Molecules, Vol. 24, Pages 4151: Synthesis and Antimicrobial Activity of Methoxy- Substituted γ-Oxa-ε-lactones Derived from Flavanones

Molecules, Vol. 24, Pages 4151: Synthesis and Antimicrobial Activity of Methoxy- Substituted γ-Oxa-ε-lactones Derived from Flavanones Molecules doi: 10.3390/molecules24224151 Authors: Witold Gładkowski Monika Siepka Tomasz Janeczko Edyta Kostrzewa-Susłow Jarosław Popłoński Marcelina Mazur Barbara Żarowska Wojciech Łaba Gabriela Maciejewska Czesław Wawrzeńczyk Six γ-oxa-ε-lactones, 4-phenyl-3,4-dihydro-2H-1,5-benzodioxepin-2-one (5a) and its five derivatives with methoxy groups in different positions of A and B rings (5b–f), were synthesized from corresponding flavanones. Three of the obtained lactones (5b,c,f) have not been previously described in the literature. Structures of all synthesized compounds were confirmed by complete spectroscopic analysis with the assignments of signals on 1H and 13C-NMR spectra to the corresponding atoms. In most cases, lactones 5a–f exerted an inhibitory effect on the growth of selected pathogenic bacteria (Escherichia coli, Bacillus subtilis, and Staphylococcus aureus), filamentous fungi (Fusarium graminearum, Aspergillus niger, and Alternaria sp.), and yeast (Candida albicans). The broadest spectrum of activity was observed for unsubstituted lactone 5a, which was particularly active against filamentous fungi and yeast. Lactones with methoxy groups in the 3′ (5c) and 4′ (5d) position of B ring were more active towards bacteria whereas...
Source: Molecules - Category: Chemistry Authors: Tags: Article Source Type: research

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Source: Molecules - Category: Chemistry Authors: Tags: Article Source Type: research
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Source: Molecules - Category: Chemistry Authors: Tags: Article Source Type: research
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Source: Molecules - Category: Chemistry Authors: Tags: Article Source Type: research
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