Abstract
In the course of screening for new antimicrobial compounds, a new antibiotic substance named saccharobipyrimicin was isolated from the leaf-litter actinomycete Saccharothrix sp. MM696L-181F4. The structure of saccharobipyrimicin was elucidated by various spectral methods, mainly single-crystal X-ray analysis and chemical degradation. It revealed that saccharobipyrimicin contained a 2,2′-bipyridine skeletal structure. Saccharobipyrimicin showed moderate and broad-spectrum antimicrobial activity. Two chemical derivatives of saccharobipyrimicin showed weaker antimicrobial activities than that of saccharobipyrimicin against most test microorganisms except two tolC mutants of Escherichia coli and Neisseria gonorrhoeae.
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References
United States Centers for Disease Control and Prevention. Antibiotic resistance threats in the United States 2019. United States Centers for Disease Control and Prevention; 2019. https://wwwn.cdc.gov/pubs/CDCInfoOnDemand.aspx?PubID=300754.
Hiramatsu K, et al. Methicillin-resistant Staphylococcus aureus clinical strain with reduced vancomycin susceptibility. J Antimicrob Chemother. 1997;40:135–6.
Funk A, Divekar PV. Caerulomycin, a new antibiotic from Streptomyces caeruleus Baldacci. I. Production, isolation, assay, and biological properties. Can J Microbiol. 1959;5:317–21.
Mclnnes AG, Smith DG, Wright JLC, Vining LC. Caerulomycins B and C, new 2,2′-dipyridyl derivatives from Streptomyces caeruleus. Can J Chem. 1977;55:4159–65.
Fu P, et al. Cytotoxic bipyridines from the marine-derived actinomycete Actinoalloteichus cyanogriseus WH1-2216-6. J Nat Prod. 2011;74:1751–56.
Shindo K, Yamagishi Y, Okada Y, Kawai H. Collismycins A and B, novel non-steroidal inhibitors of dexamethasone-glucocorticoid receptor binding. J Antibiot. 1994;47:1072–74.
Izuta S, et al. Dipyrimicin A and B, microbial compounds isolated from Amycolatopsis sp. K16-0194. J Anntibiot. 2018;71:535–37.
Hori M, Naito K, Sakata N, Uehara Y, Umezawa H. Inhibition of DNA replication and membrane transport of some nutrients by clazamycin in Escherichia coli. J Antibiot. 1984;37:260–6.
Singer M, et al. A collection of strains containing genetically linked alternating antibiotic resistance elements for genetic mapping of Escherichia coli. Microbiol Rev. 1989;53:1–24.
Zgurskaya HI, Krishnamoorthy G, Ntreh A, Lu S. Mechanism and function of the outer membrane channel TolC in multidrug resistance and physiology of enterobacteria. Front Microbiol. 2011. https://doi.org/10.3389/fmicb.2011.00189.
Nakayama S, et al. New ceftriaxone- and multidrug-resistant Neisseria gonorrhoeae strain with a novel mosaic penA gene isolated in Japan. Antimicrob Agents Chemother. 2016;60:4339–41.
Folster JP, et al. MtrR modulates rpoH expression and levels of antimicrobial resistance in Neisseria gonorrhoeae. J Bacteriol. 2009;191:287–97.
Johnson PJ, Shafer WM. The transcriptional repressor, MtrR, of the mtrCDE efflux pump operon of Neisseria gonorrhoeae can also serve as an activator of “off target” gene (glnE) expression. Antibiotics. 2015;4:188–97.
Hoffmann KM, Williams D, Shafer WM, Brennan RG. Characterization of the multiple transferable resistance repressor, MtrR, from Neisseria gonorrhoeae. J Bacteriol. 2005;187:5008–12.
Lee EH, Rouquette-Loughlin C, Folster JP, Shafer WM. FarR regulates the farAB-encoded efflux pump of Neisseria gonorrhoeae via an MtrR regulatory mechanism. J Bacteriol. 2003;185:7145–52.
Acknowledgements
We thank Y. Kubota, Y. Takahashi, and Y. Shibuya for providing technical assistance. We thank the National Bioresource Project: E. coli, and the National Institute of Genetics, Japan, for providing the E. coli tolC (efflux-deficient) strain CAG12184. We thank Dr. Ohnishi for providing the N. gonorrhoeae mtrR promoter mutated (drug-resistant) strain FC428. We thank Renee Mosi, Ph.D., from Edanz Group (https://en-author-services.edanzgroup.com/ac) for editing a draft of this paper.
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Takehana, Y., Muramatsu, H., Umekita, M. et al. Saccharobipyrimicin, a new antibiotic from the leaf-litter actinomycete Saccharothrix sp. MM696L-181F4. J Antibiot 74, 470–473 (2021). https://doi.org/10.1038/s41429-021-00418-1
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DOI: https://doi.org/10.1038/s41429-021-00418-1