CAS: 101932-71-2; Calyculin A From Discodermia Calyx

该化合物是蛋白磷酸酯,特别是蛋白白磷1(PP1)和蛋白硫酸2A(P PP2A)的强大和选择性抑制剂,是海洋海绵*卡利库林* 的天然产品,因其能通过影响蛋白的磷酸性状态调节各种细胞过程而闻名;复合物具有以多环框架为特征的复杂结构,有助于其生物活动;Calyculin A经常用于生物化学研究,研究细胞分解,吸附和分化等信号传输途径和细胞过程;其行动机制包括抑制脱磷酸盐,导致磷酸蛋白累积,这可能会对细胞功能产生重大影响;由于活动强劲,Caallyculina A还有兴趣进行药理学研究,特别是在癌症和...

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合成工艺路线路线简述

    📜[(2R,3R,5R,7R,8R,9S)-7-[tert-Butyl(Dimethyl)Silyl]Oxy-2-[(1S)-2-[(4S,5S,6R)-6-[(2R,3E,5E,7E,9Z)-10-Cyano-4,5,9-Trimethyldeca-3,5,7,9-Tetraen-2-Yl]-2,2,5-Trimethyl-1,3-Dioxan-4-Yl]-1-Methoxyethyl]-9-[(E)-3-[2-[(2S)-4-[[(2S,3S,4S)-4-(Dimethylamino)-5-Methoxy-2,3-Bis(Triethylsilyloxy)Pentanoyl]Amino]Butan-2-Yl]-1,3-Oxazol-4-Yl]Prop-2-Enyl]-4,4,8-Trimethyl-1,10-Dioxaspiro[4.5]Decan-3-Yl] Bis(2-Trimethylsilylethyl) Phosphate置于氢氟酸体系中,用 水,乙腈 用作溶剂,以57%的收率获得蛋白磷酸酯酶抑制剂
    参考文献:Tanimoto,Norihiko; Gerritz,Samuel W.; Sawabe,Akiyoshi,Angewandte Chemie,1994,Vol. 106,# 6,P. 674-677
    标题:Tanimoto,Norihiko; Gerritz,Samuel W.; Sawabe,Akiyoshi,Angewandte Chemie,1994,Vol. 106,# 6,P. 674-677

    海关参考信息

    专利信息


    专利号:US-7339066-B1
    优先权日:2006-05-31
    标题 :Intermediates for the synthesis of polypropionate antibiotics
    发明人:PARKER KATHLYN; CAO HUANYAN
    权利人:UNIV NEW YORK STATE RES FOUND
    摘要:The invention relates to intermediate compounds of the formula n nwherein R 1 is H or a protecting group, R 2 and R 3 each independently represent H, methyl, or a leaving group, provided that at least one, but not both, of R 2 and R 3 is a leaving group. The intermediate compounds are useful for the synthesis of discodermolide, its derivatives, and related compounds.

    专利号:US-2007282121-A1
    优先权日:2006-05-31
    标 题 :Intermediates for the synthesis of polypropionate antibiotics

    专利号:US-8883763-B2
    优先权日:2010-03-01
    标题 :Use of isoquinolones for preparing drugs, novel isoquinolones and method for synthesising same
    发明人:POPOV ANDREI; JUHEM AURÉLIE; FLORENT JEAN-CLAUDE; N GUYEN CHI-HUNG
    权利人:POPOV ANDREI; JUHEM AURÉLIE; FLORENT JEAN-CLAUDE; N GUYEN CHI-HUNG; UNIV JOSEPH FOURIER; CENTRE NAT RECH SCIENT; INST CURIE
    摘要:The use of isoquinolones for preparing drugs, including novel isoquinolones as well as their synthesis method. In particular, isoquinolone derivatives used in the treatment of pathological angiogenesis, and more particularly of cancer.

    专利号:EP-4058432-A1
    优先权日:2019-11-14
    标 题:Improved synthesis of kras g12c inhibitor compound

    专利号:US-7297807-B1
    优先权日:2006-05-31
    标题:Intermediates for the synthesis of polypropionate antibiotics

    专利号:US-2018117029-A1
    优先权日:2016-11-03
    标 题 :Targeting Metabolic Vulnerability in Triple-Negative Breast Cancer
    发明人:TOKER ALEX; BROWN KRISTIN K
    权利人:BETH ISRAEL DEACONESS MEDICAL CT INC
    摘要:Methods for treating cancer in a subject by administering a therapeutically effective amount of a pyrimidine synthesis inhibitor and a genotoxic chemotherapeutic agent. In some embodiments, the cancer is triple negative breast cancer.

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    主要参考文献


    1: Wakimoto T, Egami Y, Nakashima Y, Wakimoto Y, Mori T, Awakawa T, Ito T, Kenmoku H, Asakawa Y, Piel J, Abe I. Calyculin biogenesis from a pyrophosphate protoxin produced by a sponge symbiont. Nat Chem Biol. 2014 Aug;10(8):648-55. doi: 10.1038/nchembio.1573. Epub 2014 Jun 29. Epub 2016 Nov 18. doi: 10.3390/toxins3010105. Epub 2011 Jan 24.
    5: Gutierrez LM, Quintanar JL, Rueda J, Viniegra S, Reig JA. The protein phosphatase inhibitor calyculin-A affects catecholamine secretion and granular distribution in cultured adrenomedullary chromaffin cells. Eur J Cell Biol. 1995 Sep;68(1):88-95. doi: 10.3390/toxins4100940. Epub 2012 Oct 22.
    7: Leopoldt D, Yee HF Jr, Rozengurt E. Calyculin-A induces focal adhesion assembly and tyrosine phosphorylation of p125(Fak), p130(Cas), and paxillin in Swiss 3T3 cells. J Cell Physiol. 2001 Jul;188(1):106-19. doi: 10.1007/s12013-010-9101-4.

    合成参考文献


    参考文献:10.1210/en.2011-1112
    摘要:Kanyo R, Amyotte N, McTague J, Chik CL, Ho AK. Adrenergic regulation of the distribution of transducer of regulated cAMP-response element-binding protein (TORC2) in rat pinealocytes. Endocrinology. 2011 Sep;152(9):3440–50. doi: 10.1210/en.2011-1112.
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