CAS: 465-11-2; 5-[(3S,5R,8R,9S,10S,11R,13R,14S,17R)-3,11,14-Trihydroxy-10,13-Dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-Tetradecahydrocyclopenta[a]Phenanthren-17-Yl]Pyran-2-One

该化合物是一种来自Thoad Bufo gargarizans毒液的生物活性bufedienolide化合物,它具有很强的细胞毒性和抗沙素特性,成为药理研究的一个主题.Gamabufotolin通过诱发血细胞癌和白血病,在抑制癌症细胞,特别是肝细胞癌和白血病扩散方面表现出了效力.它的机制包括调节关键信号路径,包括PI3K/AKT和MAPK.此外,它显示出作为抗炎剂和心血管剂的潜力.在治疗剂量方面,它具有很高的特性和低毒性,因此,Gamabufotalin是进一步发展肿瘤和其他治疗应用的有前途的候选者.

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    专利信息


    专利号:WO-2024109742-A1
    优先权日:2022-11-21
    标题:Method for efficiently synthesizing bufadienolides and derivatives thereof
    发明人:LIN GUOQIANG; YE WENBO; ZHAO QUNFEI; ZHANG JIANGE; HE QINGLI; WANG CHAO; YU SHAOPENG
    权利人:UNIV SHANGHAI TRADITIONAL CHINESE MEDICINE
    摘要:Disclosed in the present invention is a method for efficiently synthesizing bufadienolides and derivatives thereof. By starting from cheap and easily-available androstenedione 4-AD, the method performs bio-enzyme oxidization on same to obtain 14-α-hydroxy-androstane-17-one compounds, then completes loading of E-ring pyrone by using chemical conversion without any protective group so as to obtain a key intermediate, and achieves synthesis of bufadienolides by starting from the key intermediate. The method synthesizes resibufogenin in just eight operation steps, has simple and short route, simple operations and large reaction scale, can be used for large-scale preparation of such natural products, and has use prospects in industrial production.

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    合成参考文献


    摘要:Die Herzwirksamen Glykoside, Baumgarten, G., and W. Forster, Leipzig, Ger. Dem. Rep., VEB Georg Thieme, 1963, -(191), 1963
    参考文献:10.1007/s00216-018-1097-4
    摘要:Ren W, Han L, Luo M, Bian B, Guan M, Yang H, Han C, Li N, Li T, Li S, Zhang Y, Zhao Z, Zhao H. Multi-component identification and target cell-based screening of potential bioactive compounds in toad venom by UPLC coupled with high-resolution LTQ-Orbitrap MS and high-sensitivity Qtrap MS. Analytical and Bioanalytical Chemistry. 2018 Apr 28;410(18):4419–35. doi: 10.1007/s00216-018-1097-4.
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