Macrocarquinoids A-C, new meroterpenoids from Sargassum macrocarpum

J Nat Med. 2021 Jan;75(1):194-200. doi: 10.1007/s11418-020-01449-y. Epub 2020 Sep 24.

Abstract

The production and accumulation of advanced glycation end products (AGEs) have been implicated in diabetes and diabetic complication. This study was conducted as a search for an AGE inhibitor from brown alga, Sargassum macrocarpum. Separation and purification were performed using AGEs inhibitory activity as an index, yielding isolation of 11 meroterpenoids, of which 3 were new compounds: macrocarquinoids A (1), B (6), and C (9). Their structures were elucidated using NMR spectral analysis with 2D techniques. All tested compounds showed AGEs inhibitory activity. Particularly, macrocarquinoid C (9) possessed the strongest activity (IC50: 1.0 mM) of isolated compounds. This activity was stronger than that of aminoguanidine (positive control).

Keywords: Advanced glycation end products; Brown alga; Meroterpenoid; Sargassum macrocarpum.

MeSH terms

  • Glycation End Products, Advanced / antagonists & inhibitors*
  • Molecular Structure
  • Sargassum / chemistry*
  • Terpenes / pharmacology
  • Terpenes / therapeutic use*

Substances

  • Glycation End Products, Advanced
  • Terpenes