CAS: 19186-35-7; (-)-Desoxypodophyllotoxin

该化合物是一种自然产生的离子体,产自以其强大的生物活动著称的Podophyllum物种,是合成popophyllotoxin衍生物的关键中间体,这种衍生物具有显著的抗沙素和抗病毒特性.在结构上,它缺乏C-4位置上的氢氧基,这影响了其反应性和药理学特征.脱氧多氯酚毒素被广泛用于研究微囊抑制和癌症细胞中流行性诱导.它的稳定性和明确界定的行动机制使得它对于临床前的调查很有价值.该化合物的特点是高度纯度,确保实验应用中的再生性.

结构式图片

上下游产品

diiodomethane 6,7-demethylenedeoxypodophyllotoxin (+)-γ-apopodophyllic acid (5S,6S,7R)-7-Hydroxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid4'-demethyl-4-deoxypodophyllotoxin 3',4'-didemethoxy-4-deoxy-3',4'-dihydro-3',4'-dioxopodophyllotoxin 2′-bromodeoxypodophyllotoxin podophyllotoxone

合成工艺路线路线简述

    📜Yatein; (-)-反式-3-(3,4-亚甲基二氧基苄基)-2-(3,4,5-三甲氧基苄基)丁内酯置于ferrous(II) Sulfate Heptahydrate,Atgggcagcaccgcgccgctgcgtttcccggttatcgatttgagcatgaagaacctgaaacctggaaccacatcatggaacagcgtacgcactcaggtgcgtgaagctttggaagaatatggttgctttgaagccgttattgatgcggtttccccagagttgcaaaaagctgtctgcaacaaggggcacgaactgttaaatttaccgctggagaccaagatgcttaatggtaataagccggagtacgatggatttacatcaatcccgaaccttaacgaaggtatgggtgttggccgcatcactgacttagagaaggtcgaacgtttcactaatctgatgtggcctgaggggaacaaggatttttgcgaaacagtttactcctatggtaagcgcatggcagaggttgaccatattctgaagatgatggtattcgaatcttttggtatggagaaacattttgactccttctgcgaaagtacaaattacttgctgcatttcatgcgctatcaacaacccggcaaagacggtcgctctcccgcattgagtttacacaaagataaatctatccttacgatcgtcaaccaaaacgatgtaaaaggactggagttcgaaacaaaggatggcgaatggattttgccaacagccgataaccacatcgtattacttggagattgcttcatggcttggagtaacggtcgcctgcactctccactgcaccgtgtgacattagtggcaaatcaggcacgtttgagtacctcctcatttagcttcccaaaagatattattgagacaccggcggaattggtggacgaggaacatccgcttttattcaatcccttcgagatcaccgagcttttagcctactgttttacaaaagaaggagccaaggcggtttgcgatttaaagcagtataaagcgtacactggagcatga,Disodium α-Ketoglutarate,维生素 C体系中,用 二甲基亚砜 用作溶剂,化学反应 20.0H,以95%的收率获得去氧鬼臼毒素
    参考文献:(-)-鬼臼毒素和相关芳基四氢木素木质素的不对称化学酶法合成.
    标题:(-)-鬼臼毒素和相关芳基四氢木素木质素的不对称化学酶法合成.
    摘要:(-)-鬼臼毒素是最有效的微管解聚剂之一,在抗肿瘤药物的发现中起着重要的先导化合物的作用.这里报道的是(-)-鬼臼毒素和相关芳基四氢木脂素的短促化学酶法全合成.这种方法的关键是使用酶促氧化性c-C偶联反应以非对映选择性的方式构建天然产物的四环核.该策略允许以克级获得(-)-脱氧鬼臼毒素,并且很容易适应相关芳基四氢木脂素的制备.
    Doi:10.1002/anie.201904102

    海关参考信息

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献


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    153:113384. doi: 10.1016/j.biopha.2022.113384. Epub 2022 Jul 9.
    2013:385219. doi: 10.1155/2013/385219. Epub 2013 May 29.

    合成参考文献


    摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
    参考文献:10.1021/jf200177q
    摘要:Hendrawati O, Woerdenbag HJ, Hille J, Quax WJ, Kayser O. Seasonal variations in the deoxypodophyllotoxin content and yield of Anthriscus sylvestris L. (Hoffm.) grown in the field and under controlled conditions. J Agric Food Chem. 2011 Aug 10;59(15):8132–9. doi: 10.1021/jf200177q.
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    参考文献:10.18632/oncotarget.4985
    摘要:Wang Y, Wang B, Guerram M, Sun L, Shi W, Tian C, Zhu X, Jiang Z, Zhang L. Deoxypodophyllotoxin suppresses tumor vasculature in HUVECs by promoting cytoskeleton remodeling through LKB1-AMPK dependent Rho A activatio. Oncotarget. 2015 Oct 06;6(30):29497–512.
    参考文献:10.1016/j.bbrc.2019.06.123
    摘要:Qiao Y, Sunada NK, Hatada AE, Lange I, Khutsishvili M, Alizade V, Atha D, Ko'omoa-Lange D, Borris RP. Potential anti-neuroblastoma agents from Juniperus oblonga. Biochemical and Biophysical Research Communications. 2019 Aug;516(3):733–8. doi: 10.1016/j.bbrc.2019.06.123.
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