Scott Campit - Naphthablins B and C, Meroterpenoids Identified from the Marine Sediment-Derived Streptomyces sp. CP26-58 Using HeLa Cell-Based Cytological Profiling

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      Martucci, Hana, Campit, Scott E., Gee, Stephanie R., Bray, Walter   M., Gokey, Trevor, Cada, A. King, Yen, Ten-Yang, Minoura,   Katsuhiko, Guliaev, Anton B., Lokey, R. Scott, Amagata, Taro   Journal of Natural Products 2017  80 (3) 684-691

      Abstract: HeLa cell-based cytological profiling   (CP) was applied to an extract library of marine sediment-derived   actinomycetes to discover new cytotoxic secondary metabolites.   Among the hit strains, Streptomyces sp. CP26-58 was selected for   further investigation to identify its cytotoxic metabolites. CP   revealed that the known ionophore tetronasin (1) was responsible   for the cytotoxic effect found in the extract. Furthermore, three   naphthoquinone meroterpenoids, naphthablin A (2) and two new   derivatives designated as naphthablins B (3) and C (4), were   isolated from other cytotoxic fractions. The structures of the   new compounds were elucidated based on analysis of their HRESIMS   and comprehensive NMR data. The absolute configurations of the   new compounds were deduced by simulating ECD spectra and   calculating potential energies for the model compounds using   density function theory (DFT) calculations. Compound 1 showed a   significant cytotoxic effect against HeLa cells with an IC50   value of 0.23 μM, and CP successfully clustered 1 with calcium   ionophores.

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