粉防己碱

粉防己碱
IUPAC名
9,20,21,25-tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2³,⁶.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,8(34),9,11,18,20,22(33),24(32),25,27(31),35-dodecaene
识别
CAS号 518-34-3  checkY
PubChem 73078
SMILES
 
  • CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)OC)OC
性质
化学式 C38H42N2O6
摩尔质量 622.74988 g·mol⁻¹
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

粉防己碱[1]（tetrandrine，fanchinine，hanfangchin A）是一种双苄基异喹啉类生物碱，可从防己科植物粉防己根中和其他中草药提取出来[2]。具有抗炎、抗过敏、抗氧化、抗纤维化及免疫调节作用[3]；其可抑制肥大细胞的脱粒，也有“类奎尼丁”的抗心律失常作用。另具有血管扩张特性，因此可以降低血压[4]。

粉防己碱可能具有治疗肝病[5]和肝癌的潜在用途[6][7][8]。具有预防小梁切除术后结膜炎或严重结膜炎症患者过度瘢痕/纤维化的潜在治疗价值[9]。粉防己碱具有抗炎和抗纤维化作用，使得粉防己碱和相关化合物可用于治疗肺矽肺病，肝硬化和类风湿性关节炎。[4]还表明粉防己碱在体外抑制埃博拉病毒进入宿主细胞，并且在对小鼠的初步研究中显示出对抗埃博拉病毒的治疗功效。[10]

生物合成

粉防己碱是由S-N-甲基乌药碱的自由基偶联二聚化生物合成的：[11]

同义词

其同义词包括防己碱、汉防己碱A、NSC 77037、(S ,S )-(+)-粉防己碱、青藤碱A、TTD、四联蛋白和d-粉防己碱。[12]

参考文献

  1. ^ 杨敬,朱安祥,胡军,等. 粉防己碱的作用机制研究进展[J]. 国际中医中药杂志,2018,40:(3)：286-289. DOI:10.3760/cma.j.issn.1673-4246.2018.03.025
  2. ^ Zhang, Lijin; Geng, Yanling; Duan, Wenjuan. Ionic liquid-based ultrasound-assisted extraction of fangchinoline and tetrandrine from Stephaniae tetrandrae. Journal of Separation Science. 2009-10, 32 (20): 3550–3554 [2021-11-10]. ISSN 1615-9314. PMID 19764054. doi:10.1002/jssc.200900413. （原始内容存档于2022-06-17）. 
  3. ^ 谢林艳,陆娇,柏芳芳,等. 粉防己碱:一种治疗支气管哮喘的双苄基异喹啉类生物碱[J]. 国际呼吸杂志,2015,35:(03)：210-214. DOI:10.3760/cma.j.issn.1673-436X.2015.03.013
  4. ^ 4.0 4.1 Kwan, Chiu-Yin; Achike, F. I. Tetrandrine and related bis-benzylisoquinoline alkaloids from medicinal herbs: cardiovascular effects and mechanisms of action. Acta Pharmacologica Sinica. 2002-12, 23 (12): 1057–1068 [2021-11-10]. ISSN 1671-4083. PMID 12466042. （原始内容存档于2022-07-04）. 
  5. ^ Feng, Dechun; Mei, Yunhua; Wang, Ying; Zhang, Bianhong; Wang, Chen; Xu, Lingyun. Tetrandrine protects mice from concanavalin A-induced hepatitis through inhibiting NF-kappaB activation. Immunology Letters. 2008-12-22, 121 (2): 127–133 [2021-11-10]. ISSN 1879-0542. PMID 18992279. doi:10.1016/j.imlet.2008.10.001. （原始内容存档于2021-11-10）. 
  6. ^ Liu, Chaoyang; Gong, Ke; Mao, Xin; Li, Wenhua. Tetrandrine induces apoptosis by activating reactive oxygen species and repressing Akt activity in human hepatocellular carcinoma. International Journal of Cancer. 2011-09-15, 129 (6): 1519–1531 [2021-11-10]. ISSN 1097-0215. PMID 21128229. doi:10.1002/ijc.25817. （原始内容存档于2021-11-10）. 
  7. ^ Cheng, Zhixiang; Wang, Keming; Wei, Jia; Lu, Xiang; Liu, Baorui. Proteomic analysis of anti-tumor effects by tetrandrine treatment in HepG2 cells. Phytomedicine: International Journal of Phytotherapy and Phytopharmacology. 2010-11, 17 (13): 1000–1005 [2021-11-10]. ISSN 1618-095X. PMID 20554191. doi:10.1016/j.phymed.2010.03.018. （原始内容存档于2021-11-10）. 
  8. ^ Deng, Wen-Ying; Luo, Su-Xia; Zhou, Meng-Qiang; Li, Ning; Chen, Xiao-Bing; Han, Li-Li. [The study of anti-tumor effect of Tetrandrine combined with Nedaplatin on human liver cancer cell line 7402]. Zhong Yao Cai = Zhongyaocai = Journal of Chinese Medicinal Materials. 2008-10, 31 (10): 1522–1525 [2021-11-10]. ISSN 1001-4454. PMID 19230406. （原始内容存档于2021-11-10）. 
  9. ^ Kitano, Ai; Yamanaka, Osamu; Ikeda, Kazuo; Ishida-Nishikawa, Iku; Okada, Yuka; Shirai, Kumi; Saika, Shizuya. Tetrandrine suppresses activation of human subconjunctival fibroblasts in vitro. Current Eye Research. 2008-07, 33 (7): 559–565 [2021-11-10]. ISSN 1460-2202. PMID 18600488. doi:10.1080/02713680802220817. （原始内容存档于2022-06-15）. 
  10. ^ Sakurai, Yasuteru; Kolokoltsov, Andrey A.; Chen, Cheng-Chang; Tidwell, Michael W.; Bauta, William E.; Klugbauer, Norbert; Grimm, Christian; Wahl-Schott, Christian; Biel, Martin. Two pore channels control Ebolavirus host cell entry and are drug targets for disease treatment. Science (New York, N.Y.). 2015-02-27, 347 (6225): 995–998 [2021-11-10]. ISSN 0036-8075. PMC 4550587 可免费查阅. PMID 25722412. doi:10.1126/science.1258758. （原始内容存档于2022-06-21）. 
  11. ^ Bhakuni, Dewan S.; Jain, Sudha; Singh, Awadhesh N. Biosynthesis of the bisbenzylisoquinoline alkaloid, tetrandrine. Phytochemistry. 1980-01-01, 19 (11): 2347–2350. ISSN 0031-9422. doi:10.1016/S0031-9422(00)91024-0 （英语）. 
  12. ^ Tetrandrine | ≥99%(HPLC) | TargetMol | Calcium Channel inhibitor. targetmol.com. [2021-11-10]. 原始内容存档于2024-09-10.