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Keywords = Calophyllum tacamahaca

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18 pages, 2671 KiB  
Article
Cytotoxic Metabolites from Calophyllum tacamahaca Willd.: Isolation and Detection through Feature-Based Molecular Networking
by Elise Gerometta, Gaëtan Herbette, Elnur Garayev, Arnaud Marvilliers, Jean-Valère Naubron, Carole Di Giorgio, Pierre-Eric Campos, Patricia Clerc, Allison Ledoux, Michel Frederich, Béatrice Baghdikian, Isabelle Grondin and Anne Gauvin-Bialecki
Metabolites 2023, 13(5), 582; https://doi.org/10.3390/metabo13050582 - 23 Apr 2023
Cited by 2 | Viewed by 2284
Abstract
Isocaloteysmannic acid (1), a new chromanone, was isolated from the leaf extract of the medicinal species Calophyllum tacamahaca Willd. along with 13 known metabolites belonging to the families of biflavonoids (2), xanthones (35, 10), [...] Read more.
Isocaloteysmannic acid (1), a new chromanone, was isolated from the leaf extract of the medicinal species Calophyllum tacamahaca Willd. along with 13 known metabolites belonging to the families of biflavonoids (2), xanthones (35, 10), coumarins (68) and triterpenes (9, 1114). The structure of the new compound was characterized based on nuclear magnetic resonance (NMR), high-resolution electrospray mass spectrometry (HRESIMS), ultraviolet (UV) and infrared (IR) data. Its absolute configuration was assigned through electronic circular dichroism (ECD) measurements. Compound (1) showed a moderate cytotoxicity against HepG2 and HT29 cell lines, with IC50 values of 19.65 and 25.68 µg/mL, respectively, according to the Red Dye method. Compounds 7, 8 and 1013 exhibited a potent cytotoxic activity, with IC50 values ranging from 2.44 to 15.38 µg/mL, against one or both cell lines. A feature-based molecular networking (FBMN) approach led to the detection of a large amount of xanthones in the leaves extract, and particularly analogues of the cytotoxic isolated xanthone pyranojacareubin (10). Full article
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