9,10-Dihydroergopeptines modified in position 6

Autor:	J. Vachek, Jiří Holubek, Martin Valchář, K. Řežábek, Jan Taimr, Maria Frühaufová, Ivan Krejci, Miroslav Kuchař, A. Černý, M. Beran, Hana Adamírová
Rok vydání:	1990
Předmět:	chemistry.chemical_compound Chemistry Stereochemistry Position (vector) Lactam Ergot Derivatives Molecule General Chemistry
Zdroj:	Collection of Czechoslovak Chemical Communications. 55:819-832
ISSN:	1212-6950 0010-0765
DOI:	10.1135/cccc19900819
Popis:	9,10-Dihydroergopeptines modified in position 6 (VII-XXIII) were prepared from 9,10-dihydroergotamine (I) and 9,10-dihydroergocristine (II) which were converted via corresponding 6-demethyl-6-cyano compounds III and IV to 6-demethyl-9,10-dihydroergotamine (V) or 6-demethyl-9,10-dihydroergocristine (VI), respectively, which were then alkylated or acylated in position 6. Methylation of 6-demethyl-6-propyl compounds VIII and IX on N1 gave 1-methyl-6-demethyl-6-propyl-9,10-dihydroergotamine (XXIV) and 1-methyl-6-demethyl-6-propyl-9,10-dihydroergocristine (XXV). In the majority of the compounds their antinidation properties, affinity to α1 adrenergic receptors and D2 receptors of dopamine were studied, and in some of them the protective effect against adrenaline and noradrenaline and dopaminergic activity in vivo were also tested.
Databáze:	OpenAIRE
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