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A Comprehensive LC/MS Analysis of Novel Cyclopentenedione Library.

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F67985858%3A_____%2F16%3A00466008" target="_blank" >RIV/67985858:_____/16:00466008 - isvavai.cz</a>

  • Alternative codes found

    RIV/61989592:15110/16:33161359 RIV/61989592:15310/16:33161359

  • Result on the web

    <a href="http://dx.doi.org/10.1016/j.jpba.2016.05.048" target="_blank" >http://dx.doi.org/10.1016/j.jpba.2016.05.048</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1016/j.jpba.2016.05.048" target="_blank" >10.1016/j.jpba.2016.05.048</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    A Comprehensive LC/MS Analysis of Novel Cyclopentenedione Library.

  • Original language description

    Here we focused on the design and synthesis of a library of novelized benzylidene CPD derivatives that were consequently characterized by ultra-high performance liquid chromatography (UHPLC) on-line connected with tandem mass spectrometry (MS/MS). The library design was based on a 2-benzylidene-4-cyclopentene-1,3-dione skeleton substituted with a variety of hydroxy, methoxy, halogen, linear aliphatic, heterocyclic and saccharide moieties, primarily modulating the skeleton's hydrophobicity. The prepared CPDs were effectively ionized by positive/negative atmospheric pressure photoionization (APPI) and atmospheric pressure chemical ionization (APCI). After careful optimization of the dopant composition and flow rate, positive-mode APPI proved to be more sensitive than APCI. In negative mode, both ionization techniques gave similar results. Further, a detailed MS fragmentation study was performed, confirming the structure of the compounds and enabling positional isomers of CPDs to be differentiated on the basis of their collision spectra analysis. Finally, an optimization of the composition of the mobile phase and reversed-phased separation mode were done, followed by a selection of the most suitable UHPLC stationary phases, i.e. C-18, C-8 and phenyl. The applicability of the method was evaluated by the inclusion of the other two substances in the study, i.e. monomeric and dimeric bioactive CPDs, compound TX-1123 and nostotrebin 6 with cytostatic and antimicrobial activities, respectively. The results presented here could be used in further investigations of the chromatographic retention and MS behavior of CPDs, which could be utilized for their isolation, detailed characterization and analysis in biological systems.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CF - Physical chemistry and theoretical chemistry

  • OECD FORD branch

Result continuities

  • Project

    Result was created during the realization of more than one project. More information in the Projects tab.

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2016

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Journal of Pharmaceutical and Biomedical Analysis

  • ISSN

    0731-7085

  • e-ISSN

  • Volume of the periodical

    128

  • Issue of the periodical within the volume

    SEP 5

  • Country of publishing house

    NL - THE KINGDOM OF THE NETHERLANDS

  • Number of pages

    10

  • Pages from-to

    342-351

  • UT code for WoS article

    000381591900041

  • EID of the result in the Scopus database

    2-s2.0-84974668342