Asperunguisins A–F, Cytotoxic Asperane Sesterterpenoids from the Endolichenic Fungus Aspergillus unguis
Journal of Natural Products(2019)
Abstract
Six new asperane-type sesterterpenoids, asperunguisins A–F (1–6), were isolated from the endolichenic fungus Aspergillus unguis, together with a known analogue, aspergilloxide (7); these are rare asperane-type sesterterpenoids, characterized by a unique hydroxylated 7/6/6/5 tetracyclic system. The structures of asperunguisins A–F (1–6) were elucidated on the basis of spectroscopic methods (NMR and HRESIMS), X-ray single-crystal diffraction analysis, ECD calculations, and biogenetic considerations. Asperunguisin C (3) showed cytotoxicity against the human cancer cell line A549 with an IC50 value of 6.2 μM. Further investigation revealed that the observed cell death was a result of G0/G1 cell cycle arrest via DNA damage followed by cellular apoptosis.
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Key words
cytotoxic asperane sesterterpenoids,endolichenic fungus
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