Ovataline: A Polyketide Isolated from the Benthic Dinoflagellate Ostreopsis cf. ovata with 5α-Reductase Inhibitory Activity in RWPE-1 Prostatic Cells.
Sangbum LeeSeung Joo MoonYeong Du YooByung Su HwangEun Ju JeongJung-Rae RhoPublished in: Organic letters (2022)
Ovataline ( 1 ), which is a polar metabolite containing a hexahydroquinoline moiety, was isolated from cultures of the marine dinoflagellate Ostreopsis cf. ovata . 1 was characterized as a zwitterionic compound with hexahydroquinoline and tetrahydropyran rings. The configurations of the chiral centers in 1 were established using ROESY correlations, J- based configurational and Mosher reaction analyses, and density functional theory calculations. 1 exhibited a 78% (1 μM) inhibition of type II 5α-reductase in testosterone propionate-induced RWPE-1 human prostatic cells.
Keyphrases
- density functional theory
- induced apoptosis
- cell cycle arrest
- molecular dynamics
- cystic fibrosis
- endothelial cells
- signaling pathway
- oxidative stress
- benign prostatic hyperplasia
- cell death
- prostate cancer
- ionic liquid
- molecular dynamics simulations
- diabetic rats
- mass spectrometry
- pi k akt
- capillary electrophoresis