Quantitative stereoisomeric determination of phenylpropylamino alkaloids in khat (Catha edulis Forsk.) using chiral GC-MS
In: Israel Journal of Plant SciencesAlbert Katz Department of Dryland Agriculture, The Jacob Blaustein Institutes for Desert Research, Ben-Gurion University of the Negev
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Khat (Catha edulis Forsk., Celastraceae) is a perennial shrub that was introduced to Israel by Yemenite immigrants. Its young leaves are chewed for their psycho-stimulating properties. Young khat leaves contain the phenylpropylamino alkaloids (-)-cathinone [(S)-α-aminopropiophenone], (+)-cathine [(1S)(2S)-norpseudoephedrine], and (-)-norephedrine [(1R)(2S)-norephedrine] as the main active principles. A novel GC-MS analysis method for the quantitative determination of phenylpropylamino alkaloids and their putative biosynthetic precursor 1-phenylpropane-1,2- dione in khat leaves was developed. We utilized an alkaline-organic extraction, coupled with gas chromatography and a chiral permethylated beta cyclodextrin phase, to allow a full separation between the two diastereoisomers (1S)(2S)-cathine and (1R)(2 S)-norephedrine. We found a marked diversity in the phenylpropylamino alkaloid content and composition in three different locally grown accessions and the commercial cultivar ‘Mahanaim’.
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Quantitative stereoisomeric determination of phenylpropylamino alkaloids in khat (Catha edulis Forsk.) using chiral GC-MS
In: Israel Journal of Plant SciencesAlbert Katz Department of Dryland Agriculture, The Jacob Blaustein Institutes for Desert Research, Ben-Gurion University of the Negev
Search for other papers by Raz Krizevski in
Current site
Google Scholar
PubMed
Search for other papers by Nativ Dudai in
Current site
Google Scholar
PubMed
Search for other papers by Einat Bar in
Current site
Google Scholar
PubMed
Department of Life Sciences, Ben-Gurion University of the Negev
Search for other papers by Ilana Dessow in
Current site
Google Scholar
PubMed
Search for other papers by Uzi Ravid in
Current site
Google Scholar
PubMed
Search for other papers by Efraim Lewinsohn in
Current site
Google Scholar
PubMed
Khat (Catha edulis Forsk., Celastraceae) is a perennial shrub that was introduced to Israel by Yemenite immigrants. Its young leaves are chewed for their psycho-stimulating properties. Young khat leaves contain the phenylpropylamino alkaloids (-)-cathinone [(S)-α-aminopropiophenone], (+)-cathine [(1S)(2S)-norpseudoephedrine], and (-)-norephedrine [(1R)(2S)-norephedrine] as the main active principles. A novel GC-MS analysis method for the quantitative determination of phenylpropylamino alkaloids and their putative biosynthetic precursor 1-phenylpropane-1,2- dione in khat leaves was developed. We utilized an alkaline-organic extraction, coupled with gas chromatography and a chiral permethylated beta cyclodextrin phase, to allow a full separation between the two diastereoisomers (1S)(2S)-cathine and (1R)(2 S)-norephedrine. We found a marked diversity in the phenylpropylamino alkaloid content and composition in three different locally grown accessions and the commercial cultivar ‘Mahanaim’.
| All Time | Past 365 days | Past 30 Days | |
|---|---|---|---|
| Abstract Views | 365 | 65 | 2 |
| Full Text Views | 25 | 0 | 0 |
| PDF Views & Downloads | 37 | 1 | 0 |
