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Article Abstract

A concise synthesis of the 1,4-diarylbutanoid-phenethylamine alkaloids, schwarzinicines A () and B (), recently isolated from , is reported. Key steps include a Claisen condensation to assemble the 1,4-diaryl-2-butanone intermediate, followed by a reductive amination to furnish the core skeleton of the target compounds. The overall synthetic yields of and were 9.1% and 3.5%, respectively. Synthetic (-)-, (+)- and (±)- exhibited comparable vasorelaxation as natural schwarzinicine A on rat isolated aortic rings, suggesting that the observed vasorelaxant effects were not influenced by the chirality at C-2.

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http://dx.doi.org/10.1080/14786419.2021.1903005DOI Listing

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