32383-76-9

• 常用中文名：美迪紫檀素
• 常用英文名：Medicarpin
• CAS号：32383-76-9
• 分子式：C₁₆H₁₄O₄
• 分子量：270.280
• 相关类别： 天然产物 酚类
• 发布时间：2016-11-16 23:31:50
• 更新时间：2024-01-02 20:17:56
• Medicarpin 是一种从紫花苜蓿中分离出的类黄酮。Medicarpin 通过调节 P-gp 介导的药物外流,诱导白血病 P388 细胞凋亡 (apoptosis) 并克服多药耐药性。

名称

• 中文名: 美迪紫檀素
• 英文名: (-)-medicarpin
• 英文别名: l-3-Hydroxy-9-methoxypterocarpan; 6H-Benzofuro[3,2-c][1]benzopyran-3-ol, 6a,11a-dihydro-9-methoxy-, (6aR-cis)-; UNII-6TX086I6IG; (-)-3-Hydroxy-9-methoxypterocarpan; 3-hydroxy-9-methoxypterocarpan; Demethylhomopterocarpin; Medicarpin; 6H-Benzofuro[3,2-c][1]benzopyran-3-ol, 6a,11a-dihydro-9-methoxy-, (6aR,11aR)-; (6aR-cis)-6a,11a-Dihydro-9-methoxy-6H-benzofuro[3,2-c][1]benzopyran-3-ol; (6aR,11aR)-9-Methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol; Medicarpin, (-)-; demethylhomopterocarpan

物化性质

• 密度: 1.3±0.1 g/cm3
• 沸点: 418.8±45.0 °C at 760 mmHg
• 熔点: 127.5-128.5°
• 分子式: C₁₆H₁₄O₄
• 分子量: 270.280
• 闪点: 207.1±28.7 °C
• 精确质量: 270.089203
• PSA: 47.92000
• LogP: 2.72
• 外观性状: 粉末
• 蒸汽压: 0.0±1.0 mmHg at 25°C
• 折射率: 1.630
• 储存条件: 2-8℃，干燥，密闭

生物活性

• 描述: Medicarpin 是一种从紫花苜蓿中分离出的类黄酮。Medicarpin 通过调节 P-gp 介导的药物外流,诱导白血病 P388 细胞凋亡 (apoptosis) 并克服多药耐药性。
• 相关类别:
  信号通路 >> 细胞凋亡 >> 细胞凋亡
  研究领域 >> 癌症
• 体外研究: Medicarpin(90µM；48h)可诱导敏感和多药耐药P388细胞凋亡。表达P-糖蛋白的P388/DOX细胞对苜蓿红素没有耐药性(P388和P388/DOX细胞的IC50≈90µM)[1]。
• 参考文献:

  [1]. Grégory Gatouillat, et al. Medicarpin and millepurpan, two flavonoids isolated from Medicago sativa, induce apoptosis and overcome multidrug resistance in leukemia P388 cells. medicine. 2015 Dec 1;22(13):1186-94.

安全

• 危害码 (欧洲): Xi

合成路线

131887-80-4 ~% 32383-76-9

文献：Akashi, Tomoyoshi; VanEtten, Hans D.; Sawada, Yuji; Wasmann, Catherine C.; Uchiyama, Hiroshi; Ayabe, Shin-ichi Phytochemistry, 2006 , vol. 67, # 23 p. 2525 - 2530

1891-01-6 ~% 32383-76-9 33983-39-0

文献：Goel, Atul; Kumar, Amit; Hemberger, Yasmin; Raghuvanshi, Ashutosh; Jeet, Ram; Tiwari, Govind; Knauer, Michael; Kureel, Jyoti; Singh, Anuj K.; Gautam, Abnish; Trivedi, Ritu; Singh, Divya; Bringmann, Gerhard Organic and Biomolecular Chemistry, 2012 , vol. 10, # 48 p. 9583 - 9592

1890-99-9 ~% 32383-76-9 33983-39-0

文献：Goel, Atul; Kumar, Amit; Hemberger, Yasmin; Raghuvanshi, Ashutosh; Jeet, Ram; Tiwari, Govind; Knauer, Michael; Kureel, Jyoti; Singh, Anuj K.; Gautam, Abnish; Trivedi, Ritu; Singh, Divya; Bringmann, Gerhard Organic and Biomolecular Chemistry, 2012 , vol. 10, # 48 p. 9583 - 9592

108-46-3 ~% 32383-76-9 33983-39-0

文献：Goel, Atul; Kumar, Amit; Hemberger, Yasmin; Raghuvanshi, Ashutosh; Jeet, Ram; Tiwari, Govind; Knauer, Michael; Kureel, Jyoti; Singh, Anuj K.; Gautam, Abnish; Trivedi, Ritu; Singh, Divya; Bringmann, Gerhard Organic and Biomolecular Chemistry, 2012 , vol. 10, # 48 p. 9583 - 9592

32383-76-9 ~% 32383-76-9 33983-39-0

文献：Goel, Atul; Kumar, Amit; Hemberger, Yasmin; Raghuvanshi, Ashutosh; Jeet, Ram; Tiwari, Govind; Knauer, Michael; Kureel, Jyoti; Singh, Anuj K.; Gautam, Abnish; Trivedi, Ritu; Singh, Divya; Bringmann, Gerhard Organic and Biomolecular Chemistry, 2012 , vol. 10, # 48 p. 9583 - 9592

6496-89-5 ~% 32383-76-9 33983-39-0

文献：Goel, Atul; Kumar, Amit; Hemberger, Yasmin; Raghuvanshi, Ashutosh; Jeet, Ram; Tiwari, Govind; Knauer, Michael; Kureel, Jyoti; Singh, Anuj K.; Gautam, Abnish; Trivedi, Ritu; Singh, Divya; Bringmann, Gerhard Organic and Biomolecular Chemistry, 2012 , vol. 10, # 48 p. 9583 - 9592

770722-02-6 ~% 32383-76-9

文献：Akashi, Tomoyoshi; VanEtten, Hans D.; Sawada, Yuji; Wasmann, Catherine C.; Uchiyama, Hiroshi; Ayabe, Shin-ichi Phytochemistry, 2006 , vol. 67, # 23 p. 2525 - 2530

485-72-3 ~% 32383-76-9

文献：Akashi, Tomoyoshi; VanEtten, Hans D.; Sawada, Yuji; Wasmann, Catherine C.; Uchiyama, Hiroshi; Ayabe, Shin-ichi Phytochemistry, 2006 , vol. 67, # 23 p. 2525 - 2530

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