Anabaenopeptins from Cyanobacteria in Freshwater Bodies of Greece

Cyanobacteria are photosynthetic microorganisms that are able to produce a large number of secondary metabolites. In freshwaters, under favorable conditions, they can rapidly multiply, forming blooms, and can release their toxic/bioactive metabolites in water. Among them, anabaenopeptins (APs) are a...

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Main Authors: Sevasti-Kiriaki Zervou, Triantafyllos Kaloudis, Spyros Gkelis, Anastasia Hiskia, Hanna Mazur-Marzec
Format: Article
Language:English
Published: MDPI AG 2021-12-01
Series:Toxins
Subjects:
Online Access:https://www.mdpi.com/2072-6651/14/1/4
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author Sevasti-Kiriaki Zervou
Triantafyllos Kaloudis
Spyros Gkelis
Anastasia Hiskia
Hanna Mazur-Marzec
author_facet Sevasti-Kiriaki Zervou
Triantafyllos Kaloudis
Spyros Gkelis
Anastasia Hiskia
Hanna Mazur-Marzec
author_sort Sevasti-Kiriaki Zervou
collection DOAJ
description Cyanobacteria are photosynthetic microorganisms that are able to produce a large number of secondary metabolites. In freshwaters, under favorable conditions, they can rapidly multiply, forming blooms, and can release their toxic/bioactive metabolites in water. Among them, anabaenopeptins (APs) are a less studied class of cyclic bioactive cyanopeptides. The occurrence and structural variety of APs in cyanobacterial blooms and cultured strains from Greek freshwaters were investigated. Cyanobacterial extracts were analyzed with LC–qTRAP MS/MS using information-dependent acquisition in enhanced ion product mode in order to obtain the fragmentation mass spectra of APs. Thirteen APs were detected, and their possible structures were annotated based on the elucidation of fragmentation spectra, including three novel ones. APs were present in the majority of bloom samples (91%) collected from nine Greek lakes during different time periods. A large variety of APs was observed, with up to eight congeners co-occurring in the same sample. AP F (87%), Oscillamide Y (87%) and AP B (65%) were the most frequently detected congeners. Thirty cyanobacterial strain cultures were also analyzed. APs were only detected in one strain (<i>Microcystis ichtyoblabe</i>). The results contribute to a better understanding of APs produced by freshwater cyanobacteria and expand the range of structurally characterized APs.
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spelling doaj.art-ad463fb0c7ed4e3098e66c46c12eb0882023-11-23T15:35:28ZengMDPI AGToxins2072-66512021-12-01141410.3390/toxins14010004Anabaenopeptins from Cyanobacteria in Freshwater Bodies of GreeceSevasti-Kiriaki Zervou0Triantafyllos Kaloudis1Spyros Gkelis2Anastasia Hiskia3Hanna Mazur-Marzec4Laboratory of Photo-Catalytic Processes and Environmental Chemistry, Institute of Nanoscience & Nanotechnology, National Centre for Scientific Research “Demokritos”, Patriarchou Grigoriou E & 27 Neapoleos Str., 15310 Athens, GreeceLaboratory of Photo-Catalytic Processes and Environmental Chemistry, Institute of Nanoscience & Nanotechnology, National Centre for Scientific Research “Demokritos”, Patriarchou Grigoriou E & 27 Neapoleos Str., 15310 Athens, GreeceDepartment of Botany, School of Biology, Aristotle University of Thessaloniki, 54124 Thessaloniki, GreeceLaboratory of Photo-Catalytic Processes and Environmental Chemistry, Institute of Nanoscience & Nanotechnology, National Centre for Scientific Research “Demokritos”, Patriarchou Grigoriou E & 27 Neapoleos Str., 15310 Athens, GreeceDivision of Marine Biotechnology, University of Gdansk, Al. Marszałka Piłsudskiego 46, 81-378 Gdynia, PolandCyanobacteria are photosynthetic microorganisms that are able to produce a large number of secondary metabolites. In freshwaters, under favorable conditions, they can rapidly multiply, forming blooms, and can release their toxic/bioactive metabolites in water. Among them, anabaenopeptins (APs) are a less studied class of cyclic bioactive cyanopeptides. The occurrence and structural variety of APs in cyanobacterial blooms and cultured strains from Greek freshwaters were investigated. Cyanobacterial extracts were analyzed with LC–qTRAP MS/MS using information-dependent acquisition in enhanced ion product mode in order to obtain the fragmentation mass spectra of APs. Thirteen APs were detected, and their possible structures were annotated based on the elucidation of fragmentation spectra, including three novel ones. APs were present in the majority of bloom samples (91%) collected from nine Greek lakes during different time periods. A large variety of APs was observed, with up to eight congeners co-occurring in the same sample. AP F (87%), Oscillamide Y (87%) and AP B (65%) were the most frequently detected congeners. Thirty cyanobacterial strain cultures were also analyzed. APs were only detected in one strain (<i>Microcystis ichtyoblabe</i>). The results contribute to a better understanding of APs produced by freshwater cyanobacteria and expand the range of structurally characterized APs.https://www.mdpi.com/2072-6651/14/1/4anabaenopeptinsLC–qTRAP MS/MSfragmentation spectrastructure elucidationcyanopeptidescyanobacterial metabolites
spellingShingle Sevasti-Kiriaki Zervou
Triantafyllos Kaloudis
Spyros Gkelis
Anastasia Hiskia
Hanna Mazur-Marzec
Anabaenopeptins from Cyanobacteria in Freshwater Bodies of Greece
Toxins
anabaenopeptins
LC–qTRAP MS/MS
fragmentation spectra
structure elucidation
cyanopeptides
cyanobacterial metabolites
title Anabaenopeptins from Cyanobacteria in Freshwater Bodies of Greece
title_full Anabaenopeptins from Cyanobacteria in Freshwater Bodies of Greece
title_fullStr Anabaenopeptins from Cyanobacteria in Freshwater Bodies of Greece
title_full_unstemmed Anabaenopeptins from Cyanobacteria in Freshwater Bodies of Greece
title_short Anabaenopeptins from Cyanobacteria in Freshwater Bodies of Greece
title_sort anabaenopeptins from cyanobacteria in freshwater bodies of greece
topic anabaenopeptins
LC–qTRAP MS/MS
fragmentation spectra
structure elucidation
cyanopeptides
cyanobacterial metabolites
url https://www.mdpi.com/2072-6651/14/1/4
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