Enhancing effect of cystamine in its amides with betulinic acid as antimicrobial and antitumor agent in vitro

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22330%2F19%3A43917966" target="_blank" >RIV/60461373:22330/19:43917966 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61389030:_____/19:00507538 RIV/61388963:_____/19:00507538 RIV/61989592:15110/19:73597217 RIV/61989592:15310/19:73597217

Výsledek na webu

<a href="https://www.sciencedirect.com/science/article/pii/S0039128X19300698" target="_blank" >https://www.sciencedirect.com/science/article/pii/S0039128X19300698</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.steroids.2019.04.004" target="_blank" >10.1016/j.steroids.2019.04.004</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Enhancing effect of cystamine in its amides with betulinic acid as antimicrobial and antitumor agent in vitro

Popis výsledku v původním jazyce

Amides of betulinic acid with cystamine were synthesized to investigate their antimicrobial and antitumor activity, and their influence on the cell cycle and cell apoptosis. The former target amide (6) displayed cytotoxicity in CEM cell line after 72 h of treatment (IC50 = 3.0 +/- 0.7 mu M; TI = 20), and induced apoptosis by caspase-3/7 activation in CEM cells. The latter target amide (9) displayed antimicrobial activity against Streptococcus mutans (MIC 3.125 mu M; MBC 3.125 mu M) and Bacillus cereus (MIC 25 mu M; MBC 25 mu M). The achieved results demonstrate enhancing of their biological activity over that of the parent compounds. However, two intermediate compounds (2 and 7) displayed either considerable cytotoxicity (2; 7.5 +/- 0.8 mu M; TI = 10, against G361) or antimicrobial activity (7; both against Actinomyces odontolycus and Clostridium perfrigens with MIC 12.5 mu M and MBC 12.5 mu M). The experimental data were compared with the in silica calculated physico-chemical and ADME parameters of the target compounds, including successful intermediates.

Název v anglickém jazyce

Enhancing effect of cystamine in its amides with betulinic acid as antimicrobial and antitumor agent in vitro

Popis výsledku anglicky

Amides of betulinic acid with cystamine were synthesized to investigate their antimicrobial and antitumor activity, and their influence on the cell cycle and cell apoptosis. The former target amide (6) displayed cytotoxicity in CEM cell line after 72 h of treatment (IC50 = 3.0 +/- 0.7 mu M; TI = 20), and induced apoptosis by caspase-3/7 activation in CEM cells. The latter target amide (9) displayed antimicrobial activity against Streptococcus mutans (MIC 3.125 mu M; MBC 3.125 mu M) and Bacillus cereus (MIC 25 mu M; MBC 25 mu M). The achieved results demonstrate enhancing of their biological activity over that of the parent compounds. However, two intermediate compounds (2 and 7) displayed either considerable cytotoxicity (2; 7.5 +/- 0.8 mu M; TI = 10, against G361) or antimicrobial activity (7; both against Actinomyces odontolycus and Clostridium perfrigens with MIC 12.5 mu M and MBC 12.5 mu M). The experimental data were compared with the in silica calculated physico-chemical and ADME parameters of the target compounds, including successful intermediates.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2019

Kód důvěrnosti údajů

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

Název periodika

Steroids

ISSN

0039-128X

e-ISSN

—

Svazek periodika

148

Číslo periodika v rámci svazku

08.2019

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

8

Strana od-do

91-98

Kód UT WoS článku

000474331100011

EID výsledku v databázi Scopus

2-s2.0-85065861877