Synthesis of novel benzylamine antimycotics and evaluation of their antimycotic potency

Arch Pharm (Weinheim). 2024 May;357(5):e2300381. doi: 10.1002/ardp.202300381. Epub 2024 Feb 12.

Abstract

A series of 23 novel benzylamines was synthesized by reductive amination from halogen-substituted 3- and 4-benzyloxybenzaldehyde derivatives and 6-methylhept-2-yl amine or n-octylamine. The antimycotic activity of the resulting amines was evaluated in a microdilution assay against the apathogenic yeast Yarrowia lipolytica as test microorganism. Promising compounds were also tested against human pathogenic Candida species. The influence of halogen substituents at the benzyl ether side chain was studied in this screening, as well as the influence of the branched side chain of (±)-6-methylhept-2-yl amine in comparison with the n-octyl side chain.

Keywords: antimycotics; benzylamine; reductive amination; synthesis; yeast.

MeSH terms

  • Antifungal Agents* / chemical synthesis
  • Antifungal Agents* / chemistry
  • Antifungal Agents* / pharmacology
  • Benzylamines* / chemical synthesis
  • Benzylamines* / chemistry
  • Benzylamines* / pharmacology
  • Candida / drug effects
  • Dose-Response Relationship, Drug
  • Humans
  • Microbial Sensitivity Tests*
  • Molecular Structure
  • Structure-Activity Relationship
  • Yarrowia / drug effects

Substances

  • Antifungal Agents
  • Benzylamines
  • benzylamine

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