(-)-Pentylsedinine, a New Alkaloid from the Leaves of Lobelia tupa with Agonist Activity at Nicotinic Acetylcholine Receptor
- Lobelia tupa, also called devil's tobacco, is a native plant from the center-south of Chile which has been used by the native people of Chile as a hallucinogenic and anesthetic plant. A new piperidine alkaloid, called pentylsedinine, which comprises five carbons in the side chain, was isolated from the aerial part of L. tupa, along with lobeline and lobelanidine. The structure was established on the basis of 1D and 2D NMR spectroscopy. While lobeline is a neutral antagonist at alpha 3 beta 2/alpha 3 beta 4 nAChR and alpha 7 nAChR, both lobelanidine and pentylsedinine act as partial agonists at nAChR
| Author details: | Cristian PazORCiD, Jose Becerra, Mario Silva, Viviana Burgos, Matthias HeydenreichORCiD, Bernd SchmidtORCiDGND, Thu Tran, Irina Vetter |
|---|---|
| ISSN: | 1934-578X |
| ISSN: | 1555-9475 |
| Pubmed ID: | https://pubmed.ncbi.nlm.nih.gov/26434115 |
| Title of parent work (English): | Natural product communications : an international journal for communications and reviews |
| Publisher: | NPC |
| Place of publishing: | Westerville |
| Publication type: | Article |
| Language: | English |
| Year of first publication: | 2015 |
| Publication year: | 2015 |
| Release date: | 2017/03/27 |
| Tag: | Lobelia tupa; Pentylsedinine; Piperidine alkaloid; nAChR |
| Volume: | 10 |
| Issue: | 8 |
| Number of pages: | 3 |
| First page: | 1355 |
| Last Page: | 1357 |
| Funding institution: | FONDECYT from the Chilean Government [3130378]; Deutscher Akademischer Austauschdienst (DAAD - Germany); Australian Research Council; Universidad de La Frontera |
| Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
| Peer review: | Referiert |
