-00857-z

UT WoS

000488930200010

EID Scopus

2-s2.0-85073203733

Klíčová slova anglicky

Protoberberine alkaloids; Non-canonical structures; G-quadruplex; dsDNA; Competitive dialysis; CD; Melting temperatures; Mass spectrometry

Štítky

14110512, CF BIC, podil, rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 25. 2. 2025 08:41, Mgr. Marie Novosadová Šípková, DiS.

Anotace

V originále

The G-quadruplex DNA is commonly present in several protooncogenic-DNA promoters and participates in many important biological processes such as replication, transcription, and translation. Because of their supposed role in cancer, G-quadruplex DNA is often studied as a target for anti-cancer drugs. Quaternary protoberberine and tetrahydroprotoberberine alkaloids (corysamine, coptisine, stylopine), which are supposed to selectively bind these structures, have been compared in terms of stability with selected types of DNA. Influence of selected alkaloids on the stability of double-stranded DNA and non-canonical forms of DNA was observed by determining association constants of alkaloid-DNA complexes using spectroscopic methods-molecular absorption spectrometry, fluorescence spectrometry, and mass spectrometry. Furthermore, the effect of given alkaloids on the melting temperature of these DNA structures was determined using CD spectrometry. Competitive dialysis and electrospray mass spectrometry were performed for affinity comparison of certain alkaloids to different DNA structures including G-quadruplexes. These experiments have proven that corysamine and coptisine prefer interaction with G-quadruplexes in comparison to dsDNA and ssDNA, whereas tetrahydroprotoberberine alkaloid stylopine does not interact with any DNA whatsoever.

Návaznosti

ED1.1.00/02.0068, projekt VaV

Název: CEITEC - central european institute of technology

MUNI/A/0976/2018, interní kód MU

Název: Příspěvek chemických a biochemických metodik ke studiu molekulární podstaty vybraných patologických stavů a onemocnění

Investor: Masarykova univerzita, Příspěvek chemických a biochemických metodik ke studiu molekulární podstaty vybraných patologických stavů a onemocnění, DO R. 2020_Kategorie A - Specifický výzkum - Studentské výzkumné projekty

MUNI/A/1286/2017, interní kód MU

Název: Vývoj metod a instrumentace pro analýzu biologicky významných látek 2018

Investor: Masarykova univerzita, Vývoj metod a instrumentace pro analýzu biologicky významných látek 2018, DO R. 2020_Kategorie A - Specifický výzkum - Studentské výzkumné projekty

90043, velká výzkumná infrastruktura

Název: CIISB

Citovat

JAROŠOVÁ, Petra; Roman SÁNDOR; Andrea SLANINKOVÁ; Marek VIDO; Ondřej PEŠ a Petr TÁBORSKÝ. Quaternary protoberberine alkaloids and their interactions with DNA. Chemical Papers. CHAM: SPRINGER INTERNATIONAL PUBLISHING AG, 2019, roč. 73, č. 12, s. 2965-2973. ISSN 0366-6352. Dostupné z: https://doi.org/10.1007/s11696-019-00857-z.

@article{1601606,
   author = {Jarošová, Petra and Sándor, Roman and Slaninková, Andrea and Vido, Marek and Peš, Ondřej and Táborský, Petr},
   article_location = {CHAM},
   article_number = {12},
   doi = {https://doi.org/10.1007/s11696-019-00857-z},
   keywords = {Protoberberine alkaloids; Non-canonical structures; G-quadruplex; dsDNA; Competitive dialysis; CD; Melting temperatures; Mass spectrometry},
   language = {eng},
   issn = {0366-6352},
   journal = {Chemical Papers},
   title = {Quaternary protoberberine alkaloids and their interactions with DNA},
   url = {https://link.springer.com/article/10.1007%2Fs11696-019-00857-z},
   volume = {73},
   year = {2019}
}

TY  - JOUR
ID  - 1601606
AU  - Jarošová, Petra - Sándor, Roman - Slaninková, Andrea - Vido, Marek - Peš, Ondřej - Táborský, Petr
PY  - 2019
TI  - Quaternary protoberberine alkaloids and their interactions with DNA
JF  - Chemical Papers
VL  - 73
IS  - 12
SP  - 2965-2973
EP  - 2965-2973
PB  - SPRINGER INTERNATIONAL PUBLISHING AG
SN  - 03666352
KW  - Protoberberine alkaloids
KW  - Non-canonical structures
KW  - G-quadruplex
KW  - dsDNA
KW  - Competitive dialysis
KW  - CD
KW  - Melting temperatures
KW  - Mass spectrometry
UR  - https://link.springer.com/article/10.1007%2Fs11696-019-00857-z
L2  - https://link.springer.com/article/10.1007%2Fs11696-019-00857-z
N2  - The G-quadruplex DNA is commonly present in several protooncogenic-DNA promoters and participates in many important biological processes such as replication, transcription, and translation. Because of their supposed role in cancer, G-quadruplex DNA is often studied as a target for anti-cancer drugs. Quaternary protoberberine and tetrahydroprotoberberine alkaloids (corysamine, coptisine, stylopine), which are supposed to selectively bind these structures, have been compared in terms of stability with selected types of DNA. Influence of selected alkaloids on the stability of double-stranded DNA and non-canonical forms of DNA was observed by determining association constants of alkaloid-DNA complexes using spectroscopic methods-molecular absorption spectrometry, fluorescence spectrometry, and mass spectrometry. Furthermore, the effect of given alkaloids on the melting temperature of these DNA structures was determined using CD spectrometry. Competitive dialysis and electrospray mass spectrometry were performed for affinity comparison of certain alkaloids to different DNA structures including G-quadruplexes. These experiments have proven that corysamine and coptisine prefer interaction with G-quadruplexes in comparison to dsDNA and ssDNA, whereas tetrahydroprotoberberine alkaloid stylopine does not interact with any DNA whatsoever.
ER  -

JAROŠOVÁ, Petra; Roman SÁNDOR; Andrea SLANINKOVÁ; Marek VIDO; Ondřej PEŠ a Petr TÁBORSKÝ. Quaternary protoberberine alkaloids and their interactions with DNA. \textit{Chemical Papers}. CHAM: SPRINGER INTERNATIONAL PUBLISHING AG, 2019, roč.~73, č.~12, s.~2965-2973. ISSN~0366-6352. Dostupné z: https://doi.org/10.1007/s11696-019-00857-z.

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