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Saroclazines A–C, thio-diketopiperazines from mangrove-derived fungi Sarocladium kiliense HDN11-84

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Abstract

Three new diketopiperazine derivatives (DKPs), saroclazines A–C (1–3) along with three known DKPs (4–6) were isolated from mangrove-derived fungi Sarocladium kiliense HDN11-84. Saroclazines A–B (1 and 2) possessed a free amide structure, which was first found in sulfur-containing aromatic DKPs. Their structures were elucidated by NMR, HRESIMS and X-ray. The cytotoxic activity of new compounds (1–3) was tested against HeLa cell lines, among which compound 2 showed an IC50 value of 4.2 µM.

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  • 06 February 2019

    The author would like to include conflict of interest statement of the online published article. The correct conflict of interest statement should read as.

  • 06 February 2019

    The author would like to include conflict of interest statement of the online published article. The correct conflict of interest statement should read as.

References

  • Daniel HS, Andreas H, Thorsten H, Axel AB, Christian H (2014) Opposed effects of enzymatic gliotoxin N- and S-methylations. J Am Chem Soc 136:11674–11679

    Article  Google Scholar 

  • Das S, Saha R, Dar SA, Ramachandran VG (2010) Acremonium species: a review of the etiological agents of emerging hyalohyphomycosis. Mycopathologia 170:361–375

    Article  PubMed  Google Scholar 

  • Ding Z, Zhang LQ, Fu J, Che Q, Li DH, Gu QQ, Zhu TJ (2015) Phenylpyropenes E and F: new meroterpenes from the marine-derived fungus Penicillium concentricum ZLQ-69. J Antibiot 68:748–751

    Article  CAS  PubMed  Google Scholar 

  • Fernandez-Silva F, Mayayo E, Capilla J, Sutton D, Guarro J (2014a) Combination therapy in the treatment of experimental invasive fungal infection by Sarocladium (Acremonium) kiliense. Int J Antimicrob Agents 44:136–139

    Article  CAS  PubMed  Google Scholar 

  • Fernandez-Silva F, Capilla J, Mayayo E, Sutton D, Guarro J (2014b) In vitro evaluation of antifungal drug combinations against Sarocladium (Acremonium) kiliense, an opportunistic emergent fungus resistant to antifungal therapies. Antimicrob Agents Chemother 58:1259–1260

    Article  PubMed  PubMed Central  Google Scholar 

  • Guarro J, Gams W, Pujol I, Gené J (1997) Acremonium species: new emerging fungal opportunists-in vitro antifungal susceptibilities and review. Clin Infect Dis 25:1222–1229

    Article  CAS  PubMed  Google Scholar 

  • Khan Z, Al-Obaid K, Ahmad S, Ghani AA, Joseph L, Chandy R (2011) Acremonium kiliense: reappraisal of its clinical significance. J Clin Microbiol 49:2342–2347

    Article  PubMed  PubMed Central  Google Scholar 

  • Mosmann T (1983) Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods 65:55–63

    Article  CAS  PubMed  Google Scholar 

  • Perdomo H, Sutton DA, García D, Fothergill AW, Cano J, Gené Summerbell JRC, Rinaldi MG, Guarro J (2011) Spectrum of clinically relevant Acremonium species in the United States. J Clin Microbiol 49:243–256

    Article  CAS  PubMed  Google Scholar 

  • Rambaud M, Grizzi L (1973) Proteolytic enzyme by fermentation. Ger Offen DE 2238282 A1 19730315

  • Sakurai M, Hoshino H, Kohno J, Nishio M, Kishi N, Okuda T, Kawano K, Ohnuki T (2003) TMC-260, a new inhibitor of IL-4 signal transduction produced by Acremonium kiliense Grüetz TC 1703. J Antibiot 56:787–791

    Article  CAS  PubMed  Google Scholar 

  • Summerbell RC, Gueidan C, Schroers HJ, de Hoog GS, Starink M, Rosete YA, Guarro J, Scott JA (2011) Acremonium phylogenetic overview and revision of Gliomastix, Sarocladium, and Trichothecium. Stud Mycol 68:139–162

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Usami Y, Aoki S, Hara T, Numata A (2002) New dioxopiperazine metabolites from a Fusarium species separated from a marine alga. J Antibiot 55:655–659

    Article  CAS  PubMed  Google Scholar 

  • Van HS (1972a) Alkaline protease from Acremonium kiliense. Specificity, kinetics, and effect of pH. Eur J Biochem 28:432–437

    Article  Google Scholar 

  • Van HS (1972b) Alkaline protease from Acremonium kiliense. The enzyme protein and its properties in solutions of urea and sodium dodecylsulfate. Eur J Biochem 27:436–442

    Article  Google Scholar 

  • Wang HF, Chen G, Liu Y, Hua HM, Bai J, Pei YH (2015) 1H and 13C NMR assignments of two new piperazine-trione from the fungus Penicillium crustosum YN-HT-15. Magn Reson Chem 53:620–623

    Article  CAS  PubMed  Google Scholar 

  • Yuan WH, Jiang N, Dong CH, Wei ZW, Wu HK, Chen CF, Zhao YX, Zhou SL, Zhang MM, Zheng WF (2013) Lasiodiplodin analogues from the endophytic fungus Sarocladium kiliense. Chem Pharm Bull 61:363–365

    Article  CAS  PubMed  Google Scholar 

Download references

Acknowledgements

This work was financially supported by the Chinese National Natural Science Fund (21372208 and 21542001), Shandong Provincial Natural Science Fund for Distinguished Young Scholars (JQ201422), NSFC–Shandong Joint Fund for Marine Science Research Centers (U1606402), AoShan Talents Program Supported by Qingdao National Laboratory for Marine Science and Technology (2015ASTP-ES09) and Fundamental Research Funds for the Central Universities (201564026).

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Author notes

  1. Feng Li and Wenqiang Guo have contributed equally to this work.

Authors and Affiliations

  1. Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao, 266003, People’s Republic of China

    Feng Li, Wenqiang Guo, Li Wu, Tianjiao Zhu, Qianqun Gu, Dehai Li & Qian Che

  2. Laboratory for Marine Drugs and Bioproducts of Qingdao National Laboratory for Marine Science and Technology, Qingdao, 266237, People’s Republic of China

    Dehai Li

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  1. Feng Li
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  3. Li Wu
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Correspondence to Qian Che.

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Li, F., Guo, W., Wu, L. et al. Saroclazines A–C, thio-diketopiperazines from mangrove-derived fungi Sarocladium kiliense HDN11-84. Arch. Pharm. Res. 41, 30–34 (2018). https://doi.org/10.1007/s12272-017-0961-7

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