四甲尿酸
化合物
四甲尿酸(Theacrine)全名是1,3,7,9-四甲基尿酸,是由古布阿蘇及茶树葉子上提煉的生物鹼[1][2]。四甲尿酸有抗炎性及镇痛的效果,其結構類似咖啡因,也會以類似的方式影響腺苷的信号[2][3]。一般認為在茶葉上,四甲尿酸是由三步驟的路徑,由咖啡因所合成[2]。
四甲尿酸 | |
---|---|
IUPAC名 1,3,7,9-Tetramethylpurine-2,6,8-trione | |
别名 | 1,3,7,9-Tetramethyluric acid; Temurin; Temorine; Tetramethyluric acid; Tetramethyl uric acid |
识别 | |
CAS号 | 2309-49-1 |
PubChem | 75324 |
ChemSpider | 67862 |
SMILES |
|
InChI |
|
InChIKey | QGDOQULISIQFHQ-UHFFFAOYAN |
性质 | |
化学式 | C9H12N4O3 |
摩尔质量 | 224.22 g·mol−1 |
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。 |
結構類似咖啡因编辑
四甲尿酸很類似咖啡因,差異只有一個酮基,以及在9-碳上的甲基基團。
安全性编辑
临床实验显示,健康人类可以每日安全服用 300 mg 四甲尿酸持续 8 周,且不会产生习惯。[4]实验中未发现四甲尿酸具有咖啡因等其他兴奋剂的快速耐受现象。[4]
相關條目编辑
參考資料编辑
- ^ Zheng, XQ; Ye, CX; Kato, M; Crozier, A; Ashihara, H. Theacrine (1,3,7,9-tetramethyluric acid) synthesis in leaves of a Chinese tea, kucha (Camellia assamica var. Kucha). Phytochemistry. 2002, 60 (2): 129–34. PMID 12009315. doi:10.1016/s0031-9422(02)00086-9.
- ^ 2.0 2.1 2.2 Feduccia, Allison A.; Wang, Yuanyuan; Simms, Jeffrey A.; Yi, Henry Y.; Li, Rui; Bjeldanes, Leonard; Ye, Chuangxing; Bartlett, Selena E. Locomotor activation by theacrine, a purine alkaloid structurally similar to caffeine: Involvement of adenosine and dopamine receptors. Pharmacology Biochemistry and Behavior. 2012, 102 (2): 241. doi:10.1016/j.pbb.2012.04.014.
- ^ Wang, Yuanyuan; Yang, Xiaorong; Zheng, Xinqiang; Li, Jing; Ye, Chuangxing; Song, Xiaohong. Theacrine, a purine alkaloid with anti-inflammatory and analgesic activities. Fitoterapia. 2010, 81 (6): 627–31. PMID 20227468. doi:10.1016/j.fitote.2010.03.008.
- ^ 4.0 4.1 4.2 Taylor L, Mumford P, Roberts M, Hayward S, Mullins J, Urbina S, Wilborn C. Safety of TeaCrine®, a non-habituating, naturally-occurring purine alkaloid over eight weeks of continuous use. Journal of the International Society of Sports Nutrition. 2016, 13: 2 [2016-05-14]. PMC 4711067 . PMID 26766930. doi:10.1186/s12970-016-0113-3. (原始内容存档于2016-06-04).
• These findings support the clinical safety and non-habituating neuro-energetic effects of TeaCrine® supplementation over 8 weeks of daily use (up to 300 mg/day). Moreover, there was no evidence of a tachyphylactic response that is typical of neuroactive agents such as caffeine and other stimulants.
• Specifically, the acute toxicity for theacrine ingestion in mice has been previously reported [4] to be an LD50 of 810.6 mg/kg, which would equate to roughly 4.0 g for an individual weighing 76 kg. - ^ Wang Y, Yang X, Zheng X, Li J, Ye C, Song X. Theacrine, a purine alkaloid with anti-inflammatory and analgesic activities (PDF). Fitoterapia. 2010, 81 (6): 627–31 [2016-05-15]. PMID 20227468. doi:10.1016/j.fitote.2010.03.008. (原始内容存档 (PDF)于2017-09-01).
the result of the acute toxicity test showed that the LD(50) of theacrine was 810.6 mg/kg (769.5-858.0mg/kg).
- ^ Warszawski D, Gorodischer R, Kaplanski J. Comparative toxicity of caffeine and aminophylline (theophylline ethylenediamine) in young and adult rats. Biology of the Neonate. 1978, 34 (1-2): 68–71. PMID 698326. doi:10.1159/000241107.
In adult rats, the LD50 of caffeine and aminophylline was the same after 24 h and after 1 week of observation: caffeine 265 mg/kg
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