Synthesis and organotropism of 3H-dihydro derivatives of the cyanobacterial peptide hepatotoxin nodularin

Lisa Spoof; Svetlana Klimova; Andrey Mikhailov; John E. Eriksson; Jussi Meriluoto

doi:10.1016/S0041-0101(02)00245-3

Synthesis and organotropism of ³H-dihydro derivatives of the cyanobacterial peptide hepatotoxin nodularin

Lisa Spoof, Svetlana Klimova, Andrey Mikhailov, John E. Eriksson, Jussi Meriluoto^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Scientific › peer-review

12 Citations (Scopus)

Abstract

Tritium-labelled dihydro derivatives of the cyanobacterial peptide hepatotoxin nodularin were prepared by reduction with sodium boro[³H]hydride. The optimised reaction gave two dihydronodularin stereoisomers which were purified by high-performance liquid chromatography with a mobile phase of methanol-0.7% sodium sulfate (6:4) and a C₁₈ stationary phase. The specific activities of the stereoisomers were 1780-1807 dis min^-1 ng^-1. The radiolabelled dihydronodularins were tested for stability and used for toxicokinetic studies in mice. Liver was the main site of toxin accumulation.

Original language	English
Pages (from-to)	153-162
Number of pages	10
Journal	Toxicon
Volume	41
Issue number	2
DOIs	https://doi.org/10.1016/S0041-0101(02)00245-3
Publication status	Published - 1 Feb 2003
MoE publication type	A1 Journal article-refereed

Keywords

Cyanobacteria
Nodularin
Organotropism
Radiolabelling
Toxin

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10.1016/S0041-0101(02)00245-3

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title = "Synthesis and organotropism of 3H-dihydro derivatives of the cyanobacterial peptide hepatotoxin nodularin",

abstract = "Tritium-labelled dihydro derivatives of the cyanobacterial peptide hepatotoxin nodularin were prepared by reduction with sodium boro[3H]hydride. The optimised reaction gave two dihydronodularin stereoisomers which were purified by high-performance liquid chromatography with a mobile phase of methanol-0.7% sodium sulfate (6:4) and a C18 stationary phase. The specific activities of the stereoisomers were 1780-1807 dis min-1 ng-1. The radiolabelled dihydronodularins were tested for stability and used for toxicokinetic studies in mice. Liver was the main site of toxin accumulation.",

keywords = "Cyanobacteria, Nodularin, Organotropism, Radiolabelling, Toxin",

author = "Lisa Spoof and Svetlana Klimova and Andrey Mikhailov and Eriksson, {John E.} and Jussi Meriluoto",

note = "Funding Information: The authors gratefully acknowledge financial support from the Academy of Finland, RC for Natural Sciences and Engineering, project 47664 (JM, LS), Magnus Ehrnrooths stiftelse (LS), Oskar {\"O}flunds stiftelse (LS) and Stiftelsens f{\"o}r {\AA}bo Akademi forskningsinstitut (LS). Dr Leif Kronberg is thanked for help with MS, Jeanette Wikman for MMPB analyses and Miina Karjalainen for the determination of the specific activities of the compounds. Copyright: Copyright 2008 Elsevier B.V., All rights reserved.",

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doi = "10.1016/S0041-0101(02)00245-3",

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T1 - Synthesis and organotropism of 3H-dihydro derivatives of the cyanobacterial peptide hepatotoxin nodularin

AU - Spoof, Lisa

AU - Klimova, Svetlana

AU - Mikhailov, Andrey

AU - Eriksson, John E.

AU - Meriluoto, Jussi

N1 - Funding Information: The authors gratefully acknowledge financial support from the Academy of Finland, RC for Natural Sciences and Engineering, project 47664 (JM, LS), Magnus Ehrnrooths stiftelse (LS), Oskar Öflunds stiftelse (LS) and Stiftelsens för Åbo Akademi forskningsinstitut (LS). Dr Leif Kronberg is thanked for help with MS, Jeanette Wikman for MMPB analyses and Miina Karjalainen for the determination of the specific activities of the compounds. Copyright: Copyright 2008 Elsevier B.V., All rights reserved.

PY - 2003/2/1

Y1 - 2003/2/1

N2 - Tritium-labelled dihydro derivatives of the cyanobacterial peptide hepatotoxin nodularin were prepared by reduction with sodium boro[3H]hydride. The optimised reaction gave two dihydronodularin stereoisomers which were purified by high-performance liquid chromatography with a mobile phase of methanol-0.7% sodium sulfate (6:4) and a C18 stationary phase. The specific activities of the stereoisomers were 1780-1807 dis min-1 ng-1. The radiolabelled dihydronodularins were tested for stability and used for toxicokinetic studies in mice. Liver was the main site of toxin accumulation.

AB - Tritium-labelled dihydro derivatives of the cyanobacterial peptide hepatotoxin nodularin were prepared by reduction with sodium boro[3H]hydride. The optimised reaction gave two dihydronodularin stereoisomers which were purified by high-performance liquid chromatography with a mobile phase of methanol-0.7% sodium sulfate (6:4) and a C18 stationary phase. The specific activities of the stereoisomers were 1780-1807 dis min-1 ng-1. The radiolabelled dihydronodularins were tested for stability and used for toxicokinetic studies in mice. Liver was the main site of toxin accumulation.

KW - Cyanobacteria

KW - Nodularin

KW - Organotropism

KW - Radiolabelling

KW - Toxin

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SN - 0041-0101

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EP - 162

JO - Toxicon

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IS - 2

ER -

Synthesis and organotropism of ³H-dihydro derivatives of the cyanobacterial peptide hepatotoxin nodularin

Abstract

Keywords

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