Premium
Lipoxygenase Inhibitors, Part 6 [1] . Synthesis of New Tetrahydropyrazine and Other Heterocyclic Compounds by Reaction of Hydrazonoyl Chlorides
Author(s) -
Frohberg Petra,
Wiese Michael,
Nuhn Peter
Publication year - 1997
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.19973300302
Subject(s) - chemistry , thiazole , quinoxaline , lipoxygenase , arachidonate 5 lipoxygenase , leukotriene , chemical synthesis , stereochemistry , enzyme , combinatorial chemistry , organic chemistry , biochemistry , arachidonic acid , in vitro , medicine , asthma
Cyclization reactions of α‐ketoarylhydrazonoyl chlorides with various dinucleophiles lead to new 1,4‐benzothiazine, quinoxaline, tetrahydropyrazine, thiazole, and thiadiazoline derivatives of methyl butanoate or methyl 5‐oxopentanoate. The inhibition of 5‐lipoxygenase (LO) was determined by monitoring the leukotriene B 4 (LTB 4 ) formation of human polymorphonuclear leukocytes (PMNL). The IC 50 values for the most active compounds with an arylhydrazone structure were found to lie between 0.7 and 7.5 μM.