1-Substituted β-Carboline-3-Carboxylates with high affinities to the Benzodiazepine recognition site

Naturally occurring derivatives of β-carboline-3-carboxylic acid bearing acetyl or vinyl groups at C-1 were prepared by Pd-catalyzed cross-coupling reactions of methyl 1-chloro-β-carboline-3-carboxylate with appropriate organostannanes. Esters with chloro or acetyl groups at C-1 showed high affinity...

Full description

Saved in:
Bibliographic Details
Published in:Natural product research 2004-10, Vol.18 (5), p.391-396
Main Authors: Bracher, Franz, Hildebrand, Dirk, Häberlein, Hanns
Format: Article
Language:English
Subjects:
Alkaloids
Animals
Benzodiazepine recognition site
Benzodiazepines
Carbolines - chemical synthesis
Carbolines - pharmacology
Cerebral Cortex - drug effects
Cross-coupling reaction
Male
Phytotherapy
Plants, Medicinal
Rats
Rats, Wistar
Receptors, GABA-A - drug effects
β-Carbolines
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Naturally occurring derivatives of β-carboline-3-carboxylic acid bearing acetyl or vinyl groups at C-1 were prepared by Pd-catalyzed cross-coupling reactions of methyl 1-chloro-β-carboline-3-carboxylate with appropriate organostannanes. Esters with chloro or acetyl groups at C-1 showed high affinity for the brain benzodiazepine recognition site. Thus, in contrast to 1-alkyl and 1-aryl analogs, these β-carboline-3-carboxylates with electron-withdrawing substituents at C-1 show high affinities.
ISSN:1478-6419
1478-6427
DOI:10.1080/14786410310001630483