51. Asperunguisins A-F, Cytotoxic Asperane Sesterterpenoids from the Endolichenic Fungus Aspergillus unguis.
- Author
-
Li YL, Gao Y, Liu CY, Sun CJ, Zhao ZT, and Lou HX
- Subjects
- A549 Cells chemistry, Antineoplastic Agents chemistry, Crystallography, X-Ray, Humans, Magnetic Resonance Spectroscopy, Molecular Structure, Sesterterpenes isolation & purification, A549 Cells drug effects, Antineoplastic Agents pharmacology, Aspergillus chemistry, Fungi chemistry, Sesterterpenes chemistry, Sesterterpenes pharmacology
- 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 IC
50 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.- Published
- 2019
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