Menadione: a platform and a target to valuable compounds synthesis

Acácio S de Souza; Ruan Carlos B Ribeiro; Dora C S Costa; Fernanda P Pauli; David R Pinho; Matheus G de Moraes; Fernando de C da Silva; Luana da S M Forezi; Vitor F Ferreira

doi:10.3762/bjoc.18.43

Menadione: a platform and a target to valuable compounds synthesis

Beilstein J Org Chem. 2022 Apr 11:18:381-419. doi: 10.3762/bjoc.18.43. eCollection 2022.

Authors

Acácio S de Souza¹, Ruan Carlos B Ribeiro¹, Dora C S Costa², Fernanda P Pauli³, David R Pinho³, Matheus G de Moraes³, Fernando de C da Silva³, Luana da S M Forezi³, Vitor F Ferreira¹

Affiliations

¹ Universidade Federal Fluminense, Departamento de Tecnologia Farmacêutica, Faculdade de Farmácia, R. Dr. Mario Vianna, 523, Santa Rosa, CEP 24241-002, Niterói-RJ, Brazil.
² Department of Chemistry, CICECO - Aveiro Institute of Materials, University of Aveiro, Campus Universitário de Santiago, 3810-193, Aveiro, Portugal.
³ Universidade Federal Fluminense, Instituto de Química, Departamento de Química Orgânica, 24020-150 Niterói, RJ, Brazil.

Abstract

Naphthoquinones are important natural or synthetic compounds belonging to the general class of quinones. Many compounds in this class have become drugs that are on the pharmaceutical market for the treatment of various diseases. A special naphthoquinone derivative is menadione, a synthetic naphthoquinone belonging to the vitamin K group. This compound can be synthesized by different methods and it has a broad range of biological and synthetic applications, which will be highlighted in this review.

Keywords: 2-methyl-1,4-naphthoquinone; cancer; chemical reactions; quinone; synthetic platform; vitamin K.

Publication types

Review

Grants and funding

Fellowships granted by CNPq (301873/2019-4 and 306011/2020-4), CAPES (Financial Code 001), and FAPERJ (E-26/203.191/2017, E-26/202.800/2017, E-26/010.101106/2018, E-26/200.870/2021, E-26/201.369/2021 and SEI-260003/001178/2020) are gratefully acknowledged.