Enantioselective Total Synthesis of (+)-Dihydro-β-erythroidine.

Chemistry Techniques, Synthetic Dihydro-beta-Erythroidine / chemical synthesis Stereoisomerism

Journal

Journal of the American Chemical Society
ISSN: 1520-5126
Titre abrégé: J Am Chem Soc
Pays: United States
ID NLM: 7503056

Informations de publication

Date de publication:
05 06 2019
Historique:
pubmed: 28 5 2019
medline: 12 9 2020
entrez: 25 5 2019
Statut: ppublish

Résumé

Erythrina alkaloids represent a rich source of complex polycyclic, bioactive natural products. In addition to their sedative and hypotensive effect, their curare-like activity and structural framework have made them attractive targets for synthetic and medicinal chemists. (+)-Dihydro-β-erythroidine (DHβE), the most potent nicotine acetylcholine receptor antagonist (nAChR) of the Erythrina family, is synthesized for the first time in 13 steps from commercially available material.

Identifiants

DOI: 10.1021/jacs.9b04626 PMID: 31122014
pubmed: 31122014
doi: 10.1021/jacs.9b04626
doi:

Substances chimiques

Dihydro-beta-Erythroidine 23255-54-1

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

8783-8786

Auteurs

Sebastian Clementson (S)

Department of Drug Design and Pharmacology, Faculty of Health and Medical Sciences , University of Copenhagen , Universitetsparken 2 , 2100 Copenhagen , Denmark.
Molecular Discovery and Innovation , H. Lundbeck A/S , Ottiliavej 9 , 2500 Valby , Denmark.

Mikkel Jessing (M)

Molecular Discovery and Innovation , H. Lundbeck A/S , Ottiliavej 9 , 2500 Valby , Denmark.

Henrik Pedersen (H)

Compound Management and Analytical Chemistry , H. Lundbeck A/S , Ottiliavej 9 , 2500 Valby , Denmark.

Paulo Vital (P)

Molecular Discovery and Innovation , H. Lundbeck A/S , Ottiliavej 9 , 2500 Valby , Denmark.

Jesper L Kristensen (JL)

Department of Drug Design and Pharmacology, Faculty of Health and Medical Sciences , University of Copenhagen , Universitetsparken 2 , 2100 Copenhagen , Denmark.
ORCID: 0000-0002-5613-1267

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Classifications MeSH

questionsmedicales.fr › Technologie, industrie et agriculture › Technologie › Technologie pharmaceutique › Techniques de chimie synthétique › Enantioselective Total Synthesis of...
questionsmedicales.fr › Composés hétérocycliques › Composés hétérocycliques à cycles fusionnés › Composés hétérocycliques avec 4 noyaux ou plus › Dihydro-bêta-érythroïdine › Enantioselective Total Synthesis of...
questionsmedicales.fr › Phénomènes chimiques › Phénomènes de chimie organique › Isomérie › Stéréoisomérie › Enantioselective Total Synthesis of...