Hydroxyl radical damage to DNA sugar and model membranes induced by anthralin (Dithranol)

Müller, Klaus; Gürster, Dieter

doi:10.1016/0006-2952(93)90573-f

Cited by 45 publications

(41 citation statements)

References 45 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…For example, hydrogen peroxide reacts with reduced transition metals to form the highly reactive hydroxyl radical, which readily causes damage to DNA and other biological molecules. [5][6][7] Previous studies have demonstrated that the formation of ROS including hydroxyl radical, superoxide and hydrogen peroxide immediately after central nervous system injury may contribute to the pathogenesis of SCI. 8,9 Source of ROS.…”

Section: Ros and Oxidative Stress In Scimentioning

confidence: 99%

Oxidative stress in spinal cord injury and antioxidant-based intervention

Jia

Zhu

Li³

et al. 2011

Spinal Cord

259

176

View full text Add to dashboard Cite

Study design: Literature review. Objectives: Spinal cord injury (SCI) remains a major public health issue in developed countries as well as worldwide. The pathophysiology of SCI is characterized by an initial primary injury followed by secondary deterioration. Although the etiology and pathogenesis of SCI remain to be fully understood, it has been suggested that reactive oxygen species (ROS) and oxidative stress have a significant role in the pathophysiology of SCI. Thus, alleviating oxidative stress may be an effective strategy for therapeutic intervention of SCI. The aim of this review was to describe (i) the sources of ROS as well as the major antioxidant defenses with particular attention being paid to lipid peroxidation; (ii) the biomarkers of oxidative stress in SCI and (iii) the neuroprotective effects of various compounds with antioxidative properties in animal models of SCI. Methods: PubMed, one of the most comprehensive biomedical databases, was searched from 1976-2011. All relevant papers were read by title, abstract and full-length article. Results: Oxidative stress is considered a hallmark of injury of SCI. Thus, alleviating oxidative stress may be an effective way of therapeutic intervention of SCI. Two of these agents, the glucocorticoid steroid methylprednisolone and the non-glucocorticoid 21-aminosteroid tirilazad, have been shown to possess significant antioxidant activities and improve recovery of SCI patients in clinical trials. Other promising botanical compounds and their molecular targets and mechanisms of action with regard to potential protection against SCI were also described. These include carotenoids and phenolic compounds. Conclusion: ROS and oxidative stress have a significant role in the pathophysiology of SCI. Alleviating oxidative stress is be an effective strategy for therapeutic intervention of SCI. Extensive research over the past several decades has identified numerous bioactive compounds that have antioxidative stress benefits in animal models of SCI. Thus, continued studies on bioactive compounds with ROS-scavenging capacity may lead to the development of effective antioxidant-based modalities for treating SCI in human subjects.

show abstract

Section: Ros and Oxidative Stress In Scimentioning

confidence: 99%

Oxidative stress in spinal cord injury and antioxidant-based intervention

Jia

Zhu

Li³

et al. 2011

Spinal Cord

259

176

View full text Add to dashboard Cite

show abstract

“…Together, these reactive molecules can exert a number of harmful effects on biological matter. For example, DNA damage may result from oxidative attack on the nucleotide sugar or base, resulting in mutations and strand breakage (3,69). They can also damage lipids and amino acids and can trigger peroxidation cascades, destroying plasma membrane integrity and inactivating enzymes (107).…”

Section: Sources Of Ros In H Pylori Infectionmentioning

confidence: 99%

Helicobacter pyloridefense against oxidative attack

Stent

Every

Sutton

2012

American Journal of Physiology-Gastrointestinal and Liver Physi

View full text Add to dashboard Cite

show abstract

“…19 The following reagents were added to glass tubes in the order and at the final concentrations stated: 0.3 mL of KH 2 P0 4 -KOH buffer, pH 7.4 (30 mM), 0.2 mL of H 2 0 (double distilled), 0.2 mL of 2-deoxy-D-ribose (2 mM), 0.2 mL of FeCly6H 2 0 (0.1 mM), and 0.1 mL of anthracenone derivative (75 pM). Stock solutions of the compounds were made up fresh before use.…”

Section: -[(4-carboxyphenyl)methylene]-13-dihydroxy-9(10ji)-anthracmentioning

confidence: 99%

“…19 To 1 mL of the test compound solution (10" 4 M) was added 1 mL of DPPH solution (10* 4 M), each in acetone/PBS (1-1 v/v), and the reduction of DPPH was followed spectrophotometrically at 516 nm. Plots of the reciprocal of DPPH concentrations against time gave straight lines, and the second-order rate constants were obtained from the slopes and are expressed as mean values (n = 3-6).…”

Section: -[(4-carboxyphenyl)methylene]-13-dihydroxy-9(10ji)-anthracmentioning

confidence: 99%

Antipsoriatic anthrones with modulated redox properties. 1. Novel 10-substituted 1,8-dihydroxy-9(10H)-anthracenones as inhibitors of 5-lipoxygenase

Müller

Gürster²,

Piwek³

et al. 1993

J. Med. Chem.

112

View full text Add to dashboard Cite

The syntheses, the biological evaluation, and the structure-activity relationships of a novel series of l,8-dihydroxy-9(10H)-anthracenones bearing acyl-, alkyl-, or alkylidene-linked aromatic substituents in the 10-position are described. The phenylacyl and phenylalkylidene analogs were far more potent inhibitors of 5-lipoxygenase (5-LO) from bovine polymorphonuclear leukocytes (IC50 values in the 10 -7 M range) than the antipsoriatic drug anthralin, whereas phenylalkyl analogs were only weak inhibitors. Among the active compounds were both potent generators of hydroxyl radicals, as determined by deoxyribose degradation, and strong reducers of the stable free radical 2,2-diphenyl-l-picrylhydrazyl (DPPH). However, several derivatives of this series maintained 5-LO inhibitory activity but did not generate hydroxyl radicals and were not reactive with DPPH. In particular, phenylacyl analogs were also 6 times more efficient in inhibition of lipid peroxidation in model membranes than anthralin. Structure-activity relationships have shown that the presence of free phenolic groups in the attached aromatic ring is beneficial but not required for 5-LO inhibitory potency. The inhibitory potency in the 10-phenylacyl series increased with the length of the acyl chain with three methylene units being the optimum, suggesting a specific enzyme interaction which would not be expected for nonspecific redox inhibitors.Psoriasis is a widespread, chronic inflammatory and scaling skin disease, mainly characterized by increased cell proliferation of the epidermis.

show abstract

Hydroxyl radical damage to DNA sugar and model membranes induced by anthralin (Dithranol)

Cited by 45 publications

References 45 publications

Oxidative stress in spinal cord injury and antioxidant-based intervention

Oxidative stress in spinal cord injury and antioxidant-based intervention

Helicobacter pyloridefense against oxidative attack

Antipsoriatic anthrones with modulated redox properties. 1. Novel 10-substituted 1,8-dihydroxy-9(10H)-anthracenones as inhibitors of 5-lipoxygenase

Contact Info

Product

Resources

About