Please use this identifier to cite or link to this item: http://hdl.handle.net/2067/42783
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dc.contributor.authorBuonanno, Federicoit
dc.contributor.authorCatalani, Elisabettait
dc.contributor.authorCervia, Davideit
dc.contributor.authorProietti Serafini, Francescait
dc.contributor.authorPicchietti, Simonait
dc.contributor.authorFausto, Anna Mariait
dc.contributor.authorGiorgi, Simoneit
dc.contributor.authorLupidi, Gabrieleit
dc.contributor.authorRossi, Federico Vittorioit
dc.contributor.authorMarcantoni, Enricoit
dc.contributor.authorPetrelli, Dezemonait
dc.contributor.authorOrtenzi, Claudioit
dc.date.accessioned2021-02-10T11:14:37Z-
dc.date.available2021-02-10T11:14:37Z-
dc.date.issued2019it
dc.identifier.issn2072-6651it
dc.identifier.urihttp://hdl.handle.net/2067/42783-
dc.description.abstractClimacostol (5-[(2Z)-non-2-en-1-yl]benzene-1,3-diol) is a resorcinol produced by the protozoan Climacostomum virens for defence against predators. It exerts a potent antimicrobial activity against bacterial and fungal pathogens, inhibits the growth of several human and rodent tumour cells, and is now available by chemical synthesis. In this study, we chemically synthesized two novel analogues of climacostol, namely, 2-methyl-5 [(2Z)-non-2-en-1-yl]benzene-1,3-diol (AN1) and 5-[(2Z)-non-2-en-1-yl]benzene-1,2,3-triol (AN2), with the aim to increase the activity of the native toxin, evaluating their effects on prokaryotic and free-living protists and on mammalian tumour cells. The results demonstrated that the analogue bearing a methyl group (AN1) in the aromatic ring exhibited appreciably higher toxicity against pathogen microbes and protists than climacostol. On the other hand, the analogue bearing an additional hydroxyl group (AN2) in the aromatic ring revealed its ability to induce programmed cell death in protistan cells. Overall, the data collected demonstrate that the introduction of a methyl or a hydroxyl moiety to the aromatic ring of climacostol can effectively modulate its potency and its mechanism of action.it
dc.format.mediumELETTRONICOit
dc.rightsAttribution 4.0 International-
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/-
dc.titleBioactivity and Structural Properties of Novel Synthetic Analogues of the Protozoan Toxin Climacostolit
dc.typearticle*
dc.identifier.doi10.3390/toxins11010042it
dc.identifier.pmid30650514it
dc.identifier.scopus2-s2.0-85060173981it
dc.identifier.urlhttps://api.elsevier.com/content/abstract/scopus_id/85060173981it
dc.relation.journalTOXINSit
dc.relation.firstpage42it
dc.relation.volume11it
dc.relation.issue1it
dc.description.internationalnoit
dc.type.refereeREF_1it
dc.type.miur262*
item.openairecristypehttp://purl.org/coar/resource_type/c_18cf-
item.cerifentitytypePublications-
item.openairetypearticle-
item.fulltextWith Fulltext-
item.grantfulltextrestricted-
crisitem.journal.journalissn2072-6651-
crisitem.journal.anceE200476-
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