Spiralyde A, an Antikinetoplastid Dolabellane from the Brown Alga Dictyota spiralis

Mar Drugs. 2019 Mar 25;17(3):192. doi: 10.3390/md17030192.

Abstract

Bioassay-guided fractionation of the antikinetoplastid extract of the brown alga Dictyota spiralis has led to the isolation of spiralyde A (1), a new dolabellane aldehyde, along with other five known related diterpenes (26). Their structures were determined by HRESIMS, 1D and 2D NMR spectroscopy, and comparison with data reported in the literature. The antiparasitic activity of all compounds was evaluated. Spiralyde A (1) and the known compound 3,4-epoxy-7,18-dolabelladiene (2) were the most active compounds against Leishmania amazonensis and Trypanosoma cruzi. Spiralyde A (1) was the most potent compound, comparable to benznidazole, the reference drug for trypanocidal activity.

Keywords: Dictyota spiralis; Leishmania; Spiralyde A; Trypanosoma; antikinetoplastid; brown algae; dolabellanes.

MeSH terms

  • Chemical Fractionation
  • Diterpenes / chemistry*
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology
  • Leishmania / drug effects
  • Magnetic Resonance Spectroscopy
  • Phaeophyceae / chemistry*
  • Trypanosoma cruzi / drug effects

Substances

  • Diterpenes
  • dolabellane