Seco-taondiol, an unusual meroterpenoid from the Chilean seaweed Stypopodium flabelliforme and its gastroprotective effect in mouse model

Carlos Areche, Julio Benites, Alberto Cornejo, Lina M. Ruiz, Olimpo García-Beltrán, Mario J. Simirgiotis, Beatriz Sepúlveda

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

Ten known meroterpenoids and the new meroterpenoid 7 were isolated from the Chilean seaweed Stypopodium flabelliforme as their acetylated derivatives. Furthermore, the known metabolite taondiol has been isolated for the first time from this species. The molecular structure of the new metabolite was determined by spectroscopic methods based on 1D- and 2D-NMR. Isolation of 7 represents a key step toward a better understanding of the biogenesis of this class of meroterpenoids. Among the meroditerpenoids isolated, stypodiol, isoepitaondiol, epitaondiol and sargaol exhibited gastroprotective activity on the HCl/Ethanol-induced gastric lesions model in mice. Regarding the mode of gastroprotective action, the activity of epitaondiol was reversed significantly when animals were pretreated with indomethacin, N-ethylmaleimide and N-nitro-L-arginine methyl ester (L-NAME) suggesting that prostaglandins, sulfhydryl groups and nitric oxide are involved in their mode of gastroprotective action. In the case of sargaol the gastroprotective activity was attenuated with indomethacin and N-ethylmaleimide, which suggests that prostaglandins and sulfhydryl groups are also involved in the mode of action using this model.

Original languageEnglish
Pages (from-to)1726-1738
Number of pages13
JournalMarine Drugs
Volume13
Issue number4
DOIs
Publication statusPublished - 1 Apr 2015

Keywords

  • Gastric ulcer
  • Gastroprotective
  • Meroditerpenoids
  • Seaweed
  • Stypopodium flabelliforme

ASJC Scopus subject areas

  • Drug Discovery

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