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1.
Chem Biodivers ; 14(4)2017 Apr.
Article in English | MEDLINE | ID: mdl-28155255

ABSTRACT

Swainsonine is found in several plant species worldwide, and causes severe toxicosis in livestock grazing these plants, leading to a chronic condition characterized by weight loss, altered behavior, depression, decreased libido, infertility, and death. Swainsonine has been detected in 13 North American Astragalus species of which eight belong to taxa in four taxonomic sections, the Densifolii, Diphysi, Inflati, and Trichopodi. These sections belong to two larger groups representing several morphologically related species, the Pacific Piptolobi and the small-flowered Piptolobi. The objective of this study was to screen the other 31 species for swainsonine in sections Densifolii, Diphysi, Inflati, and Trichopodi previously not known to contain swainsonine. Furthermore, to broaden the scope further, 21 species within the 8 sections of the Pacific Piptolobi and the small flowered Piptolobi were screened for swainsonine. Swainsonine was detected for the first time in 36 Astragalus taxa representing 29 species using liquid and gas chromatography coupled with mass spectrometry. Several taxonomic sections were highly enriched in species that contain swainsonine while others were not. A systematic examination for swainsonine in these species will provide important information on the toxic risk of these species and may be a valuable reference for diagnosticians and land managers.


Subject(s)
Astragalus Plant/chemistry , Swainsonine/analysis , Classification , Gas Chromatography-Mass Spectrometry , North America , Pacific Islands , Swainsonine/toxicity
2.
Toxicon ; 118: 104-11, 2016 Aug.
Article in English | MEDLINE | ID: mdl-27085305

ABSTRACT

Swainsonine, an indolizidine alkaloid with significant physiological activity, is an α-mannosidase and mannosidase II inhibitor that causes lysosomal storage disease and alters glycoprotein processing. Swainsonine is found in a number of plant species worldwide, and causes severe toxicosis in livestock grazing these plants, leading to a chronic wasting disease characterized by weight loss, depression, altered behavior, decreased libido, infertility, and death. Swainsonine has been detected in 19 Astragalus and 2 Oxytropis species in North America by thin layer chromatography, gas chromatography-mass spectrometry, liquid chromatography-mass spectrometry and a jack bean α-mannosidase inhibition assay. In addition, 5 species in North America are presumed to contain swainsonine based upon reports from field cases. Many of these plant species have not been analyzed for swainsonine using modern instrumentation such as gas or liquid chromatography coupled with mass spectrometry. To provide clarification, 22 Astragalus species representing 93 taxa and 4 Oxytropis species representing 18 taxa were screened for swainsonine using both liquid chromatography-mass spectrometry and gas chromatography-mass spectrometry. Swainsonine was detected in 48 Astragalus taxa representing 13 species and 5 Oxytropis taxa representing 4 species. Forty of the fifty-three swainsonine-positive taxa had not been determined to contain swainsonine previously using liquid or gas chromatography coupled with mass spectrometry. The list of swainsonine-containing taxa reported here will serve as a reference for risk assessment and diagnostic purposes.


Subject(s)
Astragalus Plant/chemistry , Enzyme Inhibitors/analysis , Mannosidases/antagonists & inhibitors , Oxytropis/chemistry , Plant Components, Aerial/chemistry , Swainsonine/analysis , Toxins, Biological/analysis , Animals , Astragalus Plant/classification , Astragalus Plant/growth & development , Astragalus Plant/toxicity , Canavalia/enzymology , Chromatography, High Pressure Liquid , Chromatography, Thin Layer , Environmental Monitoring , Enzyme Inhibitors/toxicity , Gas Chromatography-Mass Spectrometry , Mannosidases/metabolism , North America , Oxytropis/classification , Oxytropis/growth & development , Oxytropis/toxicity , Plant Components, Aerial/growth & development , Plant Components, Aerial/toxicity , Plant Poisoning/etiology , Plant Poisoning/veterinary , Plant Proteins/antagonists & inhibitors , Plant Proteins/metabolism , Plants, Toxic/chemistry , Plants, Toxic/classification , Plants, Toxic/growth & development , Plants, Toxic/toxicity , Species Specificity , Swainsonine/toxicity , Tandem Mass Spectrometry , Toxins, Biological/toxicity
3.
J Agric Food Chem ; 62(30): 7382-92, 2014 Jul 30.
Article in English | MEDLINE | ID: mdl-24655304

ABSTRACT

Species of the Amsinckia genus (Boraginaceae) are known to produce potentially hepato-, pneumo-, and/or genotoxic dehydropyrrolizidine alkaloids. However, the taxonomic differentiation of Amsinckia species can be very subtle and there seems to be marked differences in toxicity toward grazing livestock. Methanol extracts of mass-limited leaf samples from herbarium specimens (collected from 1899 to 2013) of 10 Amsinckia species and one variety were analyzed using HPLC-esi(+)MS and MS/MS for the presence of potentially toxic dehydropyrrolizidine alkaloids and/or their N-oxides. Dehydropyrrolizidine alkaloids were detected in all specimens examined ranging from about 1 to 4000 µg/g of plant. Usually occurring mainly as their N-oxides, the predominant alkaloids were the epimeric lycopsamine and intermedine. Also sometimes observed in higher concentrations were the 3'- and 7-acetyl derivatives of lycopsamine/intermedine and their N-oxides. Within a designated species, an inconsistent profile was often observed that may be due to natural variation, taxonomic misassignment, or nonuniform degradation due to plant collection and storage differences.


Subject(s)
Amsinckia/chemistry , Chromatography, High Pressure Liquid , Pyrrolizidine Alkaloids/analysis , Tandem Mass Spectrometry , Amsinckia/classification , Plant Leaves/chemistry , Spectrometry, Mass, Electrospray Ionization
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