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Updated: Jun 22, 2025

Biosynthesis of a Flavonol from a Flavanone by Establishing a One-pot Bienzymatic Cascade
Published on: August 14, 2019
Maghamesin, a new prenylated flavanone from artocarpus heterophyllus lam. (moraceae)
Mohamar Jr Njindi Kouotou1, Mohamed Foundikou Nsangou1, Sidonie Beatrice Kenmogne1
1Chemistry Laboratory, Department of Chemistry, Faculty of Science, University of Douala, Douala, Cameroon.
Abstract:
The chemical investigation of the methanol root extract of Artocarpus heterophyllus Lam. led to the isolation of a new prenylated flavanone, 5,7,4'-trihydroxy-3'-(3-methylbuta-1,3-dienyl)-5'-(3-methylbut-2-enyl)flavanone, trivially named maghamesin (1), together with nine known compounds, 5-hydroxy-3',4',5',7-tetramethoxy-8-prenylflavanone (2), cycloheterophyllin (3), cyclomorusin (4), isobavachalcone (5), trans-isoferulic acid (6), 24-methylenecycloartan-3α-ol (7), stigmasterol (8), β-sitosterol (9) and β-sitosterol-3-O-β-D-glucopyranoside (10). The structures of the isolates were elucidated by extensive spectroscopic and spectrometric analyses (1D and 2D NMR, ESI-MS) and by comparison with previously reported data. The absolute configuration of 1 was deduced by comparison of its experimental CD with that of a reported similar compound. Compounds 1-3 and 6-7 were tested for their antibacterial and antifungal activities. Compound 1 displayed a significant antibacterial activity against Staphylococcus aureus with MIC value of 15.625 μg/mL. The others tested compounds showed moderate antibacterial and antifungal activities against several microorganisms with MIC values of either 31.25 or 62.5 μg/mL.
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