| Autor: |
Nchiozem-Ngnitedem, Vaderament-Alexe, Sperlich, Eric, Matieta, Valaire Yemene, Ngnouzouba Kuete, Jenifer Reine, Kuete, Victor, Omer, Ejlal A., Efferth, Thomas, Schmidt, Bernd |
| Zdroj: |
Journal of Natural Products; 20230101, Issue: Preprints |
| Abstrakt: |
Ficucaricone D (1) and its 4′-demethyl congener 2are isoflavones isolated from fruits of Ficus caricathat share a 5,7-dimethoxy-6-prenyl-substituted A-ring. Both natural products were, for the first time, obtained by chemical synthesis in six steps, starting from 2,4,6-trihydroxyacetophenone. Key steps are a microwave-promoted tandem sequence of Claisen- and Cope-rearrangements to install the 6-prenyl substituent and a Suzuki–Miyaura cross coupling for installing the B-ring. By using various boronic acids, non-natural analogues become conveniently available. All compounds were tested for cytotoxicity against drug-sensitive and drug-resistant human leukemia cell lines, but were found to be inactive. The compounds were also tested for antimicrobial activities against a panel of eight Gram-negative and two Gram-positive bacterial strains. Addition of the efflux pump inhibitor phenylalanine-arginine-β-naphthylamide (PAβN) significantly improved the antibiotic activity in most cases, with MIC values as low as 2.5 μM and activity improvement factors as high as 128-fold. |
| Databáze: |
Supplemental Index |
| Externí odkaz: |
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