Meteloidine
Chemical compound
From Wikipedia, the free encyclopedia
Meteloidine is an alkaloid found in some Brugmansia and Datura species.[1] Its also found in Erythroxylum australe and is said to be cocaine-like alkaloid.[2]
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| IUPAC name
[(6R,7S)-6,7-Dihydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (E)-2-methylbut-2-enoate | |
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| Properties | |
| C13H21NO4 | |
| Molar mass | 255.314 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Occurrence
The first report of the isolation from a natural source of meteloidine was in 1908 by Frank Lee Pyman and William Colebrook Reynolds[3] from the flowering plant Datura metel along Angelate ester and Datura meteloides (now reclassified as Datura innoxia).[4]
Meteloidine is primarily found in solanaceous plants, and in one species of genus Erythroxylum. It has been found in the leaves and flowers of Brugmansia × candida,[5] and in the roots of Datura leichhardtii,[6] Brugmansia suaveolens,[7] Anthocercis littorea and Anthocercis viscosa[8] in minor quantities, and in Anthocercis genistoides as its principal alkaloid. Meteloidine has been identified in Erythroxylum australe, which is of chemotaxonomic interest as meteloidine has been found in a number of the Solanacae family, but in only one species in the family Erythroxylaceae.[9]