Asperindoles A⁻D and a p-Terphenyl Derivative from the Ascidian-Derived Fungus Aspergillus sp. KMM 4676.
Elena V IvanetsAnton N YurchenkoOlga F SmetaninaAnton B RasinOlesya I ZhuravlevaMikhail V PivkinRoman S PopovGunhild von AmsbergShamil Sh AfiyatullovSergey A DyshlovoyPublished in: Marine drugs (2018)
Four new indole-diterpene alkaloids asperindoles A⁻D (1⁻4) and the known p-terphenyl derivative 3″-hydroxyterphenyllin (5) were isolated from the marine-derived strain of the fungus Aspergillus sp., associated with an unidentified colonial ascidian. The structures of 1⁻5 were established by 2D NMR and HRESIMS data. The absolute configurations of all stereocenters of 1⁻4 were determined by the combination of ROESY data, coupling constants analysis, and biogenetic considerations. Asperindoles C and D contain a 2-hydroxyisobutyric acid (2-HIBA) residue, rarely found in natural compounds. Asperindole A exhibits cytotoxic activity against hormone therapy-resistant PC-3 and 22Rv1, as well as hormone therapy-sensitive human prostate cancer cells, and induces apoptosis in these cells at low-micromolar concentrations.
Keyphrases
- electronic health record
- endothelial cells
- induced apoptosis
- high resolution
- magnetic resonance
- cell cycle arrest
- stem cells
- water soluble
- endoplasmic reticulum stress
- room temperature
- induced pluripotent stem cells
- pluripotent stem cells
- pi k akt
- mesenchymal stem cells
- amino acid
- smoking cessation
- transition metal