New oxygen-containing androstane derivatives: Synthesis and biological potential

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389030%3A_____%2F20%3A00532722" target="_blank" >RIV/61389030:_____/20:00532722 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61989592:15310/20:73604859

Výsledek na webu

<a href="http://doi.org/10.1007/s12039-020-01803-3" target="_blank" >http://doi.org/10.1007/s12039-020-01803-3</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1007/s12039-020-01803-3" target="_blank" >10.1007/s12039-020-01803-3</a>

Jazyk výsledku

angličtina

Název v původním jazyce

New oxygen-containing androstane derivatives: Synthesis and biological potential

Popis výsledku v původním jazyce

New steroidal D-homo androstane derivatives with 5 beta,6 beta-epoxy-3,16-dicarbonyl, 6 alpha- and 6 beta-hydroxy-3,16-dicarbonyl and 3 beta,5 alpha-dihydroxy-6,16-dicarbonyl moieties were synthesized and confirmed by NMR spectroscopy. Novel and starting compounds were evaluated for their potential cytotoxicityin vitroagainst seven human cancer cell lines (MCF-7, MDA-MB-231, PC3, HeLa, HT-29, A549 and CEM) and one human noncancerous cell line (MRC-5). The most sensitive cell line was MDA-MB-231 derived from female reproductive tissue, wherein all compounds showed moderate to strong cytotoxic activity. Also, new compound with 5 beta,6 beta-epoxy-3,16-dicarbonyl moieties showed strong cytotoxic activity against colon adenocarcinoma (HT-29). In this work,in silicoADME properties of novel compounds were assessed by comparing calculated molecular properties with Lipinski, Veber, Egan, Ghose and Muegge criteria. Graphic abstract The synthesis and structure elucidation of new oxygen-containing androstane derivatives was reported. New derivatives were tested for theirin silicoADME properties and cytotoxicity against different human cancer cell lines.

Název v anglickém jazyce

New oxygen-containing androstane derivatives: Synthesis and biological potential

Popis výsledku anglicky

New steroidal D-homo androstane derivatives with 5 beta,6 beta-epoxy-3,16-dicarbonyl, 6 alpha- and 6 beta-hydroxy-3,16-dicarbonyl and 3 beta,5 alpha-dihydroxy-6,16-dicarbonyl moieties were synthesized and confirmed by NMR spectroscopy. Novel and starting compounds were evaluated for their potential cytotoxicityin vitroagainst seven human cancer cell lines (MCF-7, MDA-MB-231, PC3, HeLa, HT-29, A549 and CEM) and one human noncancerous cell line (MRC-5). The most sensitive cell line was MDA-MB-231 derived from female reproductive tissue, wherein all compounds showed moderate to strong cytotoxic activity. Also, new compound with 5 beta,6 beta-epoxy-3,16-dicarbonyl moieties showed strong cytotoxic activity against colon adenocarcinoma (HT-29). In this work,in silicoADME properties of novel compounds were assessed by comparing calculated molecular properties with Lipinski, Veber, Egan, Ghose and Muegge criteria. Graphic abstract The synthesis and structure elucidation of new oxygen-containing androstane derivatives was reported. New derivatives were tested for theirin silicoADME properties and cytotoxicity against different human cancer cell lines.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10608 - Biochemistry and molecular biology

Projekt

<a href="/cs/project/EF16_019%2F0000868" target="_blank" >EF16_019/0000868: Molekulární, buněčný a klinický přístup ke zdravému stárnutí</a><br>

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2020

Kód důvěrnosti údajů

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

Název periodika

Journal of chemical sciences

ISSN

0974-3626

e-ISSN

—

Svazek periodika

132

Číslo periodika v rámci svazku

1

Stát vydavatele periodika

IN - Indická republika

Počet stran výsledku

10

Strana od-do

98

Kód UT WoS článku

000561406500001

EID výsledku v databázi Scopus

2-s2.0-85089239845