Interaction between 2-ethoxybenzoic acid (EBA) and eugenol, and related changes in cytotoxicity

Interaction between 2-ethoxybenzoic acid (EBA) and eugenol, and related changes in cytotoxicity
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DOI:
10.1177/154405910308200110
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发表时间:
2003-01-01
影响因子:
7.6
通讯作者:
Sakagami, H
Sakagami, H
中科院分区:
医学1区
文献类型:
--
作者:
Fujisawa, S;Atsumi, T;Sakagami, H

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2-乙氧基苯甲酸胶结液由2-乙氧基苯甲酸和丁香酚(4-烯丙基-2-甲氧基酚)组成。最近,有报道称丁香酚在较高的pH值下产生自由基,从而直接损害细胞。本文采用电子自旋共振光谱法研究了丁香酚/氢氧化钙混合物是否产生丁香酚自由基,以及2-乙氧基苯甲酸或乙酰水杨酸是否清除自由基。在50%的二甲亚砜溶液中,丁香酚/氢氧化钙的混合物产生自由基。在0.1 M碳酸氢钠缓冲液(pH 9.5)中,2-乙氧基苯甲酸降低了丁香酚在50%二甲亚砜中的自由基强度,而乙酰水杨酸则增强了丁香酚的自由基强度。接下来,我们研究了丁香酚对2-乙氧基苯甲酸、乙酰水杨酸或氢氧化钙对人牙髓成纤维细胞或人颌下腺癌细胞系的细胞毒性作用。丁香酚可降低EBA的细胞毒性,而提高乙酰水杨酸的细胞毒性。而丁香酚对氢氧化钙的影响较小。人牙髓成纤维细胞对氢氧化钙表现出较高的抗性,而颌下腺细胞对氢氧化钙表现出较高的抗性。2-乙氧基苯甲酸胶结液中由氧化引起的丁香酚自由基的生成可被2-乙氧基苯甲酸抑制。
The liquid of 2-ethoxybenzoic acid cements is composed of 2-ethoxybenzoic acid and eugenol (4-allyl-2-methoxyphenol). Recently, eugenol was reported to produce radicals at a higher pH, which consequently directly damages cells. We examined here whether eugenol radicals are generated from the mixture of eugenol/calcium hydroxide, and also whether 2-ethoxybenzoic acid or acetylsalicylic acid scavenges radicals, using electron spin resonance spectroscopy. Radicals were generated from the mixture of eugenol/calcium hydroxide in 50% dimethylsulfoxide solution. The radical intensity of eugenol in 50% dimethylsulfoxide with 0.1 M sodium bicarbonate buffer (pH 9.5) was dose-dependently reduced by 2-ethoxybenzoic acid, whereas it was enhanced by acetylsalicylic acid. Next, we investigated the cytotoxic effect of eugenol on 2-ethoxybenzoic acid, acetylsalicylic acid, or calcium hydroxide on human pulp fibroblasts or a human submandibular gland cancer cell line. The cytotoxicity of EBA was decreased, whereas that of acetylsalicylic acid was increased by eugenol. In contrast, that of calcium hydroxide was not affected by eugenol. Human pulp fibroblast but not human submandibular gland cells showed a high resistance against calcium hydroxide. The generation of eugenol radicals in the liquid of 2-ethoxybenzoic acid cements caused by oxidation may be suppressed by 2-etboxybenzoic acid.