1 research outputs found
Structure–Activity Relationships in 1,4-Benzodioxan-Related Compounds. 11. Reversed Enantioselectivity of 1,4-Dioxane Derivatives in α<sub>1</sub>‑Adrenergic and 5‑HT<sub>1A</sub> Receptor Binding Sites Recognition
No full text5-HT<sub>1A</sub> receptor and α<sub>1</sub>-adrenoreceptor
(α<sub>1</sub>-AR) binding sites recognized by the 1,4-dioxanes <b>2</b>–<b>4</b> display reversed stereochemical requirements.
(<i>S</i>)-<b>2</b> proved to be a potent 5-HT<sub>1A</sub> receptor agonist highly selective over α<sub>1</sub>-AR subtypes. Chirality influenced the anticancer activity of <b>3</b> and <b>4</b> in human prostate cancer cells (PC-3):
(<i>R</i>)-<b>4</b>, eutomer at the α<sub>1d</sub>-AR subtype, was the most potent. The decreased effect of <b>4</b> and (<i>R</i>)-<b>4</b> in α<sub>1d</sub>-AR
silenced PC-3 cells confirmed that their anticancer activity was α<sub>1d</sub>-AR-dependent
