4.5 Article

Convenient Synthesis of Ellagic Acid from Methyl Gallate and SARS-CoV-2 3CLpro Antiviral Activity

Journal

SYNTHESIS-STUTTGART
Volume 55, Issue 4, Pages 657-662

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/a-1941-1437

Keywords

ellagic acid; gallic acid; polyphenols; reductive coupling; ketals

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Researchers have successfully synthesized ellagic acid from methyl gallate through a five-step synthetic route with a 38% overall yield. The synthesis involves ketal protection, regioselective bromination, bis-lactonization, C-C bond formation between the aromatic rings of the galloyl groups, and ketal deprotection. Ellagic acid exhibits slight inhibitory activity against SARS-CoV-2 3CLpro.
A practical synthesis of ellagic acid has been achieved from methyl gallate by a proposed synthetic route of five steps, consisting of ketal protection, regioselective bromination, bis-lactonization, C-C bond formation between the aromatic rings of the galloyl groups, and ketal deprotection, in 38% overall yield. Ellagic acid showed a slight inhibitory activity against SARS-CoV-2 3CLpro.

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