| Autor: |
Park, Kyoung Jin, Maier, Sarah, Zhang, Chengqian, Dixon, Shelley A. H., Rusch, Douglas B., Pupo, Monica T., Angus, Steven P., Gerdt, Joseph P. |
| Zdroj: |
Journal of Natural Products; August 2023, Vol. 86 Issue: 8 p1968-1979, 12p |
| Abstrakt: |
Six new ravidomycin analogs (1–4, 6, and 7) were isolated from Streptomycessp. Am59 using UV- and LCMS-guided separation based on Global Natural Products Social (GNPS) molecular networking analysis. Furthermore, we isolated fucomycin V (9), which possesses the same chromophore as ravidomycin but features a d-fucopyranose instead of d-ravidosamine. This is the first report of 9as a natural product. Four new analogs (10–13) of 9were also isolated. The structures were elucidated by combined spectroscopic and computational methods. We also found an inconsistency with the published [α]D25of deacetylravidomycin, which is reported to have a (−) sign. Instead, we observed a (+) specific rotation for the reported absolute configuration of deacetylravidomycin (containing d-ravidosamine). We confirmed the positive sign by reisolating deacetylravidomycin from S. ravidusand by deacetylating ravidomycin. Finally, antibacterial, antifungal, and cytotoxicity activities were determined for the compounds. Compared to deacetylravidomycin, the compounds 4–6, 9, 11, and 12exhibited greater antibacterial selectivity. |
| Databáze: |
Supplemental Index |
| Externí odkaz: |
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