Novel Series of Quaternary Ammonium Surfactants Based on 2,3-Dihydro- [1,4]dioxino[2,3-b]pyridin-7-ol Ring: Synthesis, Analysis and Antimicrobial Evaluation

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61988987%3A17110%2F18%3AA1901T3U" target="_blank" >RIV/61988987:17110/18:A1901T3U - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/00216208:11160/18:10368538 RIV/00179906:_____/18:10368538 RIV/60162694:G44__/18:43889631

Výsledek na webu

<a href="http://dx.doi.org/10.2174/1570178614666171002145959" target="_blank" >http://dx.doi.org/10.2174/1570178614666171002145959</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.2174/1570178614666171002145959" target="_blank" >10.2174/1570178614666171002145959</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Novel Series of Quaternary Ammonium Surfactants Based on 2,3-Dihydro- [1,4]dioxino[2,3-b]pyridin-7-ol Ring: Synthesis, Analysis and Antimicrobial Evaluation

Popis výsledku v původním jazyce

Background: The quaternary ammonium compounds (QAC) are the important group of chemical individuals with widespread usage in many fields of industry or science. The surface-active cationic surfactants are well known disinfection agents. Its effectivity against gram-positive, gram negative bacteria, yeasts and some viruses is already used in many preparations. On the other hand, the emergence of resistance is the cause of an increasing necessity of new substances.Methods: The series of 5-alkyl-7-hydroxy-2,3-dihydro-[1,4]clioxino[2,3-b]pyridin-5-ium bromides has been synthesized as a novel potential antimicrobial agent. Reaction of the nucleophilic substitution type has been used. The novel compounds have been tested as disinfection agents against bacteria and fungi. The microdilution broth method was utilized for antimicrobial evaluation. Standard MTT test was used for cytotoxic evaluation.Results: We have prepared 5 new compounds based on 2,3-dihydro-[1,4]clioxino[2,3-b]pyridin-7-ol with different length of lipophilic alkyl chain on the quaternary nitrogen (C-10.18). The compounds were characterized with analytical data (NMR, HRMS) and evaluated as wide spectrum antimicrobial agents against pathogenic fungal and bacterial strains. We have observed the efficacy towards microbial cells of C-12 and C-14 compounds for only several antimicrobial strains (Staphylococcus aureus, Candida krusei, Candida glabrala, Trichophylon mentagrophytes).

Název v anglickém jazyce

Novel Series of Quaternary Ammonium Surfactants Based on 2,3-Dihydro- [1,4]dioxino[2,3-b]pyridin-7-ol Ring: Synthesis, Analysis and Antimicrobial Evaluation

Popis výsledku anglicky

Background: The quaternary ammonium compounds (QAC) are the important group of chemical individuals with widespread usage in many fields of industry or science. The surface-active cationic surfactants are well known disinfection agents. Its effectivity against gram-positive, gram negative bacteria, yeasts and some viruses is already used in many preparations. On the other hand, the emergence of resistance is the cause of an increasing necessity of new substances.Methods: The series of 5-alkyl-7-hydroxy-2,3-dihydro-[1,4]clioxino[2,3-b]pyridin-5-ium bromides has been synthesized as a novel potential antimicrobial agent. Reaction of the nucleophilic substitution type has been used. The novel compounds have been tested as disinfection agents against bacteria and fungi. The microdilution broth method was utilized for antimicrobial evaluation. Standard MTT test was used for cytotoxic evaluation.Results: We have prepared 5 new compounds based on 2,3-dihydro-[1,4]clioxino[2,3-b]pyridin-7-ol with different length of lipophilic alkyl chain on the quaternary nitrogen (C-10.18). The compounds were characterized with analytical data (NMR, HRMS) and evaluated as wide spectrum antimicrobial agents against pathogenic fungal and bacterial strains. We have observed the efficacy towards microbial cells of C-12 and C-14 compounds for only several antimicrobial strains (Staphylococcus aureus, Candida krusei, Candida glabrala, Trichophylon mentagrophytes).

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

30107 - Medicinal chemistry

Projekt

<a href="/cs/project/NV15-31847A" target="_blank" >NV15-31847A: Vývoj nových dezinfekčních činidel proti patogenům vyskytujících se v nemocničním prostředí</a><br>

Návaznosti

V - Vyzkumna aktivita podporovana z jinych verejnych zdroju

Rok uplatnění

2018

Kód důvěrnosti údajů

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

Název periodika

LETTERS IN ORGANIC CHEMISTRY

ISSN

1570-1786

e-ISSN

1875-6255

Svazek periodika

15

Číslo periodika v rámci svazku

1

Stát vydavatele periodika

AE - Spojené arabské emiráty

Počet stran výsledku

7

Strana od-do

3-9

Kód UT WoS článku

000417911400002

EID výsledku v databázi Scopus

2-s2.0-85042617935