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dc.contributor.authorKeller, Lena
dc.contributor.authorSiqueira-Neto, Jair L
dc.contributor.authorSouza, Julia M
dc.contributor.authorEribez, Korina
dc.contributor.authorLaMonte, Gregory M
dc.contributor.authorSmith, Jennifer E
dc.contributor.authorGerwick, William H
dc.date.accessioned2020-04-28T20:39:02Z
dc.date.available2020-04-28T20:39:02Z
dc.date.issued2020-03-31
dc.identifier.citationMolecules. 2020 Mar 31;25(7). pii: molecules25071604. doi: 10.3390/molecules25071604.en_US
dc.identifier.pmid32244512
dc.identifier.doi10.3390/molecules25071604
dc.identifier.urihttp://hdl.handle.net/10033/622245
dc.description.abstractMarine Cyanobacteria (blue-green algae) have been shown to possess an enormous potential to produce structurally diverse natural products that exhibit a broad spectrum of potent biological activities, including cytotoxic, antifungal, antiparasitic, antiviral, and antibacterial activities. Here, we report the isolation and structure determination of palstimolide A, a complex polyhydroxy macrolide with a 40-membered ring that was isolated from a tropical marine cyanobacterium collected at Palmyra Atoll. NMR-guided fractionation in combination with MS2-based molecular networking and isolation via HPLC yielded 0.7 mg of the pure compound. The small quantity isolated along with the presence of significant signal degeneracy in both the 1H and 13C-NMR spectra complicated the structure elucidation of palstimolide A. Various NMR experiments and solvent systems were employed, including the LRHSQMBC experiment that allows the detection of long-range 1H-13C correlation data across 4-, 5-, and even 6-bonds. This expanded NMR data set enabled the elucidation of the palstimolide's planar structure, which is characterized by several 1,5-disposed hydroxy groups as well as a tert-butyl group. The compound showed potent antimalarial activity with an IC50 of 223 nM as well as interesting anti-leishmanial activity with an IC50 of 4.67 µM.en_US
dc.language.isoenen_US
dc.publisherMDPIen_US
dc.rightsAttribution-NonCommercial-ShareAlike 4.0 International*
dc.rights.urihttp://creativecommons.org/licenses/by-nc-sa/4.0/*
dc.subjectantimalarial agentsen_US
dc.subjectcyanobacteriaen_US
dc.subjectleishmaniosisen_US
dc.subjectmacrolideen_US
dc.subjectmalariaen_US
dc.subjectnatural productsen_US
dc.titlePalstimolide A: A Complex Polyhydroxy Macrolide with Antiparasitic Activity.en_US
dc.typeArticleen_US
dc.identifier.eissn1420-3049
dc.contributor.departmentHIPS, Helmholtz-Institut für Pharmazeutische Forschung Saarland, Universitätscampus E8.1 66123 Saarbrücken, Germany.en_US
dc.identifier.journalMolecules (Basel, Switzerland)en_US
dc.source.volume25
dc.source.issue7
refterms.dateFOA2020-04-28T20:39:02Z
dc.source.journaltitleMolecules (Basel, Switzerland)
dc.source.countrySwitzerland


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