Cyclic and Linear Thiopeptides from Soil-Derived Streptomyces sp.CPCC 203702 with Antiviral and Anti

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A new cyclic thiopeptide,berninamycin F (3),three new linear thiopeptides,berninamycins G—I (4-6),and two known berninamycin derivatives,berninamycins C and D (1 and 2) were isolated from Streptomyces sp.CPCC 203702.Their structures were elucidated through HRESIMS and one-and two-dimensional NMR data,and the absolute configurations were assigned using Marfey\'s method.Compounds 4-6 are the first examples of linear berninamycin analogs.Notably,compound 4 is the first example of linear thiopep-tide with a 1-(oxazol-2-yl)ethan-1-one group,compound 6 is the first linear thiopeptide derivative with methylated oxoacetate moie-ty.Compounds 1-6 exhibited excellent anti-Zika virus activities with IC50 values in the range of 4.4-10.5 μmol/L,which were supe-rior to that of the positive control ribavirin (IC50 =49.2 μmol/L).Compounds 1 and 3 showed strong anti-influenza A virus activities with the ICs0 values of 15.6 and 3.2 μmol/L,respectively.Compound 1 exhibited good antibacterial activities against methicil-lin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus spp.pathogens.
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