Steviamine, a new class of indolizidine alkaloid [(1R,2S,3R,5R,8aR)-3-hydroxymethyl-5-methyloctahydroindolizine-1,2-diol hydrobromide]
X-ray crystallographic analysis of the title hydrobromide salt, C10H20N+·Br−, of (1R,2S,3R,5R,8aR)-3-hydroxymethyl-5-methyloctahydroindolizine-1,2-diol defines the absolute and relative stereochemistry at the five chiral centres in steviamine, a new class of polyhydroxylat...
| Main Authors: | , , , , , , , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
International Union of Crystallography
2009-11-01
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| Series: | Acta Crystallographica Section E |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536809043827 |
| _version_ | 1818283701866332160 |
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| author | Amber L. Thompson Agnieszka Michalik Robert J. Nash Francis X. Wilson Renate van Well Peter Johnson George W. J. Fleet Chu-Yi Yu Xiang-Guo Hu Richard I. Cooper David J. Watkin |
| author_facet | Amber L. Thompson Agnieszka Michalik Robert J. Nash Francis X. Wilson Renate van Well Peter Johnson George W. J. Fleet Chu-Yi Yu Xiang-Guo Hu Richard I. Cooper David J. Watkin |
| author_sort | Amber L. Thompson |
| collection | DOAJ |
| description | X-ray crystallographic analysis of the title hydrobromide salt, C10H20N+·Br−, of (1R,2S,3R,5R,8aR)-3-hydroxymethyl-5-methyloctahydroindolizine-1,2-diol defines the absolute and relative stereochemistry at the five chiral centres in steviamine, a new class of polyhydroxylated indolizidine alkaloid isolated from Stevia rebaudiana (Asteraceae) leaves. In the crystal structure, molecules are linked by intermolecular O—H...Br and N—H...Br hydrogen bonds, forming double chains around the twofold screw axes along the b-axis direction. Intramolecular O—H...O interactions occur. |
| first_indexed | 2024-12-13T00:41:06Z |
| format | Article |
| id | doaj.art-5291fcab05ff425dbeb8474867a68d7c |
| institution | Directory Open Access Journal |
| issn | 1600-5368 |
| language | English |
| last_indexed | 2024-12-13T00:41:06Z |
| publishDate | 2009-11-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E |
| spelling | doaj.art-5291fcab05ff425dbeb8474867a68d7c2022-12-22T00:05:07ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682009-11-016511o2904o290510.1107/S1600536809043827Steviamine, a new class of indolizidine alkaloid [(1R,2S,3R,5R,8aR)-3-hydroxymethyl-5-methyloctahydroindolizine-1,2-diol hydrobromide]Amber L. ThompsonAgnieszka MichalikRobert J. NashFrancis X. WilsonRenate van WellPeter JohnsonGeorge W. J. FleetChu-Yi YuXiang-Guo HuRichard I. CooperDavid J. WatkinX-ray crystallographic analysis of the title hydrobromide salt, C10H20N+·Br−, of (1R,2S,3R,5R,8aR)-3-hydroxymethyl-5-methyloctahydroindolizine-1,2-diol defines the absolute and relative stereochemistry at the five chiral centres in steviamine, a new class of polyhydroxylated indolizidine alkaloid isolated from Stevia rebaudiana (Asteraceae) leaves. In the crystal structure, molecules are linked by intermolecular O—H...Br and N—H...Br hydrogen bonds, forming double chains around the twofold screw axes along the b-axis direction. Intramolecular O—H...O interactions occur.http://scripts.iucr.org/cgi-bin/paper?S1600536809043827 |
| spellingShingle | Amber L. Thompson Agnieszka Michalik Robert J. Nash Francis X. Wilson Renate van Well Peter Johnson George W. J. Fleet Chu-Yi Yu Xiang-Guo Hu Richard I. Cooper David J. Watkin Steviamine, a new class of indolizidine alkaloid [(1R,2S,3R,5R,8aR)-3-hydroxymethyl-5-methyloctahydroindolizine-1,2-diol hydrobromide] Acta Crystallographica Section E |
| title | Steviamine, a new class of indolizidine alkaloid [(1R,2S,3R,5R,8aR)-3-hydroxymethyl-5-methyloctahydroindolizine-1,2-diol hydrobromide] |
| title_full | Steviamine, a new class of indolizidine alkaloid [(1R,2S,3R,5R,8aR)-3-hydroxymethyl-5-methyloctahydroindolizine-1,2-diol hydrobromide] |
| title_fullStr | Steviamine, a new class of indolizidine alkaloid [(1R,2S,3R,5R,8aR)-3-hydroxymethyl-5-methyloctahydroindolizine-1,2-diol hydrobromide] |
| title_full_unstemmed | Steviamine, a new class of indolizidine alkaloid [(1R,2S,3R,5R,8aR)-3-hydroxymethyl-5-methyloctahydroindolizine-1,2-diol hydrobromide] |
| title_short | Steviamine, a new class of indolizidine alkaloid [(1R,2S,3R,5R,8aR)-3-hydroxymethyl-5-methyloctahydroindolizine-1,2-diol hydrobromide] |
| title_sort | steviamine a new class of indolizidine alkaloid 1r 2s 3r 5r 8ar 3 hydroxymethyl 5 methyloctahydroindolizine 1 2 diol hydrobromide |
| url | http://scripts.iucr.org/cgi-bin/paper?S1600536809043827 |
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