Use this url to cite publication: https://hdl.handle.net/20.500.12512/94602
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Synthesis of new 4-thiazolidinone compounds and their evaluation of metabolic activity against S. aureus / Rytis Mačionis, Eligijus Kupriūnas, Liudas Šlepikas, Monika Remezaitė, Hiliaras Rodovičius
Type of publication
Tezės kitame recenzuojamame leidinyje / Theses in other peer-reviewed publication (T1e)
Title
Synthesis of new 4-thiazolidinone compounds and their evaluation of metabolic activity against S. aureus / Rytis Mačionis, Eligijus Kupriūnas, Liudas Šlepikas, Monika Remezaitė, Hiliaras Rodovičius
Publisher (trusted)
Vytautas Magnus University |
Date Issued
Date Issued |
---|
2016-05-19 |
Extent
p. 109-109.
Is part of
The Vital Nature Sign : 10th International Scientific Conference The Vital Nature Sign : May 19-20, 2016, Vilnius, Lithuania : abstract book / Editors: dr. Nicola Tiso, dr. Vilma Kaškonienė ; Vytautas Magnus University. Kaunas : Vytautas Magnus University, 2016.
Version
Originalus / Original
Series/Report no.
Chemistry, Pharmaceutical and Chemical Technology.
Chemistry, Pharmaceutical and Chemical Technology.
Description
Bibliogr.: p. 109
Field of Science
Abstract
Introduction Rhodanines exhibiting broad range of significant biological and pharmacological activities such as: antidiabetic, anti-inflamatory, antiapoptotic, antiviral, antifungal, antibacterial. Recent data shows that rhodanine compounds bearing 5-arylidene moieties are active against both Staphylococcus aureus and MRSA (1). There are few methods to evaluate metabolic processes of pathogens: NMR, LC-MS, LC-MS Q-TOF, MALDI TOF, DESI, SIMS, NIMS. Aim. To synthesize new rhodanine derivatives with substituents in 5 position with possible antimicrobial activity against S.aureus by evaluating metabolomics profile. Methods. Modifications of a rhodanine ring were performed in a 5 position by the Knoevenagel condensation reaction using various aromatic aldehydes. The rate of reaction was monitorised using FT-IR spectroscopy and TLC methods. Moreover, metabolic profiling of S.aureus metabolites to precisely determine enzymatic targets was performed using LC-MS (Q–TOF) technique (2). The whole metabolome profile evaluated of a microbial pathogen in the stationary phase. This procedure disposed after rhodanine derivatives influence 10 µM vs 109 CFU S. aureus Rosenbach subsp. aureus (ATCC® 25923TM) (2). Results. (5Z)-5-[(4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one synthesized by Knoevenagel condensation reaction. Yield 67.2%, orange crystals (pur: flash column chromatography CHCl3:C6H6 ratio 9:1). The structure of Rhodanine derivative determined by the means of FT–IR and MS spectral data respectively: 1702,28 (C=O), 1603,90 (C=C), 1503,19 (N=O); MS (ESI): calcd mass 266.9830 Da for C10H6N2O3S2 [M+H] +; found 266.9813 Da. The treated and untreated samples of S. aureus Rosenbach subsp. aureus (ATCC® 25923TM) were prepared by lysation and injected in LC-MS (Q–TOF). Preliminary screening results showed, that the synthetic rhodanine derivative acts upon the DNA synthesis pathway and adenosyl tetraphos
Type of document
type::text::conference output::conference proceedings::conference paper
ISSN (of the container)
2335-8653
Other Identifier(s)
(LSMU ALMA)990000899790107106
Coverage Spatial
Lietuva / Lithuania (LT)
Language
Anglų / English (en)
Bibliographic Details
2