Antiproliferative activity of arborescidine alkaloids and derivatives

A Catalytic Diastereoselective Formal [5+2] Cycloaddition Approach to Azepino[1,2‐a]indoles: Putative Donor–Acceptor Cyclobutanes as Reactive Intermediates

“…Indolocarbazole 6 is a potent D1/CDK4 inhibitor and an antiproliferative agent in HCT‐116 and NCI‐460 cell lines 5. Other interesting azepino[1,2‐ a ]indoles have also been shown to be competent melatonin receptor agonists6 and anti‐parasitic agents 7…”

Direct Access to (±)‐10‐Desbromoarborescidine A from Tryptamine and Pentane‐1,5‐diol

“…Indoloquinolizidines and harmicines featuring a tetracyclic core structure constitute an important part of the attractive indole alkaloids family . Owing to their structural diversity, these compounds display broad biological activities including opioid agonistic, blood pressure lowering and antitumoral activities . Isolated in 1966, (±)‐10‐desbromoarborescidine A represents the simplest indoloquinolizidine alkaloid .…”

A Catalytic Diastereoselective Formal [5+2] Cycloaddition Approach to Azepino[1,2‐a]indoles: Putative Donor–Acceptor Cyclobutanes as Reactive Intermediates

“…[5] Other interesting azepino[1,2-a]indoles have also been shown to be competent melatonin receptor agonists [6] and anti-parasitic agents. [7] Approaches to this framework have relied on olefin metatheses, [8] hetero-[5+2] cycloadditions, [9] radical cyclizations, [10] or transition-metal-catalyzed intramolecular cyclization cascades. [11] Unfortunately, these methods have limitations, which include high catalyst loadings, low functional group tolerance, and/or multiple steps to generate the necessary precursors.…”