SYNTHESIS AND PROPERTIES OF NOVEL BIOLOGICALLY INTERESTING POLYCYCLIC 1,3,4-OXADIAZOLES CONTAINING ACRIDINE/ACRIDONE MOIETIES

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F09%3A00021772" target="_blank" >RIV/60461373:22310/09:00021772 - isvavai.cz</a>

Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

SYNTHESIS AND PROPERTIES OF NOVEL BIOLOGICALLY INTERESTING POLYCYCLIC 1,3,4-OXADIAZOLES CONTAINING ACRIDINE/ACRIDONE MOIETIES

Popis výsledku v původním jazyce

A series of polycyclic 1,3,4-oxadiazoles bearing acridine and acridone pharmacophores were synthesized as potential noncovalent DNA-binding and antitumor agents. The synthesis of oxadiazoles with acridone moiety was performed exploring oxidative cyclization of corresponding aldimines via bromine and the acridine derivatives by cyclization of acylthiosemicarbazides with mercuric oxide. The spectroscopic properties of the compounds in the case of acridonoxadiazoles showed an efficient binding activity toDNA (K = 5.3-9.2 x 10(4) M-1), whereas the acridine analogues are suitable as biomarkers. The structure of compounds were characterized by spectral methods (UV-vis, IR, H-1, C-13, and 2D NMR) and quantum-chemical calculations (DFT, ZINDO).

Název v anglickém jazyce

SYNTHESIS AND PROPERTIES OF NOVEL BIOLOGICALLY INTERESTING POLYCYCLIC 1,3,4-OXADIAZOLES CONTAINING ACRIDINE/ACRIDONE MOIETIES

Popis výsledku anglicky

A series of polycyclic 1,3,4-oxadiazoles bearing acridine and acridone pharmacophores were synthesized as potential noncovalent DNA-binding and antitumor agents. The synthesis of oxadiazoles with acridone moiety was performed exploring oxidative cyclization of corresponding aldimines via bromine and the acridine derivatives by cyclization of acylthiosemicarbazides with mercuric oxide. The spectroscopic properties of the compounds in the case of acridonoxadiazoles showed an efficient binding activity toDNA (K = 5.3-9.2 x 10(4) M-1), whereas the acridine analogues are suitable as biomarkers. The structure of compounds were characterized by spectral methods (UV-vis, IR, H-1, C-13, and 2D NMR) and quantum-chemical calculations (DFT, ZINDO).

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

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Návaznosti

Z - Vyzkumny zamer (s odkazem do CEZ)

Rok uplatnění

2009

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Heterocycles

ISSN

0385-5414

e-ISSN

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Svazek periodika

77

Číslo periodika v rámci svazku

2

Stát vydavatele periodika

JP - Japonsko

Počet stran výsledku

17

Strana od-do

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Kód UT WoS článku

000264490200035

EID výsledku v databázi Scopus

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