(E)-2-Benzylidenebenzocyclanones: Part VII. Investigation of the conjugation reaction of two cytotoxic cyclic chalcone analogues with glutathione: An HPLC-MS study

Pál Perjési, Gábor Maász, Renáta Reisch, András Benko

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The non-enzyme-catalyzed reaction of reduced glutathione (GSH) with two tumor cell cytotoxic cyclic chalcone analogues was investigated by reversed-phase high-performance liquid chromatography (RP-HPLC). HPLC analysis of the reaction mixtures indicated the formation of two diastereomeric chalcone-GSH adducts in each case, whose structural assignments were supported by MALDI-TOF-MS and HPLC-MS with electrospray ionization (ESI) measurements. Such reactivity accounts for the previously observed effect of the two cyclic chalcone analogues on the in vivo cellular thiol level of Jurkat T cells.

Original languageEnglish
Pages (from-to)1107-1114
Number of pages8
JournalMonatshefte fur Chemie
Volume143
Issue number8
DOIs
Publication statusPublished - Aug 2012

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Chalcone
Glutathione
Electrospray ionization
T-cells
High performance liquid chromatography
Sulfhydryl Compounds
Tumors
Cells

Keywords

  • Bioorganic chemistry
  • Cyclic chalcone analogue
  • Enones
  • Glutathione
  • Michael addition

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

(E)-2-Benzylidenebenzocyclanones : Part VII. Investigation of the conjugation reaction of two cytotoxic cyclic chalcone analogues with glutathione: An HPLC-MS study. / Perjési, Pál; Maász, Gábor; Reisch, Renáta; Benko, András.

In: Monatshefte fur Chemie, Vol. 143, No. 8, 08.2012, p. 1107-1114.

Research output: Contribution to journalArticle

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