Investigation of the Anti-Methicillin-Resistant <i>Staphylococcus aureus</i> Activity of (+)-Tanikolide- and (+)-Malyngolide-Based Analogues Prepared by Asymmetric Synthesis
Herein, we report antibacterial and antifungal evaluation of a series of previously prepared (+)-tanikolide analogues. One analogue, (4<i>S</i>,6<i>S</i>)-4-methyltanikolide, displayed promising anti-methicillin-resistant <i>Staphylococcus aureus</i> activity with...
| Main Authors: | , , , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2021-06-01
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| Series: | International Journal of Molecular Sciences |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1422-0067/22/12/6400 |
| Summary: | Herein, we report antibacterial and antifungal evaluation of a series of previously prepared (+)-tanikolide analogues. One analogue, (4<i>S</i>,6<i>S</i>)-4-methyltanikolide, displayed promising anti-methicillin-resistant <i>Staphylococcus aureus</i> activity with a MIC of 12.5 µg/mL. Based on the antimicrobial properties of the structurally related (−)-malyngolide, two further analogues (4<i>S</i>,6<i>S</i>)-4-methylmalyngolide and (4<i>R</i>,6<i>S</i>)-4-methylmalyngolide bearing a shortened <i>n</i>-nonyl alkyl side chain were prepared in the present study using a ZrCl<sub>4</sub>-catalysed deprotection/cyclisation as the key step in their asymmetric synthesis. When these were tested for activity against anti-methicillin-resistant <i>Staphylococcus aureus</i>, the MIC increased to 50 µg/mL. |
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| ISSN: | 1661-6596 1422-0067 |