Antioxidant, prooxidant and cytotoxic activity of hydroxylated resveratrol analogues: structure–activity relationship

Murias, Marek; Jäger, Walter; Handler, Norbert; Erker, Thomas; Horváth, Zsuzsanna; Szekeres, Thomas; Nohl, Hans; Gille, Lars

doi:10.1016/j.bcp.2004.12.001

Cited by 271 publications

(217 citation statements)

References 44 publications

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“…The toxicity of PIC seems to arise from the ortho-dihydroxyl groups, also known as the catechol moiety, on phenyl ring B. To this end, Murias and colleagues found that the catechol group formed by hydroxyl groups at the 3'-and 4'-positions of phenyl ring B increases the cytotoxic potential of stilbenes [11]. Similarly, another group observed stilbene compounds bearing ortho-dihydroxyl groups induce greatest DNA damage in the presence of Cu (II) [41].…”

Section: Discussionmentioning

confidence: 99%

“…RES also exhibits antimicrobial activity [10]. Other stilbene compounds, namely trans-piceatannol (PIC) and transpterostilbene (TPS), have also been reported to exhibit chemopreventive, antiinflammatory and antioxidant properties [11][12][13][14]. Growth inhibition or apoptosis has been observed in diverse cell types such as lymphocytes, melanocytes, epidermoid cells, and colon cells treated in vitro with stilbenes such as PIC, RES, or TPS [15][16][17].…”

Section: Introductionmentioning

confidence: 99%

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In Vitro evaluation of the cytotoxic and anti-proliferative properties of resveratrol and several of its analogs

Billack¹,

Radkar²,

Adiabouah³

2008

Cellular and Molecular Biology Letters

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Resveratrol (RES), a component of red wine, possesses antiinflammatory properties. The studies described in the present work were aimed at evaluating the potential for RES and related stilbene analogs (piceatannol, PIC; pterostilbene, TPS; trans-stilbene, TS; and trans-stilbene oxide, TSO) to exhibit toxicity towards RAW 264.7 mouse macrophages. The effect of TS, TSO, RES and TPS on RAW 264.7 macrophage viability was determined by two standard methods: (a) the MTT assay and (b) the trypan blue dye exclusion test. Whereas macrophages were more sensitive to PIC (LC 50 trypan ~ 1.3 μM) and to TPS (LC 50 trypan ~ 4.0 μM and LC 50 MTT ~ 8.3 μM) than to RES (LC 50 trypan ~ 8.9 μM and LC 50 MTT ~ 29.0 μM), they were relatively resistant to TSO (LC 50 trypan ~ 61.0 μM and LC 50 MTT > 100 μM) and to TS (LC 50 trypan ≥ 5.0 μM and LC 50 MTT ≥ 5.0 μM). The ability of selected stilbenes (RES, TPS and PIC) to exhibit growth inhibitory effects was also examined. Although RES and TPS were observed to inhibit cell proliferation in macrophages (IC 50 ≤ 25 µM), these cells were resistant to growth inhibition by PIC (IC 50 ≥ 50 µM). The data obtained in the present analysis demonstrate that substituted stilbene compounds such as RES have the capacity to exhibit cytotoxic and anti-proliferative activities in macrophages.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

In Vitro evaluation of the cytotoxic and anti-proliferative properties of resveratrol and several of its analogs

Billack¹,

Radkar²,

Adiabouah³

2008

Cellular and Molecular Biology Letters

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“…Resveratrol, a polyphenol found in berries, nuts, and red wine, has a variety of cancer chemopreventive activities including anti-inflammatory, pro-apoptotic, anti-angiogenic, and chemosensitizing properties in a variety of cultured cells and in vivo systems (10). Although resveratrol is redox active and has been claimed to be an antioxidant (11), reports also show the pro-oxidant capacity of resveratrol (12,13). Piperine, a main component of Piper longum Linn.…”

Section: Introductionmentioning

confidence: 99%

Resveratrol and piperine enhance radiosensitivity of tumor cells

Tak¹,

Lee²,

Park³

2012

BMB Reports

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The use of ionizing radiation (IR) is essential for treating many human cancers. However, radioresistance markedly impairs the efficacy of tumor radiotherapy. IR enhances the production of reactive oxygen species (ROS) in a variety of cells which are determinant components in the induction of apoptosis. Much interest has developed to augment the effect of radiation in tumors by combining it with radiosensitizers to improve the therapeutic ratio. In the current study, the radiosensitizing effects of resveratrol and piperine on cancer cells were evaluated. Cancer cell lines treated with these natural products exhibited significantly augmented IR-induced apoptosis and loss of mitochondrial membrane potential, presumably through enhanced ROS generation. Applying natural products as sensitizers for IR-induced apoptotic cell death offers a promising therapeutic approach to treat cancer. [BMB reports 2012; 45(4): 242-246]

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“…Resveratrol, biyolojik sistemlerde bulunan antioksidanların hücre içi konsantrasyonlarının sürdürülmesini de sağlamaktadır [14]. Resveratrol ve resveratrolün hidroksil, glikozil tü-revleri fenoksil radikallerine enzimatik veya nonenzimatik yollarla tek elektron yolağını kullanarak okside edebilir [15].…”

Section: öZetunclassified

Effects of resveratrol on Oxidant and Antioxidant Systems in Model of Rat Metabolic Syndrome

İlhan¹

2014

Turk J Bioch

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Objective: In recent years, metabolic syndrome, which is a serious health problem, enhancing the effect of oxidative stress and lipid peroxidation, which is a natural antioxidant resveratrol, a polyphenol structure, the use of this area has brought. The present study aimed to evaluate the influence of resveratrol (RSV) treatment on heart, kidney and hepatic tissue malondialdehyde (MDA), nitric oxide (NO), superoxide dismutase (SOD) and catalase (CAT) levels in high fructose feeding rats which form an experimental metabolic syndrome model and compared to pre-treatment of metabolic syndrome group and the control group values. Methods: Wistar/albino rats (n=15) were used in the present study. Rats were divided equally into 3 groups as control, created group of metabolic syndrome and metabolic syndrome plus resveratrol treatment. At the end of the experimental period, tissue MDA, NO, SOD and CAT levels were studied manual spectrophotometric methods after homogenization of tissues. Results: The result of the study, a significant increase in heart and liver tissue MDA levels, and heart, kidney, liver tissue NO levels were observed in the metabolic syndrome group compared to the controls (p<0.05), following treatment with resveratrol significantly decreases were observed to be close to the control values. Kidney and liver tissue catalase activity statistically significant decrease in metabolic syndrome group compared to the controls, (p=0.019 and p=0.021, respectively), kidney and liver tissue catalase activity similar to control values after treatment with resveratrol, a significant increase was observed (p=0.011 and p=0.58), but changes in the activity of SOD has not been as significant as catalase (p>0.05). However, hepatic SOD activity of resveratrol treatment group compared with the control group, a significant increase was recorded in the treated group (p=0.011). Conclusion: These results suggest probably antioxidant effects of resveratrol to reduce oxidative stress in the liver and kidney tissue which is an important role in metabolism. Against tissue damage generated by exogenous fructose, resveratrol is effective in preventing tissue damage with a direct or indirect effect shows. Key Words: Metabolic syndrome, tissue MDA, NO, SOD, catalase, resveratrol. Conflict of Interest:The authors declare no conflict of interest. ÖZETAmaç: Son yıllarda ciddi bir sağlık problemi olan metabolik sendromun oksidatif stres ve lipid peroksidasyonunu artırıcı etkisi, polifenol yapıda doğal bir antioksidan olan resveratrol'ün bu alanda kullanımını gündeme getirmiştir. Yüksek fruktoz diyeti ile deneysel metabolik sendrom oluşturulmuş sıçanlarda, resveratrol tedavisiyle değişen kalp, böbrek ve hepatik doku malondialdehit (MDA), nitrik oksit (NO), süperoksit dismutaz (SOD) ve katalaz (KAT) değerlerinin kontrol grubu ve tedavi öncesi metabolik sendromlu grup ile karşılaştırılması amaçlanmıştır. Metod: Çalışmada Wistar/albino cinsi 15 adet sıçan kullanıldı. Kontrol, metabolik sendrom oluşturulan grup ve tedavi ajanı olarak res...

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Antioxidant, prooxidant and cytotoxic activity of hydroxylated resveratrol analogues: structure–activity relationship

Cited by 271 publications

References 44 publications

In Vitro evaluation of the cytotoxic and anti-proliferative properties of resveratrol and several of its analogs

In Vitro evaluation of the cytotoxic and anti-proliferative properties of resveratrol and several of its analogs

Resveratrol and piperine enhance radiosensitivity of tumor cells

Effects of resveratrol on Oxidant and Antioxidant Systems in Model of Rat Metabolic Syndrome

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