Electrochemistry of cyclic alpha-imino carboxylates and their metal complexes: correlation with physiological activity.
Cyclic voltammetry data were obtained for delta 1-pyrroline-2-carboxylate, delta 3-thiazoline-4-carboxylate, delta 2-thiazoline-2-carboxylate and their complexes with Cu(II), Fe(III), and Fe(II). The free ligands were reduced at about -0.35 V and were oxidized in the range of 0.42-0.52 V. Complexing the imine carboxylates with metal ions produces reduction and oxidation in the ranges of 0.05-0.37 V and 0.52-0.74 V, respectively. Prior reports show that these ligands take part in various biological functions. We propose that electron transfer may be involved in some aspects of the physiological activity. The captodative effect can be applied.
Kovacic
P
P
Department of Chemistry, University of Wisconsin-Milwaukee 53201.
Popp
W J
WJ
Timberlake
J W
JW
Ryan
M D
MD
D003300:Copper; D004563:Electrochemistry; D007501:Iron; D008024:Ligands; D010084:Oxidation-Reduction; D011392:Proline / Q000031:analogs & derivatives* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000494:pharmacology
D008024:Ligands; D013844:Thiazoles; C009141:3,4-dihydro-2H-pyrrole-5-carboxylic acid; C059085:delta(3)-thiazoline-4-carboxylate; D003300:Copper; C059086:delta(2)-thiazoline-2-carboxylate; D011392:Proline; D007501:Iron