Two new nor-sesquiterpenoids from Fusarium tricinctum, an endophytic fungus isolated from Ligusticum chuanxiong

Abstract As part of our search for compounds with cytotoxicity from endophytes of traditional Chinese medicines, two novel nor-sesquiterpenoids (1–2) with a new skeleton containing a tetrahydrofuran moiety were isolated form a rice medium of Fusarium tricinctum, an endophytic fungus isolated from the root of Ligusticum chuanxiong. The structures of these two previously undescribed compounds were elucidated by interpretation of the spectroscopic evidences including NMR correlations as well as MS data. The absolute configurations of these two compounds were confirmed by TD-DFT-ECD calculations. An MTT assay indicated that compound 1 exhibited moderate cytotoxic activity against MV4-11 with an IC50 value of 22.29 μM. Graphical Abstract

[1]  J. Qiu,et al.  Fusarium Toxins in Chinese Wheat since the 1980s , 2019, Toxins.

[2]  Yucheng Gu,et al.  Two new sesquiterpenes produced by the endophytic fungus Aspergillus fumigatus from Ligusticum wallichii , 2018, Journal of Asian natural products research.

[3]  Yucheng Gu,et al.  Sesquiterpenes Isolated from Aspergillus fumigatus, an Endophytic Fungus from Ligusticum wallichii , 2018, Natural Product Communications.

[4]  Chen Zhang,et al.  A systematic review on the rhizome of Ligusticum chuanxiong Hort. (Chuanxiong). , 2018, Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.

[5]  P. Proksch,et al.  OSMAC approach leads to new fusarielin metabolites from Fusarium tricinctum , 2017, The Journal of Antibiotics.

[6]  A. Cimmino,et al.  Phytotoxic activity against Bromus tectorum for secondary metabolites of a seed-pathogenic Fusarium strain belonging to the F. tricinctum species complex , 2017, Natural product research.

[7]  T. Mohr,et al.  The naturally born fusariotoxin enniatin B and sorafenib exert synergistic activity against cervical cancer in vitro and in vivo. , 2015, Biochemical pharmacology.

[8]  Chayma Bouaziz,et al.  The in vitro effects of zearalenone and T-2 toxins on Vero cells. , 2013, Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie.

[9]  B. Bashyal,et al.  Tricinonoic acid and tricindiol, two new irregular sesquiterpenes from an endophytic strain of Fusarium tricinctum , 2010, Natural product research.

[10]  Arantxa Encinas,et al.  Chemistry and Biology of Mycotoxins and Related Fungal Metabolites , 2009 .

[11]  S. Bräse,et al.  Chemistry and biology of mycotoxins and related fungal metabolites. , 2009, Chemical reviews.

[12]  J. Scott,et al.  Communiols A-D: new mono- and bis-tetrahydrofuran derivatives from the coprophilous fungus Podospora communis , 2004 .

[13]  W. Abraham,et al.  Rearranged tetrahydrofurans from Chaetomium cochlioides , 1992 .