Chemistry:Pseudotropine
From HandWiki
Pseudotropine (3β-tropanol, ψ-tropine, 3-pseudotropanol, or PTO) is a derivative of tropane and an isomer of tropine. Pseudotropine can be found in the Coca plant along with several other alkaloids [1]
Synthesis
In the laboratory it is made by the reduction of tropinone:[2] According to the article, a good stereoselectivity of pseudotropine over endotropine could be achieved when employing a Meerwein–Ponndorf–Verley reduction or sodium metal in n-pentanol.
Derivatives
- Pudafensine
- Tropigline (Tigloidine, ticloidine) [533-08-4] (E)-form Produced by Physalis peruviana. Anticholinergic, anti parkinsonian drug.[3][4][5]
- Convolamine
- Valtropine
- Pseudotropine benzoate (tropacocaine)
See also
References
- ↑ "Coca: The History and Medical Significance of an Ancient Andean Tradition". Emergency Medicine International 2016. 2016. doi:10.1155/2016/4048764. PMID 27144028.
- ↑ "Stereochemistry of the reduction of tropinone". Tetrahedron 6 (4): 319–330. January 1959. doi:10.1016/0040-4020(59)80012-0. https://linkinghub.elsevier.com/retrieve/pii/0040402059800120.
- ↑ Beresford, P. J., Woolley, J. G. (October 1974). "Biosynthesis of ticloidine in Physalis peruviana". Phytochemistry. 13 (10): 2143–2144. doi:10.1016/0031-9422(74)85016-8.
- ↑ Barger, G., Martin, Wm. F., Mitchell, Wm. (1937). "383. The minor alkaloids of Duboisia myoporoides". Journal of the Chemical Society (Resumed): 1820. doi:10.1039/jr9370001820.
- ↑ Rabot, S. (May 1995). "Tigloyl-CoA:pseudotropine acyl transferase—An enzyme of tropane alkaloid biosynthesis". Phytochemistry. 39 (2): 315–322. doi:10.1016/0031-9422(94)00907-B.
 |  |
