Archives of Pharmacal Research

, Volume 41, Issue 1, pp 30–34 | Cite as

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

  • Feng Li
  • Wenqiang Guo
  • Li Wu
  • Tianjiao Zhu
  • Qianqun Gu
  • Dehai Li
  • Qian CheEmail author
Research Article


Three new diketopiperazine derivatives (DKPs), saroclazines A–C (13) along with three known DKPs (46) 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 (13) was tested against HeLa cell lines, among which compound 2 showed an IC50 value of 4.2 µM.


Fungi Mangrove Sarocladium kiliense Cytotoxic activity 



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).

Supplementary material

12272_2017_961_MOESM1_ESM.docx (908 kb)
Supplementary material 1 (DOCX 907 kb)


  1. Daniel HS, Andreas H, Thorsten H, Axel AB, Christian H (2014) Opposed effects of enzymatic gliotoxin N- and S-methylations. J Am Chem Soc 136:11674–11679CrossRefGoogle Scholar
  2. Das S, Saha R, Dar SA, Ramachandran VG (2010) Acremonium species: a review of the etiological agents of emerging hyalohyphomycosis. Mycopathologia 170:361–375CrossRefPubMedGoogle Scholar
  3. 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 68:748–751CrossRefPubMedGoogle Scholar
  4. 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 44:136–139CrossRefPubMedGoogle Scholar
  5. 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 58:1259–1260CrossRefPubMedPubMedCentralGoogle Scholar
  6. Guarro J, Gams W, Pujol I, Gené J (1997) Acremonium species: new emerging fungal opportunists-in vitro antifungal susceptibilities and review. Clin Infect Dis 25:1222–1229CrossRefPubMedGoogle Scholar
  7. Khan Z, Al-Obaid K, Ahmad S, Ghani AA, Joseph L, Chandy R (2011) Acremonium kiliense: reappraisal of its clinical significance. J Clin Microbiol 49:2342–2347CrossRefPubMedPubMedCentralGoogle Scholar
  8. Mosmann T (1983) Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods 65:55–63CrossRefPubMedGoogle Scholar
  9. 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 49:243–256CrossRefPubMedGoogle Scholar
  10. Rambaud M, Grizzi L (1973) Proteolytic enzyme by fermentation. Ger Offen DE 2238282 A1 19730315Google Scholar
  11. 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 56:787–791CrossRefPubMedGoogle Scholar
  12. 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 68:139–162CrossRefPubMedPubMedCentralGoogle Scholar
  13. Usami Y, Aoki S, Hara T, Numata A (2002) New dioxopiperazine metabolites from a Fusarium species separated from a marine alga. J Antibiot 55:655–659CrossRefPubMedGoogle Scholar
  14. Van HS (1972a) Alkaline protease from Acremonium kiliense. Specificity, kinetics, and effect of pH. Eur J Biochem 28:432–437CrossRefGoogle Scholar
  15. Van HS (1972b) Alkaline protease from Acremonium kiliense. The enzyme protein and its properties in solutions of urea and sodium dodecylsulfate. Eur J Biochem 27:436–442CrossRefGoogle Scholar
  16. 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 53:620–623CrossRefPubMedGoogle Scholar
  17. 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 61:363–365CrossRefPubMedGoogle Scholar

Copyright information

© The Pharmaceutical Society of Korea 2017

Authors and Affiliations

  1. 1.Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and PharmacyOcean University of ChinaQingdaoPeople’s Republic of China
  2. 2.Laboratory for Marine Drugs and Bioproducts of Qingdao National Laboratory for Marine Science and TechnologyQingdaoPeople’s Republic of China

Personalised recommendations