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245 1 0 _aStructural aspects of antioxidant activity of flavonoids
490 0 _vFree Radical Biology & Medicine, 20(3), p.331-342, 1996
520 3 _aFlavonoids, a group of naturally occurring antioxidants and iron chelators, might be used as cardioprotective agents in doxorubicin-induced cardiotoxicity, which is believed to be caused by the formation of oxygen free radicals. To investigate the underlying molecular mechanism, we tested a large group of flavonoids from all major structural subclasses on their ability to inhibit doxorubicin (enzymatically)-induced and e2+/ascorbate (nonenzymatically)-induced microsomal lipid peroxidation (LPO)and to chelate Fe 2÷ . In addition, we measured half peak oxidation potentials (Ep/2). LPO inhibition data gave a good qualitative correlation with the oxidation potentials. Most flavonoids tested chelated Fe 2÷, but there were large differences in the chelating capacity. For good scavenging activity, a catechol moiety on ring B is required. The 3-OH moiety can function as a chelation site and can also be oxidized. The 3-OH group in combination with a C2 C3 double bond, increases the cavenging activity. Fe 2÷ chelation only plays a role in the LPO inhibition by less active scavengers. Chelation can then raise the activity to the level of the most active scavengers, possibly by site-specific scavenging. It can be concluded that Ep/2 values and iron chelating activity can almost completely describe the LPO inhibiting behaviour of the flavonoids.
650 1 4 _aFREE RADICALS
650 1 4 _aANTIOXIDANT
650 1 4 _aFLAVONOID
650 1 4 _aOXIDATION POTENTIAL
650 1 4 _aLIPID PEROXIDATION
700 1 2 _aVan Acker, S.A.B.E.
700 1 2 _aVan Den Berg, D.J.
700 1 2 _aTromp, M.J.L.
700 1 2 _aGriffioen, D.H.
700 1 2 _aVan Bennekom, W.P.
700 1 2 _aVan Der Vijgh, W.J.F.
700 1 2 _aBast, A.
856 4 0 _uhttps://drive.google.com/file/d/1_tdzNoeHTxkRpp7MTVBQwa1LvhvEZTLN/view?usp=drivesdk
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