Reactions of Indole Derivatives with Cardioprotective Activity with Reactive Oxygen Species. Comparison with Melatonin

Andreadou, Ioanna; Tsantili‐Kakoulidou, Anna; Spyropoulou, Eleni; Siatra, Theodora

doi:10.1248/cpb.51.1128

Cited by 27 publications

(15 citation statements)

References 23 publications

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“…(2008) demonstrated that melatonin can scavenge free DPPH radical. However, Andreadou et al (2003) showed the very weak scavenging activity of melatonin alone on DPPH. The increased reduction of the DPPH radical by plasma may be explained by melatonin's ability to stimulate the physiological enzymatic antioxidant defense and increase of different small antioxidant molecules (Tubaro et al 1998).…”

Section: Discussionmentioning

confidence: 93%

Long-term melatonin administration enhances the antioxidant potential of human plasma maintained after discontinuation of the treatment

Piechota¹,

Lipińska²,

Szemraj³

et al. 2010

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Abstract.We investigated the effect of long-term oral melatonin administration on the antioxidant capacity of plasma. The study was performed on healthy volunteers divided into two groups: the control group (without melatonin treatment) and the study group treated with 6 mg of melatonin per day for two weeks, 2 hours before bedtime. Blood samples were drawn: before melatonin administration, on the 7 th and 14 th day of melatonin treatment and on the 10 th day after the last dose of melatonin. It was shown that oral administration of melatonin increases plasma antioxidant ferric reducing ability (FRAP assay) (p < 0.05) and DPPH (1,1-diphenyl-2-picrylhydrazyl) radical scavenging (p < 0.01), and decreases thiobarbituric acid reactive substances (TBARS) (p < 0.05) and DNA damage (p < 0.001). This protective effect is maintained for at last 10 days after discontinuation of the treatment.The present work highlights that the antioxidant capacity of plasma was significantly higher on the 10 th day after the discontinuation of melatonin treatment than on the 14 th day of its administration. Our findings indicated that a long-term oral melatonin administration maintained the increased antioxidant capacity of plasma and prevented oxidative damage to DNA after hormone administration was discontinued.

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Section: Discussionmentioning

confidence: 93%

Long-term melatonin administration enhances the antioxidant potential of human plasma maintained after discontinuation of the treatment

Piechota¹,

Lipińska²,

Szemraj³

et al. 2010

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“…Among them, indole-3-carbinol has been reported as a free radical scavenger and it has been associated with a variety of benefits including chemoprevention of cancers of the endometrium, lung, mammary tissue, tongue, colon and liver in various animal models [8]. Amine triazolecontaining indole derivatives showed protective activity against the oxidative injury of ischemic myocardium and they scavenged superoxide anion and hydroxyl radical [9]. The combination of indole-3-acetic acid (IAA) and horseradish peroxidase (HRP) has recently been proposed as a novel cancer therapy.…”

Section: Synthesis and Evaluation Of Novel Nzh And N-substituted Indomentioning

confidence: 99%

Synthesis and evaluation of novel N–H and N-substituted indole-2- and 3-carboxamide derivatives as antioxidants agents

Ölgen

Kılıç

Ada

et al. 2007

Journal of Enzyme Inhibition and Medicinal Chemistry

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We have previously reported on the synthesis of novel indole derivatives where some compounds showed significant antioxidant activity. Here, we report the synthesis of novel NZH and N-substituted indole-2-and 3-carboxamide derivatives and investigated their antioxidant role in order to identify structural characteristics responsible for activity. Although all compounds showed a strong inhibitory (95 -100%) effect on superoxide anion (SOD) only compounds 4, 5 and 6 showed simliar potency for the inhibition of lipid peroxidation (81 -94%) which revealed that compounds 4, 5 and 6 possessed highly potent antioxidant properties. Substitution in the 1-position of the indole ring caused the significant differences between the activity results regarding lipid peroxidation inhibition.

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“…Therefore, the synthesis of MLT analogues with longer half-lives is an interesting topic for researchers 20,21 . Recent research has shown that compounds with an indole ring such as indol-3-propionic acid 22 , indole amine triazole 23 and indolehydrazide/hydrazone derivatives 24,25 have significant antioxidant effects. The indole ring of these compounds is the reactive centre dealing with oxidants due to its high resonance stability and low activation energy barrier towards free radical reactions 24,26 .…”

Section: Introductionmentioning

confidence: 99%

Novel indole-based melatonin analogues substituted with triazole, thiadiazole and carbothioamides: studies on their antioxidant, chemopreventive and cytotoxic activities

Shirinzadeh

İnce

Westwell

et al. 2016

Journal of Enzyme Inhibition and Medicinal Chemistry

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Melatonin (MLT) is a well-known free-radical scavenger, involving in the prevention of cellular damage that can lead to cancer, ageing and a variety of neurodegenerative diseases. Research on MLT-related compounds has been required to optimise the maximum pharmaceutical activity with the lowest side effects. In our ongoing research, we have synthesized new indolebased MLT analogues as potential antioxidant agents by modifying the MLT molecule. In this study, we build on previous findings, through the synthesis, characterization and in vitro antioxidant profiling of a series of new indole-based MLT analogues which possess triazole, thiadiazole and carbothioamides on the third position on the indole ring. In vitro antioxidant activity was investigated by evaluating their reducing effect against oxidation of a redox sensitive fluorescent probe and their radical scavenging activity was assessed via the DPPH assay. In addition, in vitro cytotoxic effects of newly synthesized compounds were investigated in CHO-K1 cells using the MTT assay.

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Reactions of Indole Derivatives with Cardioprotective Activity with Reactive Oxygen Species. Comparison with Melatonin

Abstract: The heart is the most susceptible of all the organs to premature aging and free radical mediated oxidative stress.

Cited by 27 publications

References 23 publications

Long-term melatonin administration enhances the antioxidant potential of human plasma maintained after discontinuation of the treatment

Long-term melatonin administration enhances the antioxidant potential of human plasma maintained after discontinuation of the treatment

Synthesis and evaluation of novel N–H and N-substituted indole-2- and 3-carboxamide derivatives as antioxidants agents

Novel indole-based melatonin analogues substituted with triazole, thiadiazole and carbothioamides: studies on their antioxidant, chemopreventive and cytotoxic activities

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