The Multifaceted Opportunities Provided by the Pheomelanin-Inspired 1,4-Benzothiazine Chromophore: A Still-Undervalued Issue

Molecules. 2023 Aug 25;28(17):6237. doi: 10.3390/molecules28176237.

Abstract

1,4-Benzothiazines are the main building blocks of the naturally occurring pheomelanin pigments, and their chromophoric properties have been strongly related to the well-known phototoxicity of these pigments, partly responsible for the high incidence of melanoma and other skin cancers in red-haired people. However, some peculiar features of the 1,4-benzothiazine chromophore could be functionally exploited in several sectors. Within this context, in this perspective, an overview of the very recently reported applications of the 1,4-benzothiazine chromophore in pH sensing, filter permeability control, smart packaging, electrochromic device fabrication, bioimaging, photocatalysis, and HPLC detection systems is provided, together with a brief presentation of recently developed synthetic approaches to the 1,4-benzothiazine scaffold, with the aim of emphasizing the still-undervalued multifunctional opportunities offered by this class of compounds.

Keywords: 1,4-benzothiazine; 2-aminothiophenol; acidichromism; bioimaging; electrochromism; pH sensing; pheomelanin; photocatalysis; smart packaging.

Publication types

  • Review

MeSH terms

  • Chromatography, High Pressure Liquid
  • Dermatitis, Phototoxic*
  • Humans
  • Melanoma*
  • Permeability

Substances

  • 1,4-benzothiazine

Grants and funding

This research received no external funding.