Pseudotropine: Difference between revisions – Wikipedia

 

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”’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 <ref>{{cite journal | vauthors = Biondich AS, Joslin JD | title = Coca: The History and Medical Significance of an Ancient Andean Tradition | journal = Emergency Medicine International | volume = 2016 | article-number = 4048764 | date = 2016 | pmid = 27144028 | pmc = 4838786 | doi = 10.1155/2016/4048764 | doi-access = free}}</ref>

”’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 <ref>{{cite journal | vauthors = Biondich AS, Joslin JD | title = Coca: The History and Medical Significance of an Ancient Andean Tradition | journal = Emergency Medicine International | volume = 2016 | article-number = 4048764 | date = 2016 | pmid = 27144028 | pmc = 4838786 | doi = 10.1155/2016/4048764 | doi-access = free}}</ref>

[[File:Tropigline.svg|thumb|left|[[Tropigline]]]]

[[File:Tropigline.svg|thumb|left|[[Tropigline]]]]

==Synthesis==

In the laboratory it is made by the reduction of [[tropinone]]:<ref>{{cite journal | vauthors=((Beckett, A. H.)), ((Harper, N. J.)), ((Balon, A. D. J.)), ((Watts, T. H. E.)) | journal=Tetrahedron | title=Stereochemistry of the reduction of tropinone | volume=6 | issue=4 | pages=319–330 | date= January 1959 | url=https://linkinghub.elsevier.com/retrieve/pii/0040402059800120 |doi=10.1016/0040-4020(59)80012-0}}</ref>

==Applications==

==Applications==

[[Tropigline]] (Tigloidine, ticloidine) [533-08-4] (E)-form Produced by Physalis peruviana. Anticholinergic, anti parkinsonian drug.<ref>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.</ref><ref>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.</ref><ref>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.</ref>

[[Tropigline]] (Tigloidine, ticloidine) [533-08-4] (E)-form Produced by Physalis peruviana. Anticholinergic, anti parkinsonian drug.<ref>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.</ref><ref>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.</ref><ref>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.</ref>

Chemical compound

Pharmaceutical compound

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]

Tropigline

In the laboratory it is made by the reduction of tropinone:[2]

Tropigline (Tigloidine, ticloidine) [533-08-4] (E)-form Produced by Physalis peruviana. Anticholinergic, anti parkinsonian drug.[3][4][5]

  1. ^ Biondich AS, Joslin JD (2016). “Coca: The History and Medical Significance of an Ancient Andean Tradition”. Emergency Medicine International. 2016 4048764. doi:10.1155/2016/4048764. PMC 4838786. PMID 27144028.
  2. ^ Beckett, A. H., Harper, N. J., Balon, A. D. J., Watts, T. H. E. (January 1959). “Stereochemistry of the reduction of tropinone”. Tetrahedron. 6 (4): 319–330. doi:10.1016/0040-4020(59)80012-0.
  3. ^ 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.
  4. ^ 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.
  5. ^ 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.

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