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

Result code in 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>

Alternative codes found

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

Result on the web

<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>

Result language

angličtina

Original language name

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

Original language description

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).

Czech name

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Czech description

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Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

30107 - Medicinal chemistry

Project

<a href="/en/project/NV15-31847A" target="_blank" >NV15-31847A: Development of novel disinfectants against pathogens occuring in the hospital environment</a><br>

Continuities

V - Vyzkumna aktivita podporovana z jinych verejnych zdroju

Publication year

2018

Confidentiality

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

Name of the periodical

LETTERS IN ORGANIC CHEMISTRY

ISSN

1570-1786

e-ISSN

1875-6255

Volume of the periodical

15

Issue of the periodical within the volume

1

Country of publishing house

AE - UNITED ARAB EMIRATES

Number of pages

7

Pages from-to

3-9

UT code for WoS article

000417911400002

EID of the result in the Scopus database

2-s2.0-85042617935