Isoquinoline alkaloids and keto-fatty acids of Argemone ochroleuca and A. mexicana (mexican poppy) seed. I: an assay method and factors affecting their concentration

Fletcher, M.T., Takken, G., Blaney, B.J. and Alberts, V. (1993) Isoquinoline alkaloids and keto-fatty acids of Argemone ochroleuca and A. mexicana (mexican poppy) seed. I: an assay method and factors affecting their concentration. Australian Journal of Agricultural Research, 44 2: 265-275. doi:10.1071/AR9930265


Author Fletcher, M.T.
Takken, G.
Blaney, B.J.
Alberts, V.
Title Isoquinoline alkaloids and keto-fatty acids of Argemone ochroleuca and A. mexicana (mexican poppy) seed. I: an assay method and factors affecting their concentration
Journal name Australian Journal of Agricultural Research   Check publisher's open access policy
ISSN 0004-9409
1444-9838
Publication date 1993
Sub-type Article (original research)
DOI 10.1071/AR9930265
Volume 44
Issue 2
Start page 265
End page 275
Total pages 11
Place of publication Collingwood, VIC, Australia
Publisher C S I R O Publishing
Language eng
Abstract An assay for the isoquinoline alkaloids of Argemone ochroleuca and A. mexicana seeds is described. The method consists of extraction into weakly acidified methanol and ion-pair high performance liquid chromatography with sodium lauryl sulfate and tartaric acid in acetonitri1e:water as eluent. Analysis of A. ochroleuca seed showed it to contain dihydrosanguinarine and dihydrochelerythrine (c. 3 : 2) as major alkaloid components with minor amounts of protopine, sanguinarine, berberine and chelerythrine. A single sample of authenticated A. mexicana seed contained dihydrosanguinarine as the major alkaloid with minor amounts of sanguinarine and berberine, in agreement with earlier studies. Dihydrosanguinarine and dihydrochelerythrine were measured as their oxidized products, sanguinarine and chelerythrine, after U.V. irradiation. A crystalline solid which separates from A. ochroleuca seed oil was shown to contain 11-oxo-octacosanoic acid and 11-oxo-triacontanoic acid, which are also the major components of a similar solid from A. mexicana seed oil. Mexican poppy seed (probably A. ochroleuca) collected from various regions of Queensland during 1987-89 showed that place of origin and length of storage of intact seed had little effect on alkaloid levels. Exposure of crushed seed to light, however, caused a rapid decrease in the concentration of dihydro-alkaloids. Total alkaloid content correlated with seed maturity, with immature seed containing much less than mature seed.
Keyword Mexican poppy
Argemone
Alkaloid
Assay
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collection: Queensland Alliance for Agriculture and Food Innovation
 
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Created: Mon, 07 Mar 2011, 15:01:19 EST