Salen-Manganese Complexes Are Superoxide Dismutase-Mimics

Baudry, Michel; Etienne, S.; Bruce, Annadora J.; Palucki, Michael; Jacobsen, E. J.; Malfroy, Bernard

doi:10.1006/bbrc.1993.1509

Cited by 202 publications

(125 citation statements)

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“…The SOD-like activity of a EUK-8 ( Fig. 1) is close to the activity of MnCl 2 in 0.05 M phosphate buffer, k cat ¼ 6.0Â10 5 M À1 s À1 (302), which is further similar to 1.3Â10 6 M À1 s À1 determined by nitrobluetetrazolium assay by Baudry et al (40), and represents only *0.1% of the k cat of the SOD enzymes (24,171). Because of the lack of the macrocyclic effect, both we and Baudry et al (40) reported the loss of SOD-like activity of EUK-8 in the presence of EDTA due to the formation of the SOD-inactive, Mn complex with EDTA (14,302).…”

Section: A Sod-like Activity Of Mn Salenssupporting

confidence: 76%

“…the k cat for MnEDTA to be 6Â10 5 M À1 s À1 , whereas we (302), Archibald and Fridovich (14), and Baudry et al (40) were not able to detect any measurable SOD-like activity of MnEDTA.…”

Section: B Antioxidantscontrasting

confidence: 68%

“…1). Although salen compounds have been of interest in catalysis since the beginning of the last century, the possible role of their Mn complexes in decreasing oxidative-stress injuries arose quite recently and parallels studies on another two groups of metal complexes, Mn cyclic polyamines and Mn porphyrins (40,93). EUK-8, the Mn salen (Mn(III) complex with prototypical N,N'-bis(salicylidene)ethylenediamine) (Fig.…”

Section: A Sod-like Activity Of Mn Salensmentioning

confidence: 99%

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Superoxide Dismutase Mimics: Chemistry, Pharmacology, and Therapeutic Potential

Batinić‐Haberle

Rebouças

Spasojević

2010

Antioxidants & Redox Signaling

471

689

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Oxidative stress has become widely viewed as an underlying condition in a number of diseases, such as ischemia-reperfusion disorders, central nervous system disorders, cardiovascular conditions, cancer, and diabetes. Thus, natural and synthetic antioxidants have been actively sought. Superoxide dismutase is a first line of defense against oxidative stress under physiological and pathological conditions. Therefore, the development of therapeutics aimed at mimicking superoxide dismutase was a natural maneuver. Metalloporphyrins, as well as Mn cyclic polyamines, Mn salen derivatives and nitroxides were all originally developed as SOD mimics. The same thermodynamic and electrostatic properties that make them potent SOD mimics may allow them to reduce other reactive species such as peroxynitrite, peroxynitrite-derived CO 3 _ À , peroxyl radical, and less efficiently H 2 O 2 . By doing so SOD mimics can decrease both primary and secondary oxidative events, the latter arising from the inhibition of cellular transcriptional activity. To better judge the therapeutic potential and the advantage of one over the other type of compound, comparative studies of different classes of drugs in the same cellular and=or animal models are needed. We here provide a comprehensive overview of the chemical properties and some in vivo effects observed with various classes of compounds with a special emphasis on porphyrin-based compounds. Antioxid. Redox Signal. 13, 877-918.

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Section: A Sod-like Activity Of Mn Salenssupporting

confidence: 76%

“…the k cat for MnEDTA to be 6Â10 5 M À1 s À1 , whereas we (302), Archibald and Fridovich (14), and Baudry et al (40) were not able to detect any measurable SOD-like activity of MnEDTA.…”

Section: B Antioxidantscontrasting

confidence: 68%

Section: A Sod-like Activity Of Mn Salensmentioning

confidence: 99%

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Superoxide Dismutase Mimics: Chemistry, Pharmacology, and Therapeutic Potential

Batinić‐Haberle

Rebouças

Spasojević

2010

Antioxidants & Redox Signaling

471

689

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“…Fisher and colleagues 16 using O 2 -detection with NBT reported a value of k = 6 x 10 5 M -1 s -1 for the reaction of Mn(II) EDTA with O 2 -, while a more recent study could only place an upper bound for this reaction of k < 3 x 10 5 M -1 s -1 using spectrophotometry/stopped flow 1 . It is noted however that other studies have found no evidence for this reaction [17][18][19][20] .…”

Section: Reactions Of O 2 -With Mn(ii) Organic Complexesmentioning

confidence: 72%

Reactivity of Inorganic Mn and Mn Desferrioxamine B with O₂, O₂^–, and H₂O₂in Seawater

Wuttig¹,

Heller²,

Croot³

2013

Environ. Sci. Technol.

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S2 Supplementary Information:Cautionary Tales for comparing O 2 -decay rates: The published literature for the reactivity of Mn complexes with O 2 -is littered with apparently contradictory results, some of which is related to the choice of buffer and the detection system employed 1, 2 . Problems may also occur through other redox reactions involving probe compounds (e.g. oxidation of ferrocytochrome, reduction of nitroblue tetrazolium (NBT)). In our evaluation of the literature we also came across two other critical problems:(1) The frequent use of the piperazine ring containing Good's buffer 3 HEPES (4- Calculation of rate data for superoxide. The raw chemiluminescence signal for the reaction between MCLA and O 2 -recorded by the computer was processed using a specially designed Labview TM VI constructed for this purpose using standard kinetic fitting procedures to determine both the 1 st (k obs ) and 2 nd order (k 2 ) rates simultaneously. The photon counter has a base counting period of 10 ms, for the present work we used average counts of an integration time of 200 ms. Dark background counts for this detector were typically 60 -120 counts s − 1 . Apparent(

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“…In a recent study, the effect of airway epithelial cell treatment with various Eukarionsalenmanganese complexes (EUK) on cellular signaling and oxidative stress in response to RSV infection was assessed. EUKs are synthetic salenmanganese complexes that exhibit SOD and catalase activities [75]. Salen complexes are Schiff bases, usually prepared by the condensation of a salicylaldehyde with an amine.…”

Section: Thiol Antioxidants Pyrrodolinedithiocarbonate (Pdtc)mentioning

confidence: 99%