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

Navarro, F.; Hamri, S.; Reches, R.; Viñas, M.; Jahani, D.; Ginard, J.; Vilardell, J.; Abián, O.; Pujol, M. D.

Navarro, F.; Hamri, S.; Reches, R.; Viñas, M.; Jahani, D.; Ginard, J.; Vilardell, J.; Abián, O.; Pujol, M. D..

Synthesis (Germany) ; 55(4):657-662, 2023.

Article in English | Scopus | ID: covidwho-2243694

ABSTRACT

ABSTRACT

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. © 2022. Thieme. All rights reserved.

Keywords

Coronavirus; Antiviral activities; C-C bond formation; Gallate esters; Gallic acids; Lactonization; Methyl gallate; Oxidative couplings; Polyphenols; Regioselective bromination; Synthetic routes; Regioselectivity; ellagic acid; gallic acid; ketals; reductive coupling

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Full text: Available Collection: Databases of international organizations Database: Scopus Language: English Journal: Synthesis (Germany) Year: 2023 Document Type: Article

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Full text: Available Collection: Databases of international organizations Database: Scopus Language: English Journal: Synthesis (Germany) Year: 2023 Document Type: Article