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Decomposition products of cylindrospermopsin – a cyanotoxin produced by Raphidiopsis raciborskii (Woloszynska) Cover

Decomposition products of cylindrospermopsin – a cyanotoxin produced by Raphidiopsis raciborskii (Woloszynska)

Open Access
|Sep 2019

Figures & Tables

Figure 1

Chemical structure of CYN: A – sulfate group, B – tricyclic guanidine moiety, C – uracil ring
Chemical structure of CYN: A – sulfate group, B – tricyclic guanidine moiety, C – uracil ring

Figure 2

Mass spectra of CYN decomposition products formed under alkaline conditions (pH 10) combined with boiling temperature: A – CP-2 or CP-3, B – CP-6
Mass spectra of CYN decomposition products formed under alkaline conditions (pH 10) combined with boiling temperature: A – CP-2 or CP-3, B – CP-6

Figure 3

Mass spectra of CYN decomposition products formed under alkaline conditions (pH 10) during UV-B irradiation: A – CPI-1, B – CPI-2, C – CPI-4, D – CPI-5
Mass spectra of CYN decomposition products formed under alkaline conditions (pH 10) during UV-B irradiation: A – CPI-1, B – CPI-2, C – CPI-4, D – CPI-5

Figure 4

Decrease in bioluminescence observed in the Deltatox® II test: A – pure CYN (aqueous solution), B – mixture of CYN decomposition products formed under alkaline conditions (pH 10) at 100°C, C – mixture of CYN decomposition products formed under alkaline conditions (pH 10) during UV-B irradiation
Decrease in bioluminescence observed in the Deltatox® II test: A – pure CYN (aqueous solution), B – mixture of CYN decomposition products formed under alkaline conditions (pH 10) at 100°C, C – mixture of CYN decomposition products formed under alkaline conditions (pH 10) during UV-B irradiation

Products of total CYN decomposition formed under alkaline conditions (pH 10) combined with boiling temperature

Decomposition productsRetention [min] time[M+H]+Fragmentation ionsProposed structure
CP-2 or CP-31.90336.14194.1, 176.1
CP-63.85292.01212.1, 194.1, 176.1

Toxicity of CYN and its decomposition products assessed with Thamnotoxkit FTM and Deltatox® II tests expressed as the concentration causing death of 50% of crustacean larvae (LC50) or 50% inhibition of the bacterial bioluminescence (IC50)

Tested substancesToxicity tests
Thamnotoxkit FTM LC50 [μg ml−1]Deltatox® II IC50 [μg ml−1]
CYN0.39< 0.2
CYN decomposition products formed under boiling temperature at pH 10> 3> 3
CYN decomposition products formed under UV-B irradiation at pH 10> 3> 3

Products of the total CYN decomposition formed under alkaline conditions (pH 10) during UV-B irradiation

Decomposition productsRetention [min] time[M+H]+Fragmentation ionsProposed structure
CPI-11.88290.29210.1, 192.1
CPI-23.87292.15212.1, 194.1, 176.1
CPI-44.46338.34196.1, 178.1, 137.1, 110.1
CPI-54.55214.13196.1, 178.1, 137.1, 110.1
DOI: https://doi.org/10.2478/ohs-2019-0020 | Journal eISSN: 1897-3191 | Journal ISSN: 1730-413X
Language: English
Page range: 227 - 235
Submitted on: Jan 25, 2019
Accepted on: Mar 13, 2019
Published on: Sep 22, 2019
Published by: University of Gdańsk
In partnership with: Paradigm Publishing Services
Publication frequency: 4 issues per year

© 2019 Michal Adamski, Paweł Żmudzki, Jan Bialczyk, Ariel Kaminski, Ewelina Chrapusta-Srebrny, Beata Bober, Kornelia Duchnik, published by University of Gdańsk
This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.