Synthesis, characterization and cytotoxic evaluation of chalcone derivatives

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F22%3A73610778" target="_blank" >RIV/61989592:15310/22:73610778 - isvavai.cz</a>

Výsledek na webu

<a href="https://www.sciencedirect.com/science/article/pii/S0022286021021219" target="_blank" >https://www.sciencedirect.com/science/article/pii/S0022286021021219</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.molstruc.2021.132001" target="_blank" >10.1016/j.molstruc.2021.132001</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Synthesis, characterization and cytotoxic evaluation of chalcone derivatives

Popis výsledku v původním jazyce

Four chalcones, (E)-3-(3-hydroxyphenyl)-1-phenylprop-2-en-1-one (A), (E)-3-(4-hydroxyphenyl)-1-phenylprop-2-en-1-one (B), (E)-3-(4-hydroxyphenyl)-1-(4-methoxyphenyl)prop-2-en-1-one (C) and (E)-3-(4-bromophenyl)-1-(4-methoxyphenyl)prop-2-en-1-one (D), were synthesized and characterized by H-1 and C-13 solution-state NMR, C-13 solid-state NMR and single-crystal X-ray diffraction. The different interactions (hydrogen bonding and pi-interactions) observed in the crystal structures of these four molecules were confirmed in the solid-state data as well as in the Hirshfeld surface analysis. The in vitro cytotoxicity of these molecules was also evaluated against human acute lymphoblastic leukemia (CEM), human breast adenocarcinoma (MCF7), human cervical carcinoma (HeLa), human malignant melanoma cell lines (G-361), and normal human skin fibroblasts (BJ). A, B, C and D displayed cytotoxicity in at least two cell lines. A, B, and C were strongly cytotoxic against CEM cells while B and C showed selectivity by not affecting the growth of the normal human skin fibroblasts.

Název v anglickém jazyce

Synthesis, characterization and cytotoxic evaluation of chalcone derivatives

Popis výsledku anglicky

Four chalcones, (E)-3-(3-hydroxyphenyl)-1-phenylprop-2-en-1-one (A), (E)-3-(4-hydroxyphenyl)-1-phenylprop-2-en-1-one (B), (E)-3-(4-hydroxyphenyl)-1-(4-methoxyphenyl)prop-2-en-1-one (C) and (E)-3-(4-bromophenyl)-1-(4-methoxyphenyl)prop-2-en-1-one (D), were synthesized and characterized by H-1 and C-13 solution-state NMR, C-13 solid-state NMR and single-crystal X-ray diffraction. The different interactions (hydrogen bonding and pi-interactions) observed in the crystal structures of these four molecules were confirmed in the solid-state data as well as in the Hirshfeld surface analysis. The in vitro cytotoxicity of these molecules was also evaluated against human acute lymphoblastic leukemia (CEM), human breast adenocarcinoma (MCF7), human cervical carcinoma (HeLa), human malignant melanoma cell lines (G-361), and normal human skin fibroblasts (BJ). A, B, C and D displayed cytotoxicity in at least two cell lines. A, B, and C were strongly cytotoxic against CEM cells while B and C showed selectivity by not affecting the growth of the normal human skin fibroblasts.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10403 - Physical chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2022

Kód důvěrnosti údajů

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

Název periodika

JOURNAL OF MOLECULAR STRUCTURE

ISSN

0022-2860

e-ISSN

1872-8014

Svazek periodika

1251

Číslo periodika v rámci svazku

MAR

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

9

Strana od-do

"132001-1"-"132001-9"

Kód UT WoS článku

000744674400010

EID výsledku v databázi Scopus

2-s2.0-85121125548