Steviamine, a new class of indolizidine alkaloid [(1R,2S,3R,5R,8aR)-3-hydroxy-meth-yl-5-methyl-octa-hydro-indolizine-1,2-diol hydro-bromide].

Journal article

X-ray crystallographic analysis of the title hydro-bromide salt, C(10)H(20)N(+)·Br(-), of (1R,2S,3R,5R,8aR)-3-hydroxy-meth-yl-5-methyl-octa-hydro-indolizine-1,2-diol defines the absolute and relative stereochemistry at the five chiral centres in steviamine, a new class of polyhydroxy-lated indolizidine alkaloid isolated from Stevia rebaudiana (Asteraceae) leaves. In the crystal structure, mol-ecules are linked by inter-molecular O-H⋯Br and N-H⋯Br hydrogen bonds, forming double chains around the twofold screw axes along the b-axis direction. Intra-molecular O-H⋯O inter-actions occur.

Authors: Thompson, A; Michalik, A; Nash, R; Wilson, F; van Well, R

• Publication status: Published
• Journal: Acta crystallographica. Section E, Structure reports online
• Volume: 65
• Issue: Pt 11
• Pages: o2904-o2905
• Publication date: 2009-01-01
• DOI: 10.1107/s1600536809043827
• EISSN: 1600-5368
• ISSN: 1600-5368
• Language: English