Asperunguisins A-F, Cytotoxic Asperane Sesterterpenoids from the Endolichenic Fungus Aspergillus unguis.
Yue-Lan LiYun GaoChun-Yu LiuChun-Jing SunZun-Tian ZhaoHong-Xiang LouPublished in: Journal of natural products (2019)
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.
Keyphrases
- cell cycle arrest
- cell death
- dna damage
- high resolution
- pi k akt
- endothelial cells
- oxidative stress
- papillary thyroid
- molecular docking
- magnetic resonance
- solid state
- cell wall
- squamous cell
- signaling pathway
- computed tomography
- magnetic resonance imaging
- single cell
- density functional theory
- squamous cell carcinoma
- dna repair
- mass spectrometry
- dual energy
- lymph node metastasis
- endoplasmic reticulum stress
- pluripotent stem cells