Abstract
Geninthiocin is a thiopeptide with 35-membered macrocyclic core moiety. It has potent anti-Gram-positive (G+) bacteria activity. Herein, we reported two new congeners (2-3) of geninthiocin (geninthiocin A, 1) from Streptomyces sp. CPCC 200267, and designated them as geninthiocins C and D, whose structures were determined by NMR. Geninthiocins A, C and D had the same 35-membered macrocyclic core moiety, but possessed a -Dha-Dha-NH2, -Dha-Ala-NH2, and -NH2 tail, respectively. Besides, the Ala residue in geninthiocin C was determined as l- configuration by C3 Marfey’s method. In vitro assays indicated that geninthiocins C-D showed no antibacterial activity, in contrast to the potent anti-G+ bacteria activity displayed by geninthiocin A. Therefore, the -Dha-Dha-NH2 tail of geninthiocin A played an important role in its potent activity against G+ bacteria.
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Acknowledgements
We gratefully acknowledge Nuclear Magnetic Resonance Center (Institute of Materia Medica, CAMS & PUMC) and Analytical Center of Drugs (Institute of Medicinal Biotechnology, CAMS & PUMC) for the NMR and MS analyses. This work was supported by CAMS Initiative for Innovative Medicine (CAMS-I2M-3-012) and National Infrastructure of Microbial Resources (No. NIMR-2018-3).
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Li, S., Hu, X., Li, L. et al. Geninthiocins C and D from Streptomyces as 35-membered macrocyclic thiopeptides with modified tail moiety. J Antibiot 72, 106–110 (2019). https://doi.org/10.1038/s41429-018-0127-y
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DOI: https://doi.org/10.1038/s41429-018-0127-y
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