477-85-0

• 常用中文名：美决明子素
• 常用英文名：Obtusifolin
• CAS号：477-85-0
• 分子式：C₁₆H₁₂O₅
• 分子量：284.263
• 相关类别： 有机原料 醌类化合物
• 发布时间：2018-03-26 08:00:00
• 更新时间：2024-01-07 18:58:47
• Obtusifolin 是从决明子的种子中分离出,通过抑制 NF-kB 通路来调节气道上皮细胞中 MUC5AC 粘蛋白的基因表达和产生。Obtusifolin 通过靶向甲状旁腺激素相关蛋白来抑制邻苯二甲酸酯诱导的乳腺癌骨转移。

名称

• 中文名: 决明蒽醌
• 英文名: 2,8-dihydroxy-1-methoxy-3-methylanthracene-9,10-dione
• 中文别名: 美决明子素; 2,8-二羟基-1-甲氧基-3-甲基蒽醌
• 英文别名: Anthraquinone,2,8-dihydroxy-1-methoxy-3-methyl; 2,8-dihydroxy-1-methoxy-3-methyl-anthraquinone; Anthraquinone, 2,8-dihydroxy-1-methoxy-3-methyl-; 9,10-Anthracenedione, 2,8-dihydroxy-1-methoxy-3-methyl-; 2,8-Dihydroxy-1-methoxy-3-methyl-anthrachinon; obtusifoline; Obtusifolin (anthraquinone); 1,7-Dihydroxy-8-methoxy-6-methyl-9,10-anthraquinone; 2,8-Dihydroxy-1-methoxy-3-methyl-9,10-anthraquinone; Obtusifolin; 2,8-dihydroxy-1-methoxy-3-methylanhraquinone; 2,8-Dihydroxy-1-methoxy-3-methyl-9,10-anthracenedione

物化性质

• 密度: 1.448±0.06 g/cm3
• 沸点: 528.0±50.0 °C at 760 mmHg
• 熔点: 242-243ºC
• 分子式: C₁₆H₁₂O₅
• 分子量: 284.263
• 闪点: 202.2±23.6 °C
• 精确质量: 284.068481
• PSA: 83.83000
• LogP: 4.18
• 外观性状: 粉末
• 蒸汽压: 0.0±1.4 mmHg at 25°C
• 折射率: 1.678
• 储存条件: -20℃
• 水溶解性: Insuluble (2.6E-3 g/L) (25 ºC)

生物活性

• 描述: Obtusifolin 是从决明子的种子中分离出,通过抑制 NF-kB 通路来调节气道上皮细胞中 MUC5AC 粘蛋白的基因表达和产生。Obtusifolin 通过靶向甲状旁腺激素相关蛋白来抑制邻苯二甲酸酯诱导的乳腺癌骨转移。
• 相关类别:
  研究领域 >> 癌症
• 靶点:

  NF-κB

• 体外研究: 钝叶素(1,10,100μM)抑制EGF、PMA或TNF-α诱导的NCI-H292细胞MUC5AC基因表达[1]。
• 参考文献:

  [1]. Choi BS, et al. Obtusifolin isolated from the seeds of Cassia obtusifolia regulates the gene expression and production of MUC5AC mucin in airway epithelial cells via affecting NF-κB pathway. Phytother Res. 2019 Apr;33(4):919-928.

  [2]. Hsu YL, et al. Obtusifolin suppresses phthalate esters-induced breast cancer bone metastasis by targeting parathyroid hormone-related protein. J Agric Food Chem. 2014 Dec 10;62(49):11933-40.

合成路线

108637-81-6 ~0% 477-85-0 58322-78-4

文献：Cameron, Donald W.; Feutrill, Geoffrey I.; Gamble, Glenn B.; Stavrakis, John Tetrahedron Letters, 1986 , vol. 27, # 41 p. 4999 - 5002

108637-71-4 ~% 477-85-0

文献：Cameron, Donald W.; Feutrill, Geoffrey I.; Gamble, Glenn B.; Stavrakis, John Tetrahedron Letters, 1986 , vol. 27, # 41 p. 4999 - 5002

127042-39-1 ~98% 477-85-0

文献：Camerom, Donald W.; Feutrill, Geoffrey I.; Keep, Philip L. C. Tetrahedron Letters, 1989 , vol. 30, # 38 p. 5173 - 5176

108637-77-0 ~60% 477-85-0 58322-78-4

文献：Cameron, Donald W.; Feutrill, Geoffrey I.; Gamble, Glenn B.; Stavrakis, John Tetrahedron Letters, 1986 , vol. 27, # 41 p. 4999 - 5002

108637-73-6 ~% 477-85-0

文献：Cameron, Donald W.; Feutrill, Geoffrey I.; Gamble, Glenn B.; Stavrakis, John Tetrahedron Letters, 1986 , vol. 27, # 41 p. 4999 - 5002

71700-71-5 ~% 477-85-0

文献：Camerom, Donald W.; Feutrill, Geoffrey I.; Keep, Philip L. C. Tetrahedron Letters, 1989 , vol. 30, # 38 p. 5173 - 5176

72476-03-0 ~% 477-85-0

文献：Camerom, Donald W.; Feutrill, Geoffrey I.; Keep, Philip L. C. Tetrahedron Letters, 1989 , vol. 30, # 38 p. 5173 - 5176

127042-37-9 ~% 477-85-0

文献：Camerom, Donald W.; Feutrill, Geoffrey I.; Keep, Philip L. C. Tetrahedron Letters, 1989 , vol. 30, # 38 p. 5173 - 5176

481-39-0 108637-73-6 ~% 477-85-0

文献：Krohn, Carsten; Khanbabaee, Karamali Liebigs Annalen der Chemie, 1993 , # 8 p. 905 - 910

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71700-71-5 72476-03-0 481-39-0
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