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, C(10)H(20)N(+)·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 indolizid...

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Detalles Bibliográficos
Autores principales: Thompson, Amber L., Michalik, Agnieszka, Nash, Robert J., Wilson, Francis X., van Well, Renate, Johnson, Peter, Fleet, George W. J., Yu, Chu-Yi, Hu, Xiang-Guo, Cooper, Richard I., Watkin, David J.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971327/
https://www.ncbi.nlm.nih.gov/pubmed/21578486
http://dx.doi.org/10.1107/S1600536809043827
Descripción
Sumario:X-ray crystallographic analysis of the title hydro­bromide salt, C(10)H(20)N(+)·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.

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