Takahama Umeo, Hirota Sachiko, Oniki Takayuki
Department of Bioscience, Kyushu Dental University, Kitakyushu 803-8580, Japan.
Arch Oral Biol. 2006 Aug;51(8):629-39. doi: 10.1016/j.archoralbio.2006.02.011. Epub 2006 Apr 3.
In the human oral cavity, nitrite is reduced to nitric oxide (NO) by certain bacteria. The NO formed reacts with O2 to generate NO2 and then with NO2 producing N2O3. In this study, N2O3 produced by the reaction between NO and NO2 was detected by fluorescence increase due to the transformation of 4,5-diaminofluorescein to fluorescent triazolfluorescein. Nitrite-induced fluorescence increase in the bacterial fraction of saliva was completely inhibited by 1muM quercetin and the complete inhibition continued until almost all quercetin had been oxidized. Nitrite-induced fluorescence increase was also observed in the saliva which contained salivary redox components. Quercetin effectively inhibited the fluorescence increase. During the inhibition of the fluorescence increases by quercetin, the flavonol was oxidized. NO2 seemed to participate in the oxidation. The main oxidation product was 2-(3,4-dihydroxybenzoyl)-2,4,6-trihydroxy-3(2H)-benzofurane. Thiocyanate inhibited the fluorescence increase in bacterial fraction and duration of the complete inhibition by quercetin was prolonged by SCN-. The inhibition and the prolongation are discussed to be due to SCN--dependent inhibition of oxidation of nitrite to NO2 by salivary peroxidase. Quercetin cooperated with ascorbate to inhibit the fluorescence increase. From the results obtained in this study, it is deduced (1) that quercetin can protect human oral cavity from damages induced by reactive nitrogen species and (2) that the protective function of quercetin may be significant when antioxidant capacity of saliva is decreased by periodontal diseases.
在人类口腔中,亚硝酸盐被某些细菌还原为一氧化氮(NO)。生成的NO与O2反应生成NO2,然后与NO2反应生成N2O3。在本研究中,通过4,5-二氨基荧光素转化为荧光三唑荧光素导致的荧光增强来检测NO与NO2反应产生的N2O3。1μM槲皮素完全抑制了亚硝酸盐诱导的唾液细菌部分的荧光增强,并且这种完全抑制一直持续到几乎所有槲皮素都被氧化。在含有唾液氧化还原成分的唾液中也观察到了亚硝酸盐诱导的荧光增强。槲皮素有效地抑制了荧光增强。在槲皮素抑制荧光增强的过程中,黄酮醇被氧化。NO2似乎参与了氧化反应。主要氧化产物是2-(3,4-二羟基苯甲酰基)-2,4,6-三羟基-3(2H)-苯并呋喃。硫氰酸盐抑制了细菌部分的荧光增强,并且硫氰酸盐延长了槲皮素完全抑制的持续时间。讨论认为这种抑制和延长是由于硫氰酸盐依赖的唾液过氧化物酶对亚硝酸盐氧化为NO2的抑制作用。槲皮素与抗坏血酸协同作用以抑制荧光增强。从本研究获得的结果推断:(1)槲皮素可以保护人类口腔免受活性氮物质诱导的损伤;(2)当唾液的抗氧化能力因牙周疾病而降低时,槲皮素的保护功能可能很重要。