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Chemical syntheses of the salvinorin chemotype of KOR agonist

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Abstract

Covering: 2000 to 2020

The hallucinogenic diterpene salvinorin A potently and selectively agonizes the human kappa-opioid receptor (KOR). Its unique attributes-lack of a basic nitrogen, rapid brain penetrance, short half-life-combined with the potential of KOR as an emerging target for analgesics have stimulated extensive medicinal chemistry based on semi-synthesis from extracts of Salvia divinorum. Total synthesis efforts have delivered multiple, orthogonal routes to salvinorin A, its congeners and related analogs with the goal of optimizing its activity towards multiple functional endpoints. Here we review total syntheses of the salvinorin chemotype and discuss outstanding problems that synthesis can address in the future.

Graphical abstract: Chemical syntheses of the salvinorin chemotype of KOR agonist

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Article information


Submitted
27 May 2020
First published
18 Aug 2020

Nat. Prod. Rep., 2020, Advance Article
Article type
Review Article

Chemical syntheses of the salvinorin chemotype of KOR agonist

S. J. Hill, A. U. C. M. Brion and R. A. Shenvi, Nat. Prod. Rep., 2020, Advance Article , DOI: 10.1039/D0NP00028K

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