Abstract
Three new metabolites (2–4), together with one known compound, GTRI-02, (1) were isolated from a fermentation broth of Streptomyces violaceoruber derived from Equus burchelli feces. The structures of the new compounds 2–4 were established using comprehensive NMR spectroscopic data analysis as well as UV, IR and MS data. The anti-inflammatory activity of compounds 1–4 was tested by examining their ability to inhibit nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW 264.7 macrophage cells. Compound 2 showed a moderate inhibition of NO production with IC50 value of 51.2 μm.
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References
Savage, D. C. Microbial ecology of the gastrointestinal tract. Annu. Rev. Microbiol. 31, 107–133 (1977).
Jiang, Y. et al. Diversity and bioactivity of cultivable animal fecal actinobacteria. Adv. Microbiol. 3, 1–13 (2013).
Jiang, Y. et al. Diversity of cultivable actinomycetes in 6 species of herbivore feces. Int. J. Microbiol. Res. 2, 110–117 (2013).
Chen, X. et al. Enteractinococcus lamae sp. nov. and Enteractinococcus viverrae sp. nov., isolated from animal faeces. Antonie Van Leeuwenhoek 108, 1477–1483 (2015).
Chen, X. et al. Corynebacterium faecale sp. nov. isolated from the faeces of Assamese macaque. Int. J. Syst. Evol. Microbiol. 66, 2478–2483 (2016).
Zhang, J. et al. Violapyrones A–G, α-pyrone derivatives from Streptomyces violascens isolated from Hylobates hoolock feces. J. Nat. Prod. 76, 2126–2130 (2013).
Ding, N. et al. Bafilomycins and odoriferous sesquiterpenoids from Streptomyces albolongus isolated from Elephas maximus feces. J. Nat. Prod. 79, 799–805 (2016).
Yeo, W. H. et al. GTRI-02, a new lipid peroxidation inhibitor from Micromonospora sp. SA246. J. Antibiot. 51, 952–953 (1998).
Abdalla, M. A. et al. Khatmiamycin, a motility inhibitor and zoosporicide against the grapevine downy mildew pathogen Plasmopara viticola from Streptomyces sp. ANK313. J. Antibiot. 64, 655–659 (2011).
Maskey, R. P. et al. Juglomycins G-J: isolation from streptomycetes and structure elucidation. Z. Naturforsch. B 60, 183–188 (2005).
Husain, S. M., Schätzle, M. A., Rör, C., Lüdeke, S. & Müller, M. Biomimetic asymmetric synthesis of (R-GTRI-02 and (3 S, 4 R-3,4-dihydroxy-3,4-dihydronaphthalen-1(2H-ones. Org. Lett. 14, 3600–3603 (2012).
Ozaki, T., Nishiyama, M. & Kuzuyama, T. Novel tryptophan metabolism by a potential gene cluster that is widely distributed among actinomycetes. J. Biol. Chem. 288, 9946–9956 (2013).
Bari, L. D., Pescitelli, G., Pratelli, C., Pini, D. & Salvadori, P. Determination of absolute configuration of acyclic 1,2-diols with Mo2(OAc)4. 1. Snatzke’s method revisited. J. Org. Chem. 66, 4819–4825 (2001).
Zhang, H., Xiao, X., Conte, M. M., Khalil, Z. & Capon, R. J. Spiralisones A–D: acylphloroglucinol hemiketals from an Australian marine brown alga Zonaria spiralis. Org. Biomol. Chem. 10, 9671–9676 (2012).
Liu, F. et al. Phloroglucinol derivatives with protein tyrosine phosphatase 1B inhibitory activities from Eugenia jambolana seeds. J. Nat. Prod. 80, 544–550 (2017).
Wu, Q. et al. Varioxiranols A–G and 19-O-methyl-22-methoxypre-shamixanthone, PKS and hybrid PKS-derived metabolites from a sponge-associated Emericella variecolor fungus. J. Nat. Prod. 78, 2461–2470 (2015).
Jarvis, B. B., Wang, S. & Ammon, H. L. Trichoverroid stereoisomers. J. Nat. Prod. 59, 254–261 (1996).
Du, L., Zhu, T., Fang, Y., Gu, Q. & Zhu, W. Unusual C25 steroid isomers with bicyclo[4.4.1] A/B rings from a volcano ash-derived fungus Penicillium citrinum. J. Nat. Prod. 71, 1343–1351 (2008).
Ma, Q. et al. Structures and biological activities of the triterpenoids and sesquiterpenoids from Alisma orientale. Phytochemistry 131, 150–157 (2016).
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This work was funded by National Natural Science Foundation of China (Nos 81573327 and 31460005), Basic Scientific Research Fund of Northeastern University, China (No N142002001).
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Ma, J., Lei, H., Chen, X. et al. New anti-inflammatory metabolites produced by Streptomyces violaceoruber isolated from Equus burchelli feces. J Antibiot 70, 991–994 (2017). https://doi.org/10.1038/ja.2017.75
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DOI: https://doi.org/10.1038/ja.2017.75
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