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

dc.contributor.authorAreche C.
dc.contributor.authorBenites J.
dc.contributor.authorCornejo A.
dc.contributor.authorRuiz L.M.
dc.contributor.authorGarcía-Beltrán O.
dc.contributor.authorSimirgiotis M.J.
dc.contributor.authorSepúlveda B.
dc.date.accessioned2020-09-02T22:12:26Z
dc.date.available2020-09-02T22:12:26Z
dc.date.issued2015
dc.identifier10.3390/md13041726
dc.identifier.citation13, 4, 1726-1738
dc.identifier.issn16603397
dc.identifier.urihttps://hdl.handle.net/20.500.12728/3605
dc.descriptionTen 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. © 2015 by the authors; licensee MDPI.
dc.language.isoen
dc.publisherMDPI AG
dc.subjectGastric ulcer
dc.subjectGastroprotective
dc.subjectMeroditerpenoids
dc.subjectSeaweed
dc.subjectStypopodium flabelliforme
dc.subjectepitaondiol
dc.subjectgastrointestinal mucosa protective agent
dc.subjectindometacin
dc.subjectisoepitaondiol
dc.subjectlansoprazole
dc.subjectn ethylmaleimide
dc.subjectn(g) nitroarginine methyl ester
dc.subjectnitric oxide
dc.subjecto 3 seco 9 ene 6 beta taondiol
dc.subjectprostaglandin
dc.subjectruthenium red
dc.subjectsargaol
dc.subjectstypodiol
dc.subjectthiol derivative
dc.subjectunclassified drug
dc.subjectantiulcer agent
dc.subjectditerpene
dc.subjectepitaondiol
dc.subjectprotective agent
dc.subjectsargaol
dc.subjecttaondiol
dc.subjectterpene
dc.subjectanimal experiment
dc.subjectanimal model
dc.subjectanimal tissue
dc.subjectArticle
dc.subjectcell viability
dc.subjectcontrolled study
dc.subjectcytotoxicity
dc.subjectdrug efficacy
dc.subjectdrug isolation
dc.subjectdrug mechanism
dc.subjectdrug structure
dc.subjectIC50
dc.subjectin vitro study
dc.subjectin vivo study
dc.subjectmouse
dc.subjectnonhuman
dc.subjectseaweed
dc.subjectstomach lesion
dc.subjectstomach protection
dc.subjectStypopodium flabelliforme
dc.subjectacetylation
dc.subjectanimal
dc.subjectbrown alga
dc.subjectcell line
dc.subjectchemical structure
dc.subjectchemistry
dc.subjectChile
dc.subjectcomparative study
dc.subjectdisease model
dc.subjectdrug development
dc.subjectdrug effects
dc.subjectgastric mucosa
dc.subjectgrowth, development and aging
dc.subjecthuman
dc.subjectisolation and purification
dc.subjectPacific Ocean
dc.subjectPolynesia
dc.subjectrandomization
dc.subjectstereoisomerism
dc.subjectstomach ulcer
dc.subjectAnimalia
dc.subjectMus
dc.subjectStypopodium
dc.subjectAcetylation
dc.subjectAnimals
dc.subjectAnti-Ulcer Agents
dc.subjectCell Line
dc.subjectChile
dc.subjectDisease Models, Animal
dc.subjectDiterpenes
dc.subjectDrug Discovery
dc.subjectGastric Mucosa
dc.subjectHumans
dc.subjectMice
dc.subjectMolecular Structure
dc.subjectPacific Ocean
dc.subjectPhaeophyta
dc.subjectPolynesia
dc.subjectProtective Agents
dc.subjectRandom Allocation
dc.subjectSeaweed
dc.subjectStereoisomerism
dc.subjectStomach Ulcer
dc.subjectTerpenes
dc.titleSeco-taondiol, an unusual meroterpenoid from the Chilean seaweed Stypopodium flabelliforme and its gastroprotective effect in mouse model
dc.typeArticle


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