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

Autor:	Jiřina Borovská, Eva Šťastná, Vladimír Pouzar, Hana Chodounska, Ladislav Vyklický
Rok vydání:	2011
Předmět:	Substitution reaction chemistry.chemical_classification Carboxylic acid Pregnane chemistry.chemical_element General Chemistry Medicinal chemistry Catalysis chemistry.chemical_compound chemistry NMDA receptor Nonaflate Trifluoromethanesulfonate Palladium
Zdroj:	Collection of Czechoslovak Chemical Communications. 76:1141-1161
ISSN:	1212-6950
DOI:	10.1135/cccc2011031
Popis:	We have prepared 20-oxo-5α- and 20-oxo-5β-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 5β-carboxylic acid derivatives were found to diminish NMDA-induced responses, whereas the 5α-derivative potentiated the response.
Databáze:	OpenAIRE
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