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. Epub 2022 May 13.

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.

Publication types

  • Review
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Agrochemicals*
  • Chemistry, Pharmaceutical*

Substances

  • Agrochemicals