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Synthesis of pregnane 3-carboxylic acids via Pd-catalyzed alkoxycarbonylation and their effect on NMDA receptor activity

SYSNO ASEP	0363595
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Synthesis of pregnane 3-carboxylic acids via Pd-catalyzed alkoxycarbonylation and their effect on NMDA receptor activity
Author(s)	Šťastná, Eva (UOCHB-X)_ORCID Chodounská, Hana (UOCHB-X)_{RID, ORCID} Pouzar, Vladimír (UOCHB-X) Borovská, Jiřina (FGU-C) Vyklický ml., Ladislav (FGU-C)_{RID, ORCID, SAI}
Number of authors	5
Source Title	Collection of Czechoslovak Chemical Communications. - : Ústav organické chemie a biochemie AV ČR, v. v. i. - ISSN 0010-0765 Roč. 76, č. 9 (2011), s. 1141-1161
Number of pages	21 s.
Language	eng - English
Country	CZ - Czech Republic
Keywords	neurosteroids ; carboxylic acid ; alkoxycarbonylation ; steroids ; NMDA receptor activity
Subject RIV	CC - Organic Chemistry
R&D Projects	GA203/08/1498 GA ČR - Czech Science Foundation (CSF)
	GA309/07/0271 GA ČR - Czech Science Foundation (CSF)
CEZ	AV0Z40550506 - UOCHB-X (2005-2011)
	AV0Z50110509 - FGU-C (2005-2011)
UT WOS	000298004200007
DOI	10.1135/cccc2011031
Annotation	We have prepared 20-oxo-5alpha- and 20-oxo-5beta-pregnane-3-carboxylic acids by palladium catalyzed alkoxycarbonylation using triflate and nonaflate as the leaving groups in this substitution reaction. The activity of the synthesized compounds was studied in cultured rat hippocampal neurons under voltage-clamp conditions. The 5beta-carboxylic acid derivatives were found to diminish NMDA-induced responses, whereas the 5alpha-derivative potentiated the response.
Workplace	Institute of Organic Chemistry and Biochemistry
Contact	asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434
Year of Publishing	2012

Number of the records: 1