Synthesis of novel naphthalene-chimonanthine scaffolds hybrids with potent antibacterial or antifungal activity

Nat Prod Res. 2023 Oct-Nov;37(19):3261-3266. doi: 10.1080/14786419.2022.2067851. Epub 2022 Apr 24.

Abstract

In this work, a total of 19 novel naphthalene hybrids with chimonanthine scaffolds were efficiently synthesised from indole-3-acetonitrile in good yields. The prepared compounds were evaluated for biological activity against Cryptococcus neoformans, Escherichia coli, Shigella spp, Candida albicans, Salmonella spp, and Staphylococcus aureus. The preliminary bioassays showed that most of the synthesised compounds exhibited significant antibacterial or antifungal activity. Notably, compound 8 showed potent activity against Cryptococcus neofonmans, Escherichia coli, Shigella spp, and Candida albicans than the positive control, all with the same MIC value of 3.53 µM. Compound 8 had a broad spectrum of antibacterial or antifungal activity, and will be studied further.

Keywords: Chimonanthine scaffolds; biological activity; hybrids; naphthalene; synthesis.

MeSH terms

  • Anti-Bacterial Agents / pharmacology
  • Antifungal Agents* / pharmacology
  • Candida albicans
  • Cryptococcus neoformans*
  • Escherichia coli
  • Microbial Sensitivity Tests
  • Naphthalenes / pharmacology
  • Structure-Activity Relationship

Substances

  • Antifungal Agents
  • chimonanthine
  • Anti-Bacterial Agents
  • Naphthalenes