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| Format: | Artículo científico |
| Sprache: | en |
| Veröffentlicht: |
Chinese journal of natural medicines
2024
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| Online-Zugang: | https://pubmed.ncbi.nlm.nih.gov/39510635/ |
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Inhaltsangabe:
- The biologically and ecologically important natural products from the Chinese sea hare Bursatella leachii: structures, stereochemistry and beyond. Zhang, Xinyuan Su, Mingzhi Zhu, Mingxin Chen, Sha Gao, Zhen Guo, Yuewei Li, Xuwen Animals Anti-Bacterial Agents Molecular Structure Biological Products Microbial Sensitivity Tests Stereoisomerism Listeria monocytogenes Vibrio cholerae China Alkaloids A novel amide alkaloid, bursatamide A (1), featuring an unprecedented propyl-hexahydronaphthalene carbon framework, was isolated from the infrequently studied sea hare Bursatella leachi, alongside a new 3-phenoxypropanenitrile alkaloid, bursatellin B (2), and twelve known compounds. The structures of 1 and 2 were elucidated through comprehensive spectroscopic data analyses, while their relative and absolute configurations (ACs) were established through total synthesis and a series of quantum chemical calculations, including calculated electronic circular dichroism (ECD) spectra, optical rotatory dispersion (ORD) methods, and DP4+ probability analyses. Bursatamide A (1) demonstrated inhibitory effects against the human pathogenic bacteria Listeria monocytogenes and Vibrio cholerae. Erythro-bursatellin B (21), a diastereoisomer of 2, exhibited notable antibacterial activity against the fish pathogenic bacterium Streptococcus parauberis FP KSP28, with an MIC value of 0.0472 μg·mL.