CAS: 20311-51-7; Solamargine

该化合物是一种主要存在于索拉塞埃家族植物中的甘蓝类化合物,特别是索拉纳塞亚植物,特别是索拉南管状(土豆)和索拉努梅隆盖纳(黄茄)等物种,其特点是结构复杂,包括一种血压骨和糖味,通常是一种羊毛体.Solamagine展示了各种生物活动,包括潜在的抗癌,抗炎和抗微生物特性,使其成为药理学研究的话题.该化合物以其浓度较高的毒性闻名,可导致胃肠痛苦等症状.其行动机制往往涉及细胞膜的破坏和细胞信号路径的干扰.由于它具有生物活性化合物和潜在毒素的双重性质,所以在食物来源中存在索拉马林,因此有必要仔细考虑其浓度和对人类健康的影响.随着研究的继续,索拉马因可能会提供对新治疗途径的见解,同时强调了解营养和医学中植物源的重要性.

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CAS号126-17-0 澳洲茄胺； 澳州茄胺

合成工艺路线路线简述

    📜在 Sodium Hydroxide体系中,用 甲醇,二氯甲烷 用作溶剂,化学反应 6.0H,以15.7 Mg的收率获得澳洲茄边碱
    参考文献:另一种全合成的苏拉马汀
    标题:另一种全合成的苏拉马汀
    摘要:澳洲茄边碱,(25-[r)-3β-{ ö-α-升-Rhamnopyranosyl-(1->2)-[ ø-α-升-Rhamnopyranosyl-(1->4)]-β-D-Glucopyranosyloxy}-22α-ñ从aculeastrum茄子的浆果中分离出的-Spirosol-5-Ene已合成,总收率为26.8%.N-环化之前的第一次糖基化显着促进了所需分子的合成.我们预计这项工作将提供一种新的途径来获取苏马精及其多样化的类似物.
    Doi:10.1007/s11426-011-4476-7

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    专利信息


    专利号:US-7435816-B2
    优先权日:2003-04-30
    标 题 :Synthesis of solanum glycosides
    发明人：SHAHID MOHAMMED
    权利人:SHAHID MOHAMMED
    摘要:The present invention relates to the chemical synthesis of solanum glycosides, in particular to the synthesis of solasonine as well as to novel β-monosaccharide intermediate compounds, of Formula (2), where R 1 is a benzylidene, 4-nitrobenzylidene or 4-methoxybenzylidine group, and each R 2 independently is a benzoyl, acetyl or pivaloyl group:

    专利号:EP-1421100-B1
    优先权日:2001-08-21
    标 题 :Chemical synthesis of solamargine
    发明人：SHAHID MOHAMMED
    权利人:GLYCOMED SCIENCES LTD
    摘要:The present invention relates to the chemical synthesis of solanum glycosides, in particular to the synthesis of solamargine as well as to novel beta-monosaccharide Intermediate compounds.

    专利号:EP-1654271-B1
    优先权日:2003-07-08
    标题:Steroid modified solatrioses
    发明人：LAWSON CHRISTOPHER JOHN; WEYMOUTH-WILSON ALEXANDER CHARLES
    权利人:GLYCOMED SCIENCES LTD
    摘要:The present invention relates to steroid modified chacotrioses and the synthesis thereof as well as to intermediate compounds useful for the synthesis of the steroid modified chacotrioses and solatrioses. Moreover, the present inventions relates to a method for the preparation of steroid-modified solatrioses.

    专利号:US-2004024230-A1
    优先权日:2002-04-29
    标 题:Synthesis of cyproterone acetate

    专利号:MX-380560-B
    优先权日:2015-07-23
    标 题:Efficient synthesis of the aglycone of solamargine

    专利号:US-2008039628-A1
    优先权日:2003-04-30
    标题 :Synthesis of Solanum Glycosides

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    主要参考文献

    1. Chen, Y., Tang, Q., Xiao, Q., et al. Targeting EP4 downstream c-Jun through ERK1/2-mediated reduction of DNMT1 reveals novel mechanism of solamargine-inhibited growth of lung cancer cells. J. Cell. Mol. Med. 21(2), 222-233 (2017).

    合成参考文献


    参考文献:10.1016/j.phytochem.2008.02.003
    摘要:Nakamura S, Hongo M, Sugimoto S, Matsuda H, Yoshikawa M. Steroidal saponins and pseudoalkaloid oligoglycoside from Brazilian natural medicine, "fruta do lobo" (fruit of Solanum lycocarpum). Phytochemistry. 2008 May;69(7):1565–72. doi: 10.1016/j.phytochem.2008.02.003.
    参考文献:10.1186/s12906-018-2208-7
    摘要:Burger T, Mokoka T, Fouché G, Steenkamp P, Steenkamp V, Cordier W. Solamargine, a bioactive steroidal alkaloid isolated from Solanum aculeastrum induces non-selective cytotoxicity and P-glycoprotein inhibition. BMC Complementary Medicine and Therapies. 2018 May 02;18(1):137. doi: 10.1186/s12906-018-2208-7.
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