Photo-induced scandium-catalyzed biomimetic skeleton conversion of lathyrane to naturally rare eupholathone Euphorbia diterpenes.

Authors :: Xu JB
Wen P
Wang N
Li X
Li JH
De Jonghe S
Schols D
Chen FZ
Gao F
Source :: Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2023 Oct 12; Vol. 59 (82), pp. 12290-12293. Date of Electronic Publication: 2023 Oct 12.
Publication Year :: 2023
Abstract: The naturally scarce eupholathone-type euphornin E (1) was efficiently prepared from abundant lathyrane-type Euphorbia factor L <subscript>1</subscript> via a visible-light-induced Sc(OTf) <subscript>3</subscript> -catalyzed tandem process. Eupholathones 2 and 3 were also smoothly obtained by changing the reaction solvent. This route provides a convenient method for easily constructing scarce eupholathone- from lathyrane-type Euphorbia diterpenes, and confirms the biogenetic relationship between them from a chemical standpoint. Notably, compound 1 exhibited good anti-HIV activity.

Subjects :: Scandium
Biomimetics
Skeleton
Catalysis
Molecular Structure
Euphorbia chemistry
Diterpenes pharmacology
Diterpenes chemistry

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