Electrospray–Mass Spectrometry-Guided Targeted Isolation of Indole Alkaloids from Leaves of <i>Catharanthus roseus</i> by Using High-Performance Countercurrent Chromatography
Electrospray mass spectrometry <i>off-line</i> profiling monitored the recovery of targeted indole alkaloids from a fortified crude extract of <i>Catharanthus roseus</i> (790 mg) using semi-preparative <i>high-performance countercurrent chromatography</i> (HPCCC)...
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2025-05-01
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| author | Mahdi Yahyazadeh Dirk Selmar Gerold Jerz |
| author_facet | Mahdi Yahyazadeh Dirk Selmar Gerold Jerz |
| author_sort | Mahdi Yahyazadeh |
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| description | Electrospray mass spectrometry <i>off-line</i> profiling monitored the recovery of targeted indole alkaloids from a fortified crude extract of <i>Catharanthus roseus</i> (790 mg) using semi-preparative <i>high-performance countercurrent chromatography</i> (HPCCC) fractionation. Visualization of selected single-ion traces projected the HPCCC molecular weight elution profile. Experimental <i>partition-ratio</i> values <i>K<sub>D</sub></i> and peak widths for detected metabolites were determined. Structural characterization of metabolites and co-elution effects were monitored in the scan range <i>m</i>/<i>z</i> 100–2000. In this study, the biphasic solvent system containing <i>n</i>-hexane–<i>n</i>-butanol–water with 0.5% ion-pair reagent trifluoro-acetic acid [1:1:2, <i>v</i>/<i>v</i>/<i>v</i>] was used based on <i>partition ratio K<sub>D</sub></i>-value <i>liquid chromatography–electrospray ionization–mass spectrometry</i> (LC-ESI-MS) analysis prediction. The monitoring of target ions resulted in the isolation of six major concentrated indole alkaloids (akuammicine, catharanthine, perivine, vindoline, vindorosine, and <i>19R</i>-vindolinine), which were fully elucidated by 1D and 2D <i>nuclear magnetic resonance</i> (NMR) spectroscopy. |
| format | Article |
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| institution | Kabale University |
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| language | English |
| publishDate | 2025-05-01 |
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| spelling | doaj-art-3661dabb554c45618bd5f70bc2d559142025-08-20T03:48:01ZengMDPI AGMolecules1420-30492025-05-013010211510.3390/molecules30102115Electrospray–Mass Spectrometry-Guided Targeted Isolation of Indole Alkaloids from Leaves of <i>Catharanthus roseus</i> by Using High-Performance Countercurrent ChromatographyMahdi Yahyazadeh0Dirk Selmar1Gerold Jerz2Research Institute of Forests and Rangelands, Agricultural Research, Education and Extension Organization (AREEO), Tehran 1496793612, IranInstitute of Plant Biology, TU Braunschweig, Mendelssohnstrasse 4, 38106 Braunschweig, GermanyInstitute of Food Chemistry, TU Braunschweig, Schleinitzstrasse 20, 38106 Braunschweig, GermanyElectrospray mass spectrometry <i>off-line</i> profiling monitored the recovery of targeted indole alkaloids from a fortified crude extract of <i>Catharanthus roseus</i> (790 mg) using semi-preparative <i>high-performance countercurrent chromatography</i> (HPCCC) fractionation. Visualization of selected single-ion traces projected the HPCCC molecular weight elution profile. Experimental <i>partition-ratio</i> values <i>K<sub>D</sub></i> and peak widths for detected metabolites were determined. Structural characterization of metabolites and co-elution effects were monitored in the scan range <i>m</i>/<i>z</i> 100–2000. In this study, the biphasic solvent system containing <i>n</i>-hexane–<i>n</i>-butanol–water with 0.5% ion-pair reagent trifluoro-acetic acid [1:1:2, <i>v</i>/<i>v</i>/<i>v</i>] was used based on <i>partition ratio K<sub>D</sub></i>-value <i>liquid chromatography–electrospray ionization–mass spectrometry</i> (LC-ESI-MS) analysis prediction. The monitoring of target ions resulted in the isolation of six major concentrated indole alkaloids (akuammicine, catharanthine, perivine, vindoline, vindorosine, and <i>19R</i>-vindolinine), which were fully elucidated by 1D and 2D <i>nuclear magnetic resonance</i> (NMR) spectroscopy.https://www.mdpi.com/1420-3049/30/10/2115<i>Catharanthus roseus</i>indole alkaloidhigh-performance countercurrent chromatography<i>off-line</i> injection ESI-MS/MS profiling1D/2D NMR |
| spellingShingle | Mahdi Yahyazadeh Dirk Selmar Gerold Jerz Electrospray–Mass Spectrometry-Guided Targeted Isolation of Indole Alkaloids from Leaves of <i>Catharanthus roseus</i> by Using High-Performance Countercurrent Chromatography Molecules <i>Catharanthus roseus</i> indole alkaloid high-performance countercurrent chromatography <i>off-line</i> injection ESI-MS/MS profiling 1D/2D NMR |
| title | Electrospray–Mass Spectrometry-Guided Targeted Isolation of Indole Alkaloids from Leaves of <i>Catharanthus roseus</i> by Using High-Performance Countercurrent Chromatography |
| title_full | Electrospray–Mass Spectrometry-Guided Targeted Isolation of Indole Alkaloids from Leaves of <i>Catharanthus roseus</i> by Using High-Performance Countercurrent Chromatography |
| title_fullStr | Electrospray–Mass Spectrometry-Guided Targeted Isolation of Indole Alkaloids from Leaves of <i>Catharanthus roseus</i> by Using High-Performance Countercurrent Chromatography |
| title_full_unstemmed | Electrospray–Mass Spectrometry-Guided Targeted Isolation of Indole Alkaloids from Leaves of <i>Catharanthus roseus</i> by Using High-Performance Countercurrent Chromatography |
| title_short | Electrospray–Mass Spectrometry-Guided Targeted Isolation of Indole Alkaloids from Leaves of <i>Catharanthus roseus</i> by Using High-Performance Countercurrent Chromatography |
| title_sort | electrospray mass spectrometry guided targeted isolation of indole alkaloids from leaves of i catharanthus roseus i by using high performance countercurrent chromatography |
| topic | <i>Catharanthus roseus</i> indole alkaloid high-performance countercurrent chromatography <i>off-line</i> injection ESI-MS/MS profiling 1D/2D NMR |
| url | https://www.mdpi.com/1420-3049/30/10/2115 |
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