The metabolome of a cyanobacterial bloom visualized by MS/MS-based molecular networking reveals new neurotoxic smenamide analogs (C, D, and E)

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dc.contributor.authorVia, Christopher W.
dc.contributor.authorGlukhov, Evgenia
dc.contributor.authorCosta, Samuel
dc.contributor.authorZimba, Paul V.
dc.contributor.authorMoeller, Peter D. R.
dc.contributor.authorGruber, William H.
dc.contributor.authorBertin, Matthew J.
dc.creator.orcidhttp://orcid.org/0000-0001-6513-9909en_US
dc.creator.orcidhttp://orcid.org/0000-0001-9786-1939en_US
dc.creator.orcidhttp://orcid.org/0000-0001-6541-2055en_US
dc.creator.orcidhttp://orcid.org/0000-0002-5545-8452en_US
dc.creator.orcidhttp://orcid.org/0000-0002-2200-0277en_US
dc.creator.orcidhttps://orcid.org/0000-0001-6513-9909
dc.creator.orcidhttps://orcid.org/0000-0001-9786-1939
dc.creator.orcidhttps://orcid.org/0000-0001-6541-2055
dc.creator.orcidhttps://orcid.org/0000-0002-5545-8452
dc.creator.orcidhttps://orcid.org/0000-0002-2200-0277
dc.creator.orcidhttps://orcid.org/0000-0001-6513-9909
dc.creator.orcidhttps://orcid.org/0000-0001-9786-1939
dc.creator.orcidhttps://orcid.org/0000-0001-6541-2055
dc.creator.orcidhttps://orcid.org/0000-0002-5545-8452
dc.creator.orcidhttps://orcid.org/0000-0002-2200-0277http://orcid.org/0000-0001-6513-9909
dc.creator.orcidhttp://orcid.org/0000-0001-9786-1939
dc.creator.orcidhttp://orcid.org/0000-0001-6541-2055
dc.creator.orcidhttp://orcid.org/0000-0002-5545-8452
dc.creator.orcidhttp://orcid.org/0000-0002-2200-0277
dc.date.accessioned2022-03-15T14:10:52Z
dc.date.available2022-03-15T14:10:52Z
dc.date.issued2018-07-26
dc.description.abstractMembers of the cyanobacterial genus Trichodesmium are well known for their substantial impact on nitrogen influx in ocean ecosystems and the enormous surface blooms they form in tropical and subtropical locations. However, the secondary metabolite composition of these complex environmental bloom events is not well known, nor the possibility of the production of potent toxins that have been observed in other bloom-forming marine and freshwater cyanobacteria species. In the present work, we aimed to characterize the metabolome of a Trichodesmium bloom utilizing MS/MS-based molecular networking. Furthermore, we integrated cytotoxicity assays in order to identify and ultimately isolate potential cyanotoxins from the bloom. These efforts led to the isolation and identification of several members of the smenamide family, including three new smenamide analogs (1–3) as well as the previously reported smenothiazole A-hybrid polyketide-peptide compounds. Two of these new smenamides possessed cytotoxicity to neuro-2A cells (1 and 3) and their presence elicits further questions as to their potential ecological roles. HPLC profiling and molecular networking of chromatography fractions from the bloom revealed an elaborate secondary metabolome, generating hypotheses with respect to the environmental role of these metabolites and the consistency of this chemical composition across genera, space and time.en_US
dc.identifier.doihttps://doi.org/10.3389/fchem.2018.00316
dc.identifier.urihttps://hdl.handle.net/1969.6/90269
dc.language.isoen_USen_US
dc.publisherFrontiersen_US
dc.rightsAttribution 4.0 International*
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.subjecttrichodesmiumen_US
dc.subjectmolecular networkingen_US
dc.subjectcyanotoxinsen_US
dc.subjectharmful algal bloomsen_US
dc.subjectmetabolomicsen_US
dc.titleThe metabolome of a cyanobacterial bloom visualized by MS/MS-based molecular networking reveals new neurotoxic smenamide analogs (C, D, and E)en_US
dc.typeArticleen_US

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