Feature-Based Molecular Networking for the Exploration of the Metabolome Diversity of Common Egyptian Centaurea Species in Relation to Their Cytotoxic Activity.

Autor: Reda EH; Phytochemistry Laboratory, National Organization for Drug Control and Research, Giza 12622, Egypt., Hegazi NM; Phytochemistry and Plant Systematics Department, National Research Centre, Dokki, Cairo 12622, Egypt., Marzouk M; Phytochemistry and Plant Systematics Department, National Research Centre, Dokki, Cairo 12622, Egypt., Shakour ZTA; Phytochemistry Laboratory, National Organization for Drug Control and Research, Giza 12622, Egypt., El-Halawany AM; Department of Pharmacognosy, Faculty of Pharmacy, Cairo University, Cairo 11562, Egypt., El-Kashoury EA; Department of Pharmacognosy, Faculty of Pharmacy, Cairo University, Cairo 11562, Egypt., Mohamed TA; Chemistry of Medicinal Plants Department, National Research Centre, 33 El-Bohouth St., Dokki, Giza 12622, Egypt., Ibrahim MAA; Computational Chemistry Laboratory, Chemistry Department, Faculty of Science, Minia University, Minia 61519, Egypt.; School of Health Sciences, University of Kwa-Zulu-Natal, Westville, Durban 4000, South Africa., Shams KA; Chemistry of Medicinal Plants Department, National Research Centre, 33 El-Bohouth St., Dokki, Giza 12622, Egypt., Abdel-Azim NS; Chemistry of Medicinal Plants Department, National Research Centre, 33 El-Bohouth St., Dokki, Giza 12622, Egypt., Kampf CJ; Department for Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128 Mainz, Germany., Efferth T; Department of Pharmaceutical Biology, Institute of Pharmaceutical and Biomedical Sciences Chemistry, Johannes Gutenberg University, Staudinger Weg 5, 55128 Mainz, Germany., Paré PW; Department of Chemistry & Biochemistry, Texas Tech University, Lubbock, TX 79409, USA., Hegazy MF; Chemistry of Medicinal Plants Department, National Research Centre, 33 El-Bohouth St., Dokki, Giza 12622, Egypt.
Jazyk: angličtina
Zdroj: Molecules (Basel, Switzerland) [Molecules] 2023 Jan 09; Vol. 28 (2). Date of Electronic Publication: 2023 Jan 09.
DOI: 10.3390/molecules28020674
Abstrakt: Centaurea is a genus compromising over 250 herbaceous flowering species and is used traditionally to treat several ailments. Among the Egyptian Centaurea species, C. lipii was reported to be cytotoxic against multidrug-resistant cancer cells. In this context, we aimed to explore the metabolome of C. lipii and compare it to other members of the genus in pursuance of identifying its bioactive principles. An LC-MS/MS analysis approach synchronized with feature-based molecular networks was adopted to offer a holistic overview of the metabolome diversity of the Egyptian Centaurea species. The studied plants included C. alexandrina, C. calcitrapa, C. eryngioides, C. glomerata, C. lipii, C. pallescens, C. pumilio, and C. scoparia . Their constitutive metabolome showed diverse chemical classes such as cinnamic acids, sesquiterpene lactones, flavonoids, and lignans. Linking the recorded metabolome to the previously reported cytotoxicity identified sesquiterpene lactones as the major contributors to this activity. To confirm our findings, bioassay-guided fractionation of C. lipii was adopted and led to the isolation of the sesquiterpene lactone cynaropicrin with an IC 50 of 1.817 µM against the CCRF-CEM leukemia cell line. The adopted methodology highlighted the uniqueness of the constitutive metabolome of C. lipii and determined the sesquiterpene lactones to be the responsible cytotoxic metabolites.
Databáze: MEDLINE
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