薁磺酸钠

概述应用作用机制生物活性体外研究体内研究薁磺酸钠试剂级价格

薁磺酸钠

CAS号:6223-35-4
英文名:Sodium gualenate
中文名:薁磺酸钠
CBNumber:CB6688455
分子式:C15H17NaO3S
分子量:300.35
MOL File:6223-35-4.mol

薁磺酸钠化学性质

熔点 :98°C(lit.)
储存条件 :Inert atmosphere,Room Temperature
溶解度 :DMSO : 30 mg/mL (99.88 mM)
形态 :powder to crystaline
颜色 :Blue to Dark blue
Merck :14,4554
化妆品成分功效 :SURFACTANT - CLEANSING
InChI :InChI=1S/C15H18O3S.Na/c1-9(2)12-6-5-10(3)15-13(8-12)11(4)7-14(15)19(16,17)18;/h5-9H,1-4H3,(H,16,17,18);/q;+1/p-1
InChIKey :GEYJUFBPCGDENK-UHFFFAOYSA-M
SMILES :C12C(C)=CC=C(C(C)C)C=C1C(=CC=2S([O-])(=O)=O)C.[Na+]

安全信息

RTECS号 :CO4826000
海关编码 :2908.99.1500

薁磺酸钠性质、用途与生产工艺

概述
薁磺酸钠不稳定，受光照，空气氧化和高温环境下会分解，易脱去磺酸基。根据现有报道，薁磺酸钠含有半个或一个结晶水均是常见情况。
应用
薁磺酸钠是洋甘菊花的有效成分，具有很强的抗胃蛋白酶、消炎、抗菌、抗过敏、促进粘膜新城代谢的作用，主要用于研究十二指肠溃疡，胃溃疡和胃炎。
作用机制薁磺酸钠通过局部直接作用抑制炎性细胞释放组胺；增加粘膜内前列腺素E2的合成，促进肉芽形成和上皮细胞新生；并能降低胃蛋白酶的活性。
生物活性 Sodium gualenate (Guaiazulenesulfonate sodium) 是桂皮烯的亲水性衍生物，具有优良的抗炎和愈伤作用，主要用于研究十二指肠溃疡，胃溃疡和胃炎。
体外研究

Sodium gualenate is an unstable compound, which is gradually decomposed in the solid state at room temperature. When heated, Sodium gualenate decomposes almost completely within 1 week. It was found that a kneaded mixture of Sodium gualenate and cornstarch (weight ratio; 1:250) for tableting with water is stable. So, during production, Sodium gualenate could be stabilized using water. Sodium gualenate slightly inhibits the histamine release from rat peritoneal mast cells and strongly inhibits the leukocyte emigration induced by fMLP.
体内研究

Sodium gualenate has been frequently used for the treatment of human gastritis. Cytoprotection is defined as the main mechanism of Sodium gualenate to protect the mucosa of the stomach and the antipeptic actions in vivo have also been shown.
生产方法

489-84-9

6223-35-4

(1) 制备3,8-二甲基-5-异丙基甘菊-1-磺酸钠在冰浴条件下，向25 mL梨形烧瓶中加入4 mmol愈创木酚和2 mL乙酸酐(Ac2O)。随后，通过恒压滴液漏斗（顶部装有干燥管）缓慢滴加1 mL浓硫酸(H2SO4)和2 mL乙酸酐(Ac2O)的混合物。滴加完毕后，将反应混合物在室温下搅拌约2小时，期间通过薄层色谱(TLC)监测反应进度，直至原料完全消失。反应完成后，将混合物溶液倒入4 mL水中，并滴加氢氧化钠(NaOH)溶液调节pH至8-9。随后，将混合物溶液冷却以促进沉淀形成，进行抽滤，依次用冷水和石油醚洗涤沉淀，干燥后得到1.05 g蓝色固体产物。产率为87.5%，熔点为106-107℃。
参考文献：
[1] Patent: US2014/206741, 2014, A1. Location in patent: Paragraph 0108-0110
[2] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 8, p. 1653 - 1657
[3] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 19, p. 5722 - 5725
[4] Chemical Biology and Drug Design, 2016, p. 264 - 271