Constituents of the Stem Bark of ITrichilia monadelpha/I and Their Antibacterial and Antiplasmodial Activities

The chemical investigation of the EtOH extract from the stem bark of Trichilia monadelpha (Thonn.) J. J. De Wilde afforded two new limonoids (1 and 2): 24-acetoxy-21,25-dihydroxy-21,23-epoxytirucall-7-en-3-one (1) and (6R)-1-O-deacetylkhayanolide E (2), together with eleven known compounds (3–13), i...

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Published in:Metabolites Vol. 13; no. 2
Main Authors: Djoumessi, Arnauld Kenfack, Nono, Raymond Ngansop, Neumann, Beate, Stammler, Hans-Georg, Bitchagno, Gabin Thierry Mbahbou, Efange, Noella Molisa, Nkenfou, Celine Nguefeu, Ayong, Lawrence, Lenta, Bruno Ndjakou, Sewald, Norbert, Nkeng-Efouet-Alango, Pépin, Chouna, Jean Rodolphe
Format: Journal Article
Language:English
Published: MDPI AG 01-02-2023
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Summary:The chemical investigation of the EtOH extract from the stem bark of Trichilia monadelpha (Thonn.) J. J. De Wilde afforded two new limonoids (1 and 2): 24-acetoxy-21,25-dihydroxy-21,23-epoxytirucall-7-en-3-one (1) and (6R)-1-O-deacetylkhayanolide E (2), together with eleven known compounds (3–13), including additional limonoids, flavonoids, triterpenoids, steroids, and fatty acid. Their structures were determined using 1D- and 2D-NMR experiments, ESI mass spectrometry, and single crystal X-ray diffraction analysis. The antibacterial and antiplasmodial activities of the extracts, sub-extracts, fractions, and some of the isolated compounds were evaluated in known pathogenic strains, including Staphylococcus aureus and Plasmodium falciparum. Fraction E (n-Hex/EtOAc 30:70, v/v) showed significant activity against S. aureus ATCC 25923 with a MIC value of 3.90 µg/mL, while one of its constituents (epicatechin (9)) exhibited significant activity with MIC values of 7.80 µg/mL. Interestingly, grandifotane A (6) (IC[sub.50] = 1.37 µM) and khayanolide D (5) (IC[sub.50] = 1.68 µM) were highly active against the chloroquine-sensitive/sulfadoxine-resistant plasmodium falciparum 3D7 strain, unlike their corresponding plant extract and fractions.
ISSN:2218-1989
2218-1989
DOI:10.3390/metabo13020298