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α‐Substituierte Dopacetamide als Hemmer der Catechol‐O‐methyl‐transferase und der enzymatischen. Hydroxylierung aromatischer Aminosäuren. In den Catecholamin‐Metabolismus eingreifende Substanzen. 2. Mitteilung
Author(s) -
Carlsson A.,
Corrodi H.,
Waldeck B.
Publication year - 1963
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19630460646
Subject(s) - chemistry , tropolone , stereochemistry , hydroxylation , acetamide , catechol , enzyme , biochemistry , organic chemistry
A series of α‐substituted 3,4‐dihydroxyphenylacetamides (dopacetamides) was synthesized and screened for catechol‐O‐methyl‐transferase (COMT) inhibiting activity. The α‐propyl‐3,4‐dihydroxyphenylacetamide (H 22/54) was found to be most potent. 4‐Tropolone‐acetamide was also shown to be a potent inhibitor of COMT. The dopacetamides also block the biosynthesis of catecholamines and 5‐hydroxytryplamine, most probably by inhibiting enzymatic hydroxylation of L ‐phenylalanine, L ‐tyrosine and L ‐tryptophan.