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  • Title: N,C-Coupled naphthylisoquinoline alkaloids: a versatile new class of axially chiral natural products.
    Author: Tajuddeen N, Bringmann G.
    Journal: Nat Prod Rep; 2021 Dec 15; 38(12):2154-2186. PubMed ID: 34212956.
    Abstract:
    Covering: up to April 2021During the past decades, a plethora of natural products with restricted rotation about a biaryl axis have been discovered, among them the naphthylisoquinoline (NIQ) alkaloids, mostly C,C-coupled and having remarkable bioactivities. Within this fascinating class of naturally occurring biaryl compounds, NIQ alkaloids bearing an N,C-heterobiaryl axis have attracted particular attention. They are structurally and biosynthetically unprecedented, with interesting stereochemical implications and biological activities. In contrast to existing articles and reviews about axially chiral - yet C,C-coupled - natural products, this is the first, comprehensive review on the new subclass of N,C-coupled NIQs, their isolation and structural elucidation, their N,C-axial chirality, their biosynthetic origin, their promising antiparasitic and antileukemic activities, and their total synthesis.
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