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Eleuthemarins A and B, two new isocoumarin derivatives from the Arctic fungus Eleutheromyces sp. CPCC 401592

Abstract

Two new isocoumarin derivatives, eleuthemarins A (1) and B (2), were isolated from the Arctic fungus Eleutheromyces sp. CPCC 401592. Their structures and absolute configurations were elucidated through spectroscopic methods, quantum chemical calculations of NMR shifts, and calculated electronic circular dichroism. This is the first report for the chemical investigation of the genus Eleutheromyces. Compounds 1 and 2 showed selective cytotoxic activities against H460, A549, and HCT116 cancer cell lines with IC50 values in the range of 24.1–57.3 μM, respectively. Compound 1 displayed weak antibacterial activities.

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References

  1. Cameron KA, Hodson AJ, Osborn AM. Structure and diversity of bacterial, eukaryotic and archaeal communities in glacial cryoconite holes from the Arctic and the Antarctic. FEMS Microbiol Ecol. 2012;82:254–67.

    Article  CAS  PubMed  Google Scholar 

  2. Rampelotto PH. Polar microbiology: recent advances and future perspectives. Biology. 2013;3:81–4.

    Article  Google Scholar 

  3. Liu JT, Lu XL, Liu XY, Gao Y, Hu B, Jiao BH, Zheng H. Bioactive natural products from the Antarctic and Arctic organisms. Mini-Rev Med Chem. 2013;13:617–26.

    Article  PubMed  Google Scholar 

  4. Bratchkova A, Ivanova V. Bioactive metabolites produced by microorganisms collected in Antarctica and the Arctic. Biotechnol Biotec Eq. 2011;25:1–7.

    Article  Google Scholar 

  5. Gu G, Zhang T, Zhao J, Zhao W, Tang Y, Wang L, Cen S, Yu L, Zhang D. New dimeric chromanone derivatives from the mutant strains of Penicillium oxalicum and their bioactivities. RSC Adv. 2022;12:22377–84.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  6. Smith SG, Goodman JM. Assigning the stereochemistry of pairs of diastereoisomers using GIAO NMR shift calculation. J Org Chem. 2009;74:4597–607.

    Article  CAS  PubMed  Google Scholar 

  7. Lodewyk MW, Siebert MR, Tantillo DJ. Computational prediction of 1H and 13C chemical shifts: a useful tool for natural product, mechanistic, and synthetic organic chemistry. Chem Rew. 2012;112:1839–62.

    Article  CAS  Google Scholar 

  8. Grimblat N, Zanardi MM, Sarotti AM. Beyond DP4: an improved probability for the stereochemical assignment of isomeric compounds using quantum chemical calculations of NMR shifts. J Org Chem. 2015;80:12526–34.

    Article  CAS  PubMed  Google Scholar 

  9. Gu G, Cai G, Wang Y, Li L, Bai J, Zhang T, Cen S, Zhang D, Yu L. Daldispones A and B, two new cyclopentenones from Daldinia sp. CPCC 400770. J Antibiot. 2021;74:215–8.

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The work was financially supported by the National Natural Science Foundation of China (82073744), CAMS Innovation Fund for Medical Sciences (2021-I2M-1-055), and the National Microbial Resource Center (No. NMRC-2022-3).

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Correspondence to Liyan Yu or Dewu Zhang.

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Tang, Y., Hu, J., Guo, Z. et al. Eleuthemarins A and B, two new isocoumarin derivatives from the Arctic fungus Eleutheromyces sp. CPCC 401592. J Antibiot 76, 728–730 (2023). https://doi.org/10.1038/s41429-023-00667-2

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