New C15 Acetogenins from Two Species of Laurencia from the Aegean Sea

Molecules. 2022 Mar 13;27(6):1866. doi: 10.3390/molecules27061866.

Abstract

The chemical diversity of the approximately 1,200 natural products isolated from red algae of the genus Laurencia, in combination with the wide range of their biological activities, have placed species of Laurencia in the spotlight of marine chemists' attention for over 60 years. The chemical investigation of the organic (CH2Cl2/MeOH) extracts of Laurencia microcladia and Laurencia obtusa, both collected off the coasts of Tinos island in the Aegean Sea, resulted in the isolation of 32 secondary metabolites, including 23 C15 acetogenins (1-23), 7 sesquiterpenes (24-30) and 2 diterpenes (31 and 32). Among them, six new C15 acetogenins, namely 10-acetyl-sagonenyne (2), cis-sagonenyne (3), trans-thuwalenyne C (4), tinosallene A (11), tinosallene B (12) and obtusallene XI (17), were identified and their structures were elucidated by extensive analysis of their spectroscopic data. Compounds 1-3, 5-11, 13 and 15-32 were evaluated for their antibacterial activity against Staphylococcus aureus and Escherichia coli.

Keywords: Aegean Sea; C15 acetogenins; Laurencia microcladia; Laurencia obtusa; antibacterial activity; isolation; red algae; structure elucidation.

MeSH terms

  • Acetogenins / chemistry
  • Biological Products* / chemistry
  • Laurencia* / chemistry
  • Rhodophyta* / chemistry
  • Sesquiterpenes* / chemistry

Substances

  • Acetogenins
  • Biological Products
  • Sesquiterpenes