[Hemoglobin oxidation and erythrocyte hemolysis induced by a synthetic analog of alpha-tocopherol not containing an isoprenoid chain].
The effect of alpha-tocopherol and its synthetic analogue which does not contain an isoprenoid chain, 2,2,5,7,8-pentamethyl-6-hydroxychroman (chromanol), on rat erythrocyte and hemoglobin has been studied. Chromanol, unlike alpha-tocopherol, induces oxidation of hemoglobin into aquomethemoglobin and causes erythrocyte hemolysis. A mechanism of the reaction has been established. It consists of two-electron reduction of haem-associated oxygen molecule. The products formed can cause oxidative membrane damage and subsequent hemolysis. The absence of similar activity of alpha-tocopherol seems to be connected with the inaccessibility of ligand sphere of hemin iron because of the presence of the isoprenoid chain. The oxidative activity of chromanol can explain the absence of E-vitamin activity in this compound.
Neshev
N I
NI
Bogdanova
Iu G
IuG
Radchenko
E V
EV
Sarycheva
I K
IK
D000818:Animals; D001578:Benzopyrans / Q000494:pharmacology*; D002839:Chromans / Q000494:pharmacology*; D006454:Hemoglobins / Q000378:metabolism*; D006461:Hemolysis / Q000187:drug effects*; D008706:Methemoglobin / Q000378:metabolism; D010084:Oxidation-Reduction / Q000187:drug effects; D051381:Rats; D012995:Solubility; D013329:Structure-Activity Relationship; D014810:Vitamin E / Q000031:analogs & derivatives*
D001578:Benzopyrans; D002839:Chromans; D006454:Hemoglobins; D014810:Vitamin E; C060240:2,5,7,8-tetramethyl-2-(4,8-dimethylnonyl)-6-hydroxychroman; C024963:aquomethemoglobin; D008706:Methemoglobin; C029141:2,2,5,7,8-pentamethyl-1-hydroxychroman
Okislenie gemoglobina i gemoliz éritrotsitov, indutsiruemye sinteticheskim analogom al'fa-tokoferola, ne soderzhashchim izoprenoidnoĭ tsepi.