01955nas a2200145 4500008004100000245007300041210006900114300001200183490000700195520130500202653012601507100003601633700003301669856010701702 2020 eng d00aIndole-based subincanadine alkaloids and their biogenetic congeners 0 aIndolebased subincanadine alkaloids and their biogenetic congene a187-2230 v833 a

The tryptamine-derived polycyclic bridged bioactive indole alkaloids subincanadines A-G were isolated in 2002 by Ohsaki and coworkers from the bark of the Brazilian medicinal plant Aspidosperma subincanum. Kobayashi proposed that subincanadines D-F could be biosynthetically resulting from stemmadenine via two different pathways and, furthermore, that the subincanadines A-C could be biogenetically resulting from subincanadines D and E. Kam and coworkers, in their focused efforts, isolated five indole alkaloids from Malaysian Kopsia arborea species, namely valparicine, apparicine, arboridinine, arborisidine, and arbornamine in combination with subincanadine E. On the basis of structural features, it has been proposed and proved in some examples that subincanadine E is a biogenetic precursor of these five different bioactive indole alkaloids bearing complex structural architectures. All important information on isolation, characterization, bioactivity, probable biogenetic pathways, and more specifically racemic and enantioselective total synthesis of subincanadine alkaloids and their biogenetic congeners are summarized in the present chapter. Special importance is given to the total synthesis and the synthetic strategies intended therein, comprising a set of main reactions.

10aAspidosperma subincanum species; Bioactive indole alkaloids; Biogenesis; Congeners; Subincanadines A–G; Total syntheses1 aKalshetti, Manojkumar, Gulabrao1 aArgade, Narshinha, Panditrao uhttps://library.ncl.res.in/content/indole-based-subincanadine-alkaloids-and-their-biogenetic-congeners