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Synthesis of Isatin compounds and their evaluation of metabolic activity against S. aureus / Giedrė Tautkevičienė, Liudas Šlepikas, Eligijus Kupriūnas, Monika Remezaitė, Hiliaras Rodovičius
Type of publication
Tezės kitame recenzuojamame leidinyje / Theses in other peer-reviewed publication (T1e)
Author(s)
Title
Synthesis of Isatin compounds and their evaluation of metabolic activity against S. aureus / Giedrė Tautkevičienė, Liudas Šlepikas, Eligijus Kupriūnas, Monika Remezaitė, Hiliaras Rodovičius
Publisher (trusted)
Vytautas Magnus University |
Date Issued
Date Issued |
---|
2016-05-19 |
Extent
p. 114-114.
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. 114
Field of Science
Abstract
Introduction Isatin, is a precursor for a large number of pharmacologically active compounds. The substitution of 3rd and 5th position of an isatin aromatic ring has been reported to be associated with antimicrobial properties (1). Although isatin derivatives mechanism against Staphylococcus aureus Rosenbach subsp. aureus (ATCC® 25923TM) is not clear, but using LC-MS (QTOF) technique we could identify intracellular targets by tracking metabolites, such as folate, DNA biological pathways. Aim The aim of this work is to synthesize 3rd and 5th substituted isatin compounds, which have antibacterial properties and to identify it metabolomic profile of S. aureus. Methods. In order to obtain the isatin derivatives the following reactions were performed: the chlorsulphonation reaction of isatin (2); the recyclization from boiling water. These compounds were determined by the means of melting point, FT–IR spectroscopy. Additionally for identifying the chemical structures of compounds LC-MS (Q–TOF) technique was used (3). Also, the whole metabolome profile of a microbial pathogen in the stationary phase was evaluated. This procedure was disposed after isatin derivatives influence 10 µM vs 109 CFU S. aureus Rosenbach subsp. aureus (ATCC® 25923TM) (3). Results. 2,3-dioxo-2,3-dihydro-1H-indole-5-sulfonylchloride synthesized by nucleophilic substitution reaction. Yield 95 %, yellow powder (recryst. from a water), mp 150-152oC. The structure of 5-chlorsulfonisatin determined by the means of FT–IR and MS spectral data respectively: 1669,72; 1731,6 (C=O), 1616,92 (C=C), 1376,08 (S=O); 552 (S-Cl); MS (ESI): calcd mass 243,0311 Da for C8H4ClNO4S [M+Na] +; found 243,0304 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 5-chlorsulphonylisatin derivative inhibit the DNA synthesis pathway.The1,2-fold upexpression ch
Type of document
type::text::conference output::conference proceedings::conference paper
ISSN (of the container)
2335-8653
Other Identifier(s)
(LSMU ALMA)990000899850107106
Coverage Spatial
Lietuva / Lithuania (LT)
Language
Anglų / English (en)
Bibliographic Details
3