4.7 Article

Cyclic heptapeptides from the soil-derived fungus Clonostachys rosea

Journal

BIOORGANIC & MEDICINAL CHEMISTRY
Volume 27, Issue 17, Pages 3954-3959

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2019.07.025

Keywords

Soil-derived fungus; Clonostachys rosea; Peptides; Cytotoxicity

Funding

  1. Egyptian Government (Ministry of High Education)
  2. DFG [270650915/GRK 2158/1]
  3. Manchot Foundation

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Three new cyclic heptapeptides (1-3) together with three known compounds (4-6) were isolated from a solid rice culture of the soil-derived fungus Clonostachys rosea. Fermentation of the fungus on white beans instead of rice afforded a new gamma-lactam (7) and a known gamma-lactone (8) that were not detected in the former extracts. The structures of the new compounds were elucidated on the basis of 1D and 2D NMR spectra as well as by HRESIMS data. Compounds 1 and 4 exhibited significant cytotoxicity against the L5178Y mouse lymphoma cell line with IC50 values of 4.1 and 0.1 mu M, respectively. Compound 4 also displayed cytotoxicity against the A2780 human ovarian cancer cell line with an IC50 value of 3.5 mu M. The preliminary structure-activity relationships are discussed.

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