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Tropane Alkaloids: Chemistry, Pharmacology, Biosynthesis and Production

Tropane alkaloids (TA) are valuable secondary plant metabolites which are mostly found in high concentrations in the Solanaceae and Erythroxylaceae families. The TAs, which are characterized by their unique bicyclic tropane ring system, can be divided into three major groups: hyoscyamine and scopola...

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Autores principales: Kohnen-Johannsen, Kathrin Laura, Kayser, Oliver
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6412926/
https://www.ncbi.nlm.nih.gov/pubmed/30813289
http://dx.doi.org/10.3390/molecules24040796
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author Kohnen-Johannsen, Kathrin Laura
Kayser, Oliver
author_facet Kohnen-Johannsen, Kathrin Laura
Kayser, Oliver
author_sort Kohnen-Johannsen, Kathrin Laura
collection PubMed
description Tropane alkaloids (TA) are valuable secondary plant metabolites which are mostly found in high concentrations in the Solanaceae and Erythroxylaceae families. The TAs, which are characterized by their unique bicyclic tropane ring system, can be divided into three major groups: hyoscyamine and scopolamine, cocaine and calystegines. Although all TAs have the same basic structure, they differ immensely in their biological, chemical and pharmacological properties. Scopolamine, also known as hyoscine, has the largest legitimate market as a pharmacological agent due to its treatment of nausea, vomiting, motion sickness, as well as smooth muscle spasms while cocaine is the 2nd most frequently consumed illicit drug globally. This review provides a comprehensive overview of TAs, highlighting their structural diversity, use in pharmaceutical therapy from both historical and modern perspectives, natural biosynthesis in planta and emerging production possibilities using tissue culture and microbial biosynthesis of these compounds.
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spelling pubmed-64129262019-04-09 Tropane Alkaloids: Chemistry, Pharmacology, Biosynthesis and Production Kohnen-Johannsen, Kathrin Laura Kayser, Oliver Molecules Review Tropane alkaloids (TA) are valuable secondary plant metabolites which are mostly found in high concentrations in the Solanaceae and Erythroxylaceae families. The TAs, which are characterized by their unique bicyclic tropane ring system, can be divided into three major groups: hyoscyamine and scopolamine, cocaine and calystegines. Although all TAs have the same basic structure, they differ immensely in their biological, chemical and pharmacological properties. Scopolamine, also known as hyoscine, has the largest legitimate market as a pharmacological agent due to its treatment of nausea, vomiting, motion sickness, as well as smooth muscle spasms while cocaine is the 2nd most frequently consumed illicit drug globally. This review provides a comprehensive overview of TAs, highlighting their structural diversity, use in pharmaceutical therapy from both historical and modern perspectives, natural biosynthesis in planta and emerging production possibilities using tissue culture and microbial biosynthesis of these compounds. MDPI 2019-02-22 /pmc/articles/PMC6412926/ /pubmed/30813289 http://dx.doi.org/10.3390/molecules24040796 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Kohnen-Johannsen, Kathrin Laura
Kayser, Oliver
Tropane Alkaloids: Chemistry, Pharmacology, Biosynthesis and Production
title Tropane Alkaloids: Chemistry, Pharmacology, Biosynthesis and Production
title_full Tropane Alkaloids: Chemistry, Pharmacology, Biosynthesis and Production
title_fullStr Tropane Alkaloids: Chemistry, Pharmacology, Biosynthesis and Production
title_full_unstemmed Tropane Alkaloids: Chemistry, Pharmacology, Biosynthesis and Production
title_short Tropane Alkaloids: Chemistry, Pharmacology, Biosynthesis and Production
title_sort tropane alkaloids: chemistry, pharmacology, biosynthesis and production
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6412926/
https://www.ncbi.nlm.nih.gov/pubmed/30813289
http://dx.doi.org/10.3390/molecules24040796
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