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Synthesis of Some Guanylhydrazones and Imidazolinylhydrazones as Thromboxane‐Synthase and Platelet Aggregation Inhibitors
Author(s) -
Desideri N.,
Sestili I.,
Piccardoni P.,
Rotondo S.,
Cerletti C.,
Stein M. L.
Publication year - 1992
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.19923251206
Subject(s) - thromboxane a synthase , chemistry , thromboxane receptor , stereochemistry , thromboxane a2 , atp synthase , thromboxane , hexanoic acid , platelet , biochemistry , receptor , enzyme , medicine
The imidazolinylhydrazones of (3‐pyridinyloxy)‐acetaldehyde and of 6‐[3‐(2‐formyl‐pyridinyl)oxy]hexanoic acid were synthesized as cyclic analogues of the corresponding guanylhydrazones which were found to be selective inhibitors of human thromboxane‐synthase. The benzene isosters were also prepared in order to define the importance of the ring nitrogen for the activity.‐ Moreover, the guanyl‐ and imidazolinyl‐hydrazones of two 6‐[(3‐pyridinyl)oxy]hexanoic acids showing in the 2 position an alkyl chain with an α,β‐unsaturated ketonic function were prepared.‐ Imidazolinylhydrazones 7 and 18 are selective inhibitors of thromboxane‐synthase, while the two guanylhydrazones 14 and 15 which do not affect prostanoid biosynthesis seemed to be antagonists at the thromboxane receptor.