Format

Send to

Choose Destination
Molecules. 2019 Feb 22;24(4). pii: E796. doi: 10.3390/molecules24040796.

Tropane Alkaloids: Chemistry, Pharmacology, Biosynthesis and Production.

Author information

1
Technical Biochemistry, Department of Biochemical and Chemical Engineering, Technical University Dortmund, D-44227 Dortmund, Germany. Laura.Kohnen@tu-dortmund.de.
2
Technical Biochemistry, Department of Biochemical and Chemical Engineering, Technical University Dortmund, D-44227 Dortmund, Germany. Oliver.Kayser@tu-dortmund.de.

Abstract

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.

KEYWORDS:

biosynthesis; biotechnological production; calystegine; chemistry; cocaine; pharmacology; scopolamine; tropane alkaloids

PMID:
30813289
PMCID:
PMC6412926
DOI:
10.3390/molecules24040796
[Indexed for MEDLINE]
Free PMC Article

Supplemental Content

Full text links

Icon for Multidisciplinary Digital Publishing Institute (MDPI) Icon for PubMed Central
Loading ...
Support Center