Update on Monoterpenes from Red Macroalgae: Isolation, Analysis, and Bioactivity

Mar Drugs. 2019 Sep 16;17(9):537. doi: 10.3390/md17090537.

Abstract

Macroalgae produce a wide range of monoterpenes as secondary metabolites of mevalonate (MVA) and/or methylerythritol phosphate (MEP) pathway (often including haloperoxidase action). Great biodiversity of macroalgal monoterpenes was reported including acyclic, monocyclic, and bicyclic structures. Halogenated monoterpenes exhibited significant biological activity (e.g., anticancer, antiplasmodial, and insecticidal) that is influenced by the number of present halogens (higher halogen content is preferable, especially bromine) and their position within the monoterpene skeleton. In distinction from the existing reviews, the present review provides novelty with respect to: (a) exclusively monoterpenes from red macroalgae are targeted; (b) biosynthesis, isolation, and analysis, as well as bioactivity of monoterpenes are represented; (c) the methods of their isolation, analysis, and structure elucidation are summarized; (d) the bioactivity of macroalgal monoterpenes is systematically presented with emphasis on anticancer activity; (e) the literature references were updated.

Keywords: bioactivity; biosynthesis; isolation; macroalgae; monoterpenes.

Publication types

  • Review

MeSH terms

  • Animals
  • Antineoplastic Agents / analysis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Erythritol / analogs & derivatives
  • Erythritol / metabolism
  • Humans
  • Mevalonic Acid / metabolism
  • Molecular Structure
  • Monoterpenes / analysis
  • Monoterpenes / metabolism
  • Monoterpenes / pharmacology*
  • Rhodophyta / chemistry*
  • Rhodophyta / metabolism
  • Seaweed / chemistry*
  • Seaweed / metabolism
  • Sugar Phosphates / metabolism

Substances

  • 2-C-methylerythritol 4-phosphate
  • Antineoplastic Agents
  • Monoterpenes
  • Sugar Phosphates
  • Erythritol
  • Mevalonic Acid