Organic Chemistry of Nitric Oxide for the Understanding of Its Physiological Roles

一氧化氮的有机化学有助于理解其生理作用

• 批准号: 10671996
• 负责人: ITOH Takashi
• 金额: $ 1.66万
• 依托单位: Showa University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 1998
• 资助国家: 日本
• 起止时间: 1998 至 1999
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-10671996/
• 关键词: Nitric Oxide; Nitrogen Oxides; Azaaromatic; N-Amino Compounds; NO Scavenger; 含窒素芳香族; ニトロソ化; 酸化; 還元; アミン; アミド; ジスルフィド

Despite its simple structure, nitric oxide (NO) has been found to play diverse roles in biological systems. Accompanied by the positive physiological roles, NO causes extensive damage to the body in the case that NO is released at relatively higher concentration. In these circumstances, NO is activated by the reaction with various active oxygens to afford more reactive nitrogen oxides, and the ultimate reactive species included in the processes has been an important target for toxicological studies.For the understanding of reactive species of nitrogen oxides toward organic molecules, we have recently been studying the reaction of nitric oxide with nitrogen compounds in the presence and absence of oxygen, and found that oxygen plays two type of roles in this system, that is, one in which oxygen is consumed according to a stoichiometry, and the other where oxygen functions in a catalytic manner. With these results in hand, we next applied the reaction system to development of a new methodology of nitric oxide quenching, and found that N-aminoazaaromatics reacted rapidly with NO in the presence of various amounts of oxygen to afford corresponding deaminated products in quantitative yields. NO or higher nitrogen oxides was transformed stoichiometrically to nitrous oxide NィイD22ィエD2O. In addition, N-aminoazole derivatives were also found to quench superoxide anion, which is a precursor of peroxynitrite and other active oxygen species.

尽管结构简单，但一氧化氮 (NO) 在生物系统中发挥着多种作用，伴随着积极的生理作用，一氧化氮在相对较高浓度的情况下会对身体造成广泛的损害。 ，NO通过与各种活性氧反应而被激活，产生更具活性的氮氧化物，并且该过程中包含的最终活性物种一直是毒理学研究的重要目标。为了了解氮氧化物对有机分子的活性物种，我们最近正在研究研究人员在有氧和无氧的情况下进行一氧化氮与氮化合物的反应，发现氧在该系统中发挥两种作用，即一种是根据化学计量消耗氧，另一种是氧在有了这些结果，我们接下来应用该反应系统开发一种新的一氧化氮猝灭方法，并发现N-氨基氮杂芳族化合物在不同量的氧气存在下与NO快速反应。以定量产率提供相应的脱氨基产物，NO或更高的氮氧化物按化学计量转化为一氧化二氮N22D2O。

项目成果

T.Itoh et al.: "Radical Scavenging by N-Amino azaaromatics"

T.Itoh 等人：“N-氨基氮杂芳香族化合物的自由基清除”

T.Itoh et al.: "Disproportionation Reaction of Disulfides Promoted by Nitric Oxide(NO) in the Presence of Oxygen"Bioorg.Med.Chem.Lett. 9. 2161-2166 (1999)

T.Itoh 等人：“氧气存在下一氧化氮 (NO) 促进的二硫化物歧化反应”Bioorg.Med.Chem.Lett。

T.Itoh et al.: "Deamination of 2-Aminothiazoles and 3-Amino-1,2,4-triazines with Nitric Oxide in the Presence of a Catalytic Amount of Oxygen"Chem.Pharm.Bull. 45. 1547-1549 (1997)

T.Itoh 等人：“在催化量的氧气存在下用一氧化氮脱氨 2-氨基噻唑和 3-氨基-1,2,4-三嗪”Chem.Pharm.Bull。

T.Itoh 他: "Deamination of 2-Aminothiazoles and 3-Amino-1,2,4-triazines with Nitric Oxide" Chemical and Pharmaceutical Bulletin. 45. 1547-1549 (1997)

T. Itoh 等人：“用一氧化氮脱氨 2-氨基噻唑和 3-氨基-1,2,4-三嗪”《化学和制药公报》45. 1547-1549 (1997)。

T. Itoh et al: "Radical Scavenging by N-Aminoazaavomatics"Bioorganic and Medicinal Chemistry.

T. Itoh 等人：“N-氨基氮杂原子学的自由基清除”生物有机和药物化学。