Identification by 19F NMR of traditional Chinese medicinal plants possessing prolyl oligopeptidase inhibitory activity

Chembiochem : a European Journal of Chemical Biology
Teresa TarragóErnest Giralt

Abstract

Prolyl oligopeptidase is a cytosolic serine peptidase that hydrolyzes proline-containing peptides at the carboxy termini of the proline residues. This peptidase has been associated with schizophrenia, bipolar affective disorder, and related neuropsychiatric disorders and might therefore have important clinical implications. Traditional Chinese medicinal (TCM) plants provide a rich source of unexplored compounds for strategies to find novel POP inhibitors, but the traditional methodologies used to identify POP inhibitors could have some limitations when working with natural products: interference with the colorimetric or fluorimetric detection methods commonly used to screen for POP inhibitors can result in the generation of false positives or false negatives. Since NMR screening is less prone to such interference, we decided to explore the use of 19F NMR to screen for POP inhibitors. We synthesized a new 19F-labeled POP substrate--Z-Gly-Pro-Phe-4(CF3)-NH2--and used it to search for new POP inhibitors in TCM plant extracts. We identified several plants with high POP-inhibitory activity and show here that the combination of 19F NMR and TCM plant extracts is a useful tool for identifying new POP inhibitors.

References

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Citations

Jan 28, 2009·Nature Reviews. Drug Discovery·Maurizio PellecchiaGregg Siegal
Jun 6, 2014·Organic & Biomolecular Chemistry·Marie-Claude GagnonJean-François Paquin
Sep 29, 2009·FEBS Letters·Teresa TarragóErnest Giralt
Dec 22, 2015·Analytical Biochemistry·Marina VeronesiClaudio Dalvit
Jul 25, 2008·Bioorganic & Medicinal Chemistry·Teresa TarragóErnest Giralt
Aug 7, 2013·Chembiochem : a European Journal of Chemical Biology·Chiara LambruschiniClaudio Dalvit
Apr 17, 2010·Chembiochem : a European Journal of Chemical Biology·Nessim KichikErnest Giralt
Dec 18, 2013·ChemMedChem·Marina VeronesiClaudio Dalvit
Apr 8, 2015·Journal of Peptide Science : an Official Publication of the European Peptide Society·Ernest Giralt
May 5, 2011·Expert Opinion on Therapeutic Patents·Abraham LópezErnest Giralt
Feb 18, 2012·Journal of Ethnopharmacology·Helen SheridanJandirk Sendker
Feb 27, 2016·Chembiochem : a European Journal of Chemical Biology·Abraham LópezErnest Giralt
Apr 7, 2012·Drug Discovery Today·Anna Vulpetti, Claudio Dalvit
Aug 19, 2009·Chembiochem : a European Journal of Chemical Biology·Eduard SabidóErnest Giralt
Feb 14, 2007·ChemMedChem·Teresa TarragoErnest Giralt
Apr 30, 2020·Journal of Biomolecular NMR·Claudio DalvitAnna Vulpetti
Jul 30, 2021·Frontiers in Pharmacology·Jasmin GattringerRoland Hellinger
Apr 22, 2015·Journal of Natural Products·Roland HellingerChristian W Gruber
Nov 6, 2021·Chembiochem : a European Journal of Chemical Biology·Emmanuelle DevillersJulien Pytkowicz

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