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J Agric Food Chem ; 60(14): 3541-50, 2012 Apr 11.
Article de Anglais | MEDLINE | ID: mdl-22429238

RÉSUMÉ

Cultivation of Crotalaria juncea L. (Sunn Hemp cv. 'Tropic Sun') is recommended as a green manure crop in a rotation cycle to improve soil condition, help control erosion, suppress weeds, and reduce soil nematodes. Because C. juncea belongs to a genus that is known for the production of toxic dehydropyrrolizidine alkaloids, extracts of the roots, stems, leaves, and seeds of 'Tropic Sun' were analyzed for their presence using HPLC-ESI/MS. Qualitative analysis identified previously unknown alkaloids as major components along with the expected macrocyclic dehydropyrrolizidine alkaloid diesters, junceine and trichodesmine. The dehydropyrrolizidine alkaloids occurred mainly as the N-oxides in the roots, stems, and, to a lesser extent, leaves, but mainly as the free bases in the seeds. Comprehensive spectrometric and spectroscopic analysis enabled elucidation of the unknown alkaloids as diastereoisomers of isohemijunceine, a monoester of retronecine with an unusual necic acid. The dehydropyrrolizidine alkaloid contents of the roots, stems, and leaves of immature plants were estimated to be 0.05, 0.12, and 0.01% w/w, respectively, whereas seeds were estimated to contain 0.15% w/w.


Sujet(s)
Crotalaria/composition chimique , Alcaloïdes de type pyrrolizidine/analyse , Agriculture/méthodes , Chromatographie en phase liquide à haute performance , Estérification , Lactones/analyse , Monocrotaline/analogues et dérivés , Monocrotaline/analyse , Feuilles de plante/composition chimique , Racines de plante/composition chimique , Tiges de plante/composition chimique , Graines/composition chimique , Sol/analyse , Spectrométrie de masse ESI
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