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丹参二醇C

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丹参二醇C
别名 紫丹参甲素D
识别
CAS号 96839-30-4  checkY
PubChem 126072
SMILES
 
  • Cc1coc2c1C(=O)C(=O)c1c-2ccc2c1CC[C@@H](O)[C@]2(C)O
性质
化学式 C18H16O5
摩尔质量 312.32 g·mol−1
熔点 213-215 °C[1]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

丹参二醇C(英語:Tanshindiol C)是一种多环有机化合物,分子式C18H16O5,属于一种丹参酮类化合物[2][3],与丹参二醇B立体异构体,存在于丹参Salvia miltiorrhiza[1][4]植物中。它可以环己-2-烯酮为原料,经丹参醇B維基數據所列Q82885063中间体,通过多步反应制得[5]

参考文献

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  1. ^ 1.0 1.1 Luo, Hou-Wei; Wu, Bao-Jing; Wu, Mei-Yu; Yong, Zhong-Gen; Niwa, Masatake; Hirata, Yoshimasa. Pigments from Salvia miltiorrhiza. Phytochemistry. 1985-01, 24 (4): 815–817. doi:10.1016/S0031-9422(00)84900-6. 
  2. ^ Yang, Y; Li, X; Peng, L; An, L; Sun, N; Hu, X; Zhou, P; Xu, Y; Li, P; Chen, J. Tanshindiol C inhibits oxidized low-density lipoprotein induced macrophage foam cell formation via a peroxiredoxin 1 dependent pathway.. Biochimica et biophysica acta. Molecular basis of disease. 2018-03, 1864 (3): 882–890. PMID 29287777. doi:10.1016/j.bbadis.2017.12.033. 
  3. ^ Zhou, P; Cheng, Y; Liu, F; Wu, K; Qiu, W; Wang, S. Tanshindiol-C suppresses in vitro and in vivo hepatocellular cancer cell growth by inducing mitochondrial-mediated apoptosis, cell cycle arrest, inhibition of angiogenesis and modulation of key tumor-suppressive miRNAs.. Journal of B.U.ON. : official journal of the Balkan Union of Oncology. 2019-03, 24 (2): 622–627. PMID 31128015. 
  4. ^ Yang, M; Liu, A; Guan, S; Sun, J; Xu, M; Guo, D. Characterization of tanshinones in the roots of Salvia miltiorrhiza (Dan-shen) by high-performance liquid chromatography with electrospray ionization tandem mass spectrometry.. Rapid communications in mass spectrometry : RCM. 2006, 20 (8): 1266–80. PMID 16548051. doi:10.1002/rcm.2447. 
  5. ^ Wang, Fan; Yang, Hong; Yu, Shujuan; Xue, Yu; Fan, Zhoulong; Liang, Gaolin; Geng, Meiyu; Zhang, Ao; Ding, Chunyong. Total synthesis of (±)-tanshinol B, tanshinone I, and (±)-tanshindiol B and C. Organic & Biomolecular Chemistry. 2018, 16 (18): 3376–3381. doi:10.1039/C8OB00567B.