Abstract
A norditerpenoid k4610422 (1), an inhibitor of testosterone-5α-reductase originally discovered from a mesophilic rare actinomycete of the genus Streptosporangium, was isolated from the culture extract of a thermophilic actinomycete Actinomadura sp. The complete 1H and 13C NMR assignment and absolute configuration of 1 were addressed by spectroscopic measurements including NOESY and CD spectra coupled with ECD calculation, which allowed to establish the (5 R,9 S,10 R,13 S)-configuration. Compound 1 was moderately cytotoxic against P388 murine leukemia cells with IC50 30 μM.
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Acknowledgements
We thank Drs K. Monde and T. Taniguchi at Hokkaido University for theoretical ECD calculation and Drs Y Hikichi and A. Kanda at Kochi University for providing R. solanacearum SUPP1541. P388 cells were obtained from JCRB Cell Bank under an accession code JCRB0017 (Lot. 06252002). This research was supported by JSPS KAKENHI grant no. JP16K07719 to Y.I.
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Akiyama, H., Oku, N., Harunari, E. et al. Complete NMR assignment and absolute configuration of k4610422, a norditerpenoid inhibitor of testosterone-5α-reductase originally from Streptosporangium: rediscovery from a thermophilic Actinomadura. J Antibiot 73, 60–65 (2020). https://doi.org/10.1038/s41429-019-0231-7
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DOI: https://doi.org/10.1038/s41429-019-0231-7