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  3. Synthesis and medicinal chemistry of tetronamides: Promising agrochemicals and antitumoral compounds

Synthesis and medicinal chemistry of tetronamides: Promising agrochemicals and antitumoral compounds

  • Bioorg Med Chem. 2022 Aug 1:67:116815. doi: 10.1016/j.bmc.2022.116815.
Júnio G Silva 1,  Amanda S de Miranda 1,  Fyaz M D Ismail 2,  Luiz C A Barbosa 3
Affiliations

Affiliations

  • 1 Department of Chemistry, Universidade Federal de Minas Gerais, Av. Pres. Antônio Carlos, 6627, Campus Pampulha, CEP 31270-901 Belo Horizonte, MG, Brazil.
  • 2 Centre for Natural Product Discovery (CNPD), School of Pharmacy & Biomolecular Sciences, Byrom Street, Liverpool John Moores University, Liverpool L3 3AF, UK.
  • 3 Department of Chemistry, Universidade Federal de Minas Gerais, Av. Pres. Antônio Carlos, 6627, Campus Pampulha, CEP 31270-901 Belo Horizonte, MG, Brazil. Electronic address: lcab@ufmg.br.
PMID: 35598527 DOI: 10.1016/j.bmc.2022.116815
Abstract

Butenolides and tetronic acids occupy a prominent position in synthetic chemistry due to their ubiquitous distribution in nature. This has stimulated investigations firstly in the synthesis of such systems and, laterly, the interest has turned to the understanding of the quantum structure of such systems, allowing a deeper understanding of the mechanism and reactivity of this cyclic scaffold. In contrast, tetronamides, which consist of compounds bearing a 4-aminofuran-2(5H)-one backbone, are relatively rare in nature and synthetic routes to such compounds are poorly explored. This review highlights both the importance of the tetronamide scaffold in medicinal chemistry and the most relevant recondite synthetic strategies for obtaining compounds of this class.

Keywords

4-aminofuran-2(5H)-ones; Basidalin; Butenolide; Nicotinic insecticide; Podophyllotoxin; Sivanto.

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