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Asperunguisins A–F, Cytotoxic Asperane Sesterterpenoids from the Endolichenic Fungus Aspergillus unguis

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posted on 21.05.2019, 18:04 by Yue-Lan Li, Yun Gao, Chun-Yu Liu, Chun-Jing Sun, Zun-Tian Zhao, Hong-Xiang Lou
Six new asperane-type sesterterpenoids, asperunguisins A–F (16), 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 (16) 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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