CAS: 18444-66-1; (R,E)-6-((8S,9R,10R,13R,14S,16R,17R)-2,16-Dihydroxy-4,4,9,13,14-Pentamethyl-3,11-Dioxo-4,7,8,9,10,11,12,13,14,15,16,17-Dodecahydro-3H-Cyclopenta[a]Phenanthren-17-yl)-6-Hydroxy-2-Methyl-5-Oxohept-3-En-2-Yl Acetate

该化合物是一种主要与Cucurbitaceae家族植物分离的高度生物活性三栖类化合物,具有显著的药理特性,包括强效抗炎,抗癌和抗生素活动.研究突出显示它能够调节关键信号路径,如JAK/STAT和MAPK等,使其成为研究细胞机制和潜在治疗应用的宝贵工具.该化合物对各种癌症细胞线的细胞毒性影响,加上其诱发流行病的能力,在肿瘤研究中突出其重要性.Cucurbitacin E的特点是其高度纯度和稳定性,确保实验环境中的可靠性.该化合物被广泛用于生物化学和药物研究,以产生有针对性的生物效应.

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CAS号2222-07-3 葫芦素 I

合成工艺路线路线简述

    葫芦素 B置于溴苯,N,N-二甲基乙酰胺,Sodium Acetate,Palladium Diacetate体系中,化学反应 24.0H,反应生成葫芦素 E
    参考文献:Cucurbitacin D Is A Disruptor Of The Hsp90 Chaperone Machinery
    标题:Cucurbitacin D Is A Disruptor Of The Hsp90 Chaperone Machinery
    摘要:Heat Shock Protein 90 (Hsp90) Facilitates The Maturation Of Many Newly Synthesized And Unfolded Proteins (Clients) Via The Hsp90 Chaperone Cycle,In Which Hsp90 Forms A Heteroprotein Complex And Relies Upon Cochaperones,Immunophilins,Etc.,For Assistance In Client Folding. Hsp90 Inhibition Has Emerged As A Strategy For Anticancer Therapies Due To The Involvement Of Clients In Many Oncogenic Pathways. Inhibition Of Chaperone Function Results In Client Ubiquitinylation And Degradation Via The Proteasome,Ultimately Leading To Tumor Digression. Small Molecule Inhibitors Perturb Atpase Activity At The N-Terminus And Include Derivatives Of The Natural Product Geldanamycin. However,N-Terminal Inhibition Also Leads To Induction Of The Pro-Survival Heat Shock Response (Hsr),In Which Displacement Of The Hsp90-Bound Transcription Factor,Heat Shock Factor-1,Translocates To The Nucleus And Induces Transcription Of Heat Shock Proteins,Including Hsp90. An Alternative Strategy For Hsp90 Inhibition Is Disruption Of The Hsp90 Heteroprotein Complex. Disruption Of The Hsp90 Heteroprotein Complex Is An Effective Strategy To Prevent Client Maturation Without Induction Of The Hsr. Cucurbitacin D,Isolated From Cucurbita Texana,And 3-Epi-Isocucurbitacin D Prevented Client Maturation Without Induction Of The Hsr. Cucurbitacin D Also Disrupted Interactions Between Hsp90 And Two Cochaperones,Cdc37 And P23.
    Doi:10.1021/acs.Jnatprod.5B00054

    专利信息


    专利号:CN-110317829-B
    优先权日:2016-12-08
    标 题:Transcription factor participating in regulation and control of synthesis of muskmelon bitter principle and application thereof

    专利号:CN-103483435-B
    优先权日:2013-08-26
    标题:Gene Clusters Involved in the Synthesis of Cucurbitacin C in Cucumber and Its Application

    专利号:CN-103483435-A
    优先权日:2013-08-26
    标题 :Gene Clusters Involved in the Synthesis of Cucurbitacin C in Cucumber and Its Application

    专利号:CN-105039274-A
    优先权日:2015-07-13
    标 题:Gene clusters involved in the synthesis of cucurbitacin E in watermelon and their application
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    合成参考文献


    参考文献:10.1111/j.2042-7158.1958.tb10375.x
    摘要:LAVIE D. The functional groupings of alpha-elaterin (cucurbitacin E). J Pharm Pharmacol. 1958 Dec;10(12):782. doi: 10.1111/j.2042-7158.1958.tb10375.x.
    参考文献:10.1111/j.2042-7158.1958.tb10408.x
    摘要:GILBERT JN, MATHIESON DW. The functional groupings of cucurbitacin E (alpha-elaterin). J Pharm Pharmacol. 1958 Dec;10(Supp):252–5T; discussion 255. doi: 10.1111/j.2042-7158.1958.tb10408.x.
    参考文献:10.1016/j.intimp.2015.08.026
    摘要:Jia Q, Cheng W, Yue Y, Hu Y, Zhang J, Pan X, Xu Z, Zhang P. Cucurbitacin E inhibits TNF-α-induced inflammatory cytokine production in human synoviocyte MH7A cells via suppression of PI3K/Akt/NF-κB pathways. Int Immunopharmacol. 2015 Dec;29(2):884–90. doi: 10.1016/j.intimp.2015.08.026.
    参考文献:10.1016/j.neulet.2015.10.022
    摘要:Park SY, Kim YH, Park G. Cucurbitacins attenuate microglial activation and protect from neuroinflammatory injury through Nrf2/ARE activation and STAT/NF-κB inhibition. Neurosci Lett. 2015 Nov 16;609():129–36. doi: 10.1016/j.neulet.2015.10.022.
    参考文献:10.1038/s42003-020-01170-2
    摘要:Kim Y, Choi D, Cha A, Lee Y, Baek N, Rimal S, Sang J, Lee Y, Lee S. Critical enzymes for biosynthesis of cucurbitacin derivatives in watermelon and their biological significance. Communications Biology. 2020 Aug 14;3(1):444. doi: 10.1038/s42003-020-01170-2.
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