Investigation of the Anti-Methicillin-Resistant Staphylococcus aureus Activity of (+)-Tanikolide- and (+)-Malyngolide-Based Analogues Prepared by Asymmetric Synthesis
| العنوان: | Investigation of the Anti-Methicillin-Resistant Staphylococcus aureus Activity of (+)-Tanikolide- and (+)-Malyngolide-Based Analogues Prepared by Asymmetric Synthesis |
|---|---|
| المؤلفون: | Marta Martins, João Anes, Patrick J. Guiry, Cian Kingston, Robert Doran, Séamus Fanning, Joseph Breheny |
| المصدر: | International Journal of Molecular Sciences, Vol 22, Iss 6400, p 6400 (2021) International Journal of Molecular Sciences Volume 22 Issue 12 |
| بيانات النشر: | MDPI AG, 2021. |
| سنة النشر: | 2021 |
| مصطلحات موضوعية: | Methicillin-Resistant Staphylococcus aureus, Antifungal, QH301-705.5, Stereochemistry, medicine.drug_class, asymmetric synthesis, Malyngolide, Microbial Sensitivity Tests, 010402 general chemistry, medicine.disease_cause, 01 natural sciences, Article, Catalysis, Inorganic Chemistry, Tanikolide, Lactones, (−)-malyngolide, (+)-tanikolide, Escherichia coli, medicine, Biology (General), Physical and Theoretical Chemistry, Alkyl side chain, QD1-999, Molecular Biology, Spectroscopy, anti-methicillin-resistant Staphylococcus aureus activity, 010405 organic chemistry, Chemistry, Organic Chemistry, Enantioselective synthesis, General Medicine, Antimicrobial, Methicillin-resistant Staphylococcus aureus, Anti-Bacterial Agents, 0104 chemical sciences, Computer Science Applications, Pyrones, Staphylococcus aureus |
| الوصف: | Herein, we report antibacterial and antifungal evaluation of a series of previously prepared (+)-tanikolide analogues. One analogue, (4S,6S)-4-methyltanikolide, displayed promising anti-methicillin-resistant Staphylococcus aureus activity with a MIC of 12.5 µg/mL. Based on the antimicrobial properties of the structurally related (−)-malyngolide, two further analogues (4S,6S)-4-methylmalyngolide and (4R,6S)-4-methylmalyngolide bearing a shortened n-nonyl alkyl side chain were prepared in the present study using a ZrCl4-catalysed deprotection/cyclisation as the key step in their asymmetric synthesis. When these were tested for activity against anti-methicillin-resistant Staphylococcus aureus, the MIC increased to 50 µg/mL. |
| وصف الملف: | application/pdf |
| تدمد: | 1422-0067 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::756ba95e6fce57d2286ac03fde7de39b https://doi.org/10.3390/ijms22126400 |
| حقوق: | OPEN |
| رقم الأكسشن: | edsair.doi.dedup.....756ba95e6fce57d2286ac03fde7de39b |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 14220067 |
|---|