A General Electro-Synthesis Approach to Amaryllidaceae Alkaloids
- Publikationstyp:
- Zeitschriftenaufsatz
- Metadaten:
-
- Autoren
- Dennis Pollok
- Luca M Grossmann
- Torsten Behrendt
- Till Opatz
- Siegfried R Waldvogel
- Autoren-URL
- https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:000823703500001&DestLinkType=FullRecord&DestApp=WOS_CPL
- DOI
- 10.1002/chem.202201523
- eISSN
- 1521-3765
- Externe Identifier
- Clarivate Analytics Document Solution ID: 4H5HO
- PubMed Identifier: 35662286
- ISSN
- 0947-6539
- Ausgabe der Veröffentlichung
- 50
- Zeitschrift
- CHEMISTRY-A EUROPEAN JOURNAL
- Schlüsselwörter
- alkaloid
- amaryllidaceae
- biomimetic
- electrosynthesis
- galantamine
- Artikelnummer
- ARTN e202201523
- Datum der Veröffentlichung
- 2022
- Status
- Published
- Titel
- A General Electro-Synthesis Approach to Amaryllidaceae Alkaloids
- Sub types
- Article
- Ausgabe der Zeitschrift
- 28
Datenquelle: Web of Science (Lite)
- Andere Metadatenquellen:
-
- Abstract
- <jats:title>Abstract</jats:title><jats:p>Amaryllidaceae alkaloids appeal to organic chemists with their attractive structures and their impressive antitumor and acetylcholinesterase inhibitory properties. We demonstrate a highly versatile access to this family of natural products. A general protocol with high yields in a sustainable electro‐organic key transformation on a metal‐free anode to spirodienones facilitates functionalization to the alkaloids. The biomimetic syntheses start with the readily available, inexpensive biogenic starting materials methyl gallate, <jats:italic>O</jats:italic>‐methyl tyramine, and vanillin derivatives. Through known dynamic resolutions, this technology provides access to both enantiomeric series of (epi‐)martidine, (epi‐)crinine, siculine, and galantamine, clinically prescribed for the treatment of Alzheimer's disease.</jats:p>
- Autoren
- Dennis Pollok
- Luca M Großmann
- Torsten Behrendt
- Till Opatz
- Siegfried R Waldvogel
- DOI
- 10.1002/chem.202201523
- eISSN
- 1521-3765
- ISSN
- 0947-6539
- Ausgabe der Veröffentlichung
- 50
- Zeitschrift
- Chemistry – A European Journal
- Sprache
- en
- Online publication date
- 2022
- Datum der Veröffentlichung
- 2022
- Status
- Published
- Herausgeber
- Wiley
- Herausgeber URL
- http://dx.doi.org/10.1002/chem.202201523
- Datum der Datenerfassung
- 2023
- Titel
- A General Electro‐Synthesis Approach to Amaryllidaceae Alkaloids
- Ausgabe der Zeitschrift
- 28
Datenquelle: Crossref
- Abstract
- Amaryllidaceae alkaloids appeal to organic chemists with their attractive structures and their impressive antitumor and acetylcholinesterase inhibitory properties. We demonstrate a highly versatile access to this family of natural products. A general protocol with high yields in a sustainable electro-organic key transformation on a metal-free anode to spirodienones facilitates functionalization to the alkaloids. The biomimetic syntheses start with the readily available, inexpensive biogenic starting materials methyl gallate, O-methyl tyramine, and vanillin derivatives. Through known dynamic resolutions, this technology provides access to both enantiomeric series of (epi-)martidine, (epi-)crinine, siculine, and galantamine, clinically prescribed for the treatment of Alzheimer's disease.
- Addresses
- Department of Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128, Mainz, Germany.
- Autoren
- Dennis Pollok
- Luca M Großmann
- Torsten Behrendt
- Till Opatz
- Siegfried R Waldvogel
- DOI
- 10.1002/chem.202201523
- eISSN
- 1521-3765
- Externe Identifier
- PubMed Identifier: 35662286
- PubMed Central ID: PMC9543536
- Funding acknowledgements
- Verband der Chemischen Industrie:
- Forschungsinitiative Rheinland-Pfalz: SusInnoScience
- Rhineland-Palatinate Natural Products Research Centre, Johannes Gutenberg-Universität Mainz:
- Open access
- true
- ISSN
- 0947-6539
- Ausgabe der Veröffentlichung
- 50
- Zeitschrift
- Chemistry (Weinheim an der Bergstrasse, Germany)
- Schlüsselwörter
- Alkaloids
- Amaryllidaceae Alkaloids
- Acetylcholinesterase
- Cholinesterase Inhibitors
- Plant Extracts
- Sprache
- eng
- Medium
- Print-Electronic
- Online publication date
- 2022
- Open access status
- Open Access
- Paginierung
- e202201523
- Datum der Veröffentlichung
- 2022
- Status
- Published
- Publisher licence
- CC BY-NC-ND
- Datum der Datenerfassung
- 2022
- Titel
- A General Electro-Synthesis Approach to Amaryllidaceae Alkaloids.
- Sub types
- research-article
- Journal Article
- Ausgabe der Zeitschrift
- 28
Files
https://europepmc.org/articles/PMC9543536?pdf=render
Datenquelle: Europe PubMed Central
- Abstract
- Amaryllidaceae alkaloids appeal to organic chemists with their attractive structures and their impressive antitumor and acetylcholinesterase inhibitory properties. We demonstrate a highly versatile access to this family of natural products. A general protocol with high yields in a sustainable electro-organic key transformation on a metal-free anode to spirodienones facilitates functionalization to the alkaloids. The biomimetic syntheses start with the readily available, inexpensive biogenic starting materials methyl gallate, O-methyl tyramine, and vanillin derivatives. Through known dynamic resolutions, this technology provides access to both enantiomeric series of (epi-)martidine, (epi-)crinine, siculine, and galantamine, clinically prescribed for the treatment of Alzheimer's disease.
- Autoren
- Dennis Pollok
- Luca M Großmann
- Torsten Behrendt
- Till Opatz
- Siegfried R Waldvogel
- Autoren-URL
- https://www.ncbi.nlm.nih.gov/pubmed/35662286
- DOI
- 10.1002/chem.202201523
- eISSN
- 1521-3765
- Externe Identifier
- PubMed Central ID: PMC9543536
- Funding acknowledgements
- Forschungsinitiative Rheinland-Pfalz: SusInnoScience
- Rhineland-Palatinate Natural Products Research Centre, Johannes Gutenberg-Universität Mainz:
- Verband der Chemischen Industrie:
- Ausgabe der Veröffentlichung
- 50
- Zeitschrift
- Chemistry
- Schlüsselwörter
- alkaloid
- amaryllidaceae
- biomimetic
- electrosynthesis
- galantamine
- Acetylcholinesterase
- Alkaloids
- Amaryllidaceae Alkaloids
- Cholinesterase Inhibitors
- Plant Extracts
- Sprache
- eng
- Country
- Germany
- Paginierung
- e202201523
- Datum der Veröffentlichung
- 2022
- Status
- Published
- Datum, an dem der Datensatz öffentlich gemacht wurde
- 2022
- Titel
- A General Electro-Synthesis Approach to Amaryllidaceae Alkaloids.
- Sub types
- Journal Article
- Ausgabe der Zeitschrift
- 28
Datenquelle: PubMed
- Author's licence
- CC-BY-NC-ND
- Autoren
- Dennis Pollok
- Luca M Großmann
- Torsten Behrendt
- Till Opatz
- Siegfried R Waldvogel
- Hosting institution
- Universitätsbibliothek Mainz
- Sammlungen
- DFG-491381577-H
- Resource version
- Published version
- DOI
- 10.1002/chem.202201523
- Funding acknowledgements
- Gefördert durch die Deutsche Forschungsgemeinschaft (DFG) - Projektnummer 491381577
- File(s) embargoed
- false
- Open access
- true
- ISSN
- 1521-3765
- Ausgabe der Veröffentlichung
- 50
- Zeitschrift
- Chemistry - a European journal
- Schlüsselwörter
- 540 Chemie
- 540 Chemistry and allied sciences
- Sprache
- eng
- Open access status
- Open Access
- Paginierung
- 202201523
- Datum der Veröffentlichung
- 2022
- Public URL
- https://openscience.ub.uni-mainz.de/handle/20.500.12030/8749
- Herausgeber
- John Wiley & Sons, Ltd
- Datum der Datenerfassung
- 2023
- Datum, an dem der Datensatz öffentlich gemacht wurde
- 2023
- Zugang
- Public
- Titel
- A general electro-synthesis approach to amaryllidaceae alkaloids
- Ausgabe der Zeitschrift
- 28
Files
a_general_electrosynthesis_ap-20230201114641047.pdf
Datenquelle: OPENSCIENCE.UB
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- Eigentum von