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METHOD OF OBTAINING (5Z,9Z)-5,9-EICOSADIENOIC ACID, DEMONSTRATING INHIBITING EFFECT ON HUMAN TOPOISOMERASE

机译：获得（5Z，9Z）-5,9-二十碳二烯酸的方法，证明了对人拓扑异构酶的抑制作用

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FIELD: chemistry.;SUBSTANCE: invention relates to the field of organic chemistry, namely to the field of obtaining 5,9-eicosadienoic acid of formula (1), demonstrating an inhibiting effect on human topoisomerase (5Z,9Z)-5,9- The essence of the method consists in the following: tetrahydropyran ether of 5,6-heptadien-1-ol (4) and 1,2-tridecadiene (5) interact with the Grignard reagent RMgX (R=Me, Et, Pr, Bu, Oct; X=Cl, Br, I) in diethyl ether in the presence of metal Mg (powder) and the catalyst titanocenedichloride Cp₂TiCl₂, with the molar ratio of (4):5): RMgX:Mg:Cp₂TiCl₂=10:12:(30-50):32:(0.4-0.6), in an argon atmosphere at a temperature of 0-35°C and atmospheric pressure for 6-10 h, after which the reaction mass is processed with a 5% water HCl solution with obtaining 2-[(5Z,9Z)-5,9-eicosadien-1-yloxy]tetrahydro-2H-pyrane (6), which is oxidised with the Jones reagent.;EFFECT: eicosadienic acid is promising as the medication, possessing anti-tumour, antiviral and antibacterial action.;2 cl, 1 tbl, 1 dwg, 15 ex

机译：技术领域本发明涉及有机化学领域，即涉及获得式（1）的5,9-二十二碳二烯酸的领域，证明对人拓扑异构酶具有抑制作用。（5Z，9Z）-5,9-该方法的实质在于：5,6-庚二烯的四氢吡喃醚-1-醇（4）和1,2-十三碳二烯（5）在乙醚存在下与格氏试剂RMgX（R = Me，Et，Pr，Bu，Oct; X = Cl，Br，I）相互作用金属Mg（粉末）和催化剂钛金属二氯化物Cp _{2 TiCl _{2 ，摩尔比（4）：5）：RMgX：Mg：Cp _{2 /Sub>TiCl₂=10:12:(30-50):32:(0.4-0.6），在氩气氛中，温度为0-35°C，大气压力为6- 10小时后，将反应物料用5％的HCl水溶液处理，得到2-[（（5Z，9Z）-5,9-二十二烯-1-基氧基]四氢-2H-吡喃）（6）和乔恩es试剂;效果：二十碳二烯酸有望用作药物，具有抗肿瘤，抗病毒和抗菌作用。; 2 cl，1 tbl，1 dwg，15 ex}}}

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公开/公告号RU2551281C2

专利类型
公开/公告日2015-05-20

原文格式PDF
申请/专利权人 FEDERALNOE GOSUDARSTVENNOE BJUDZHETNOE UCHREZHDENIE NAUKI INSTITUT NEFTEKHIMII I KATALIZA ROSSIJSKOJ AKADEMII NAUK;FEDERALNOE GOSUDARSTVENNOE BJUDZHETNOE UCHREZHDENIE NAUKI INSTITUT BIOKHIMII I GENETIKI UFIMSKOGO NAUCHNOGO TSENTRA ROSSIJSKOJ AKADEMII NAUK;
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申请/专利号RU20130136754
发明设计人 MAKAROV ALEKSEJ ALEKSANDROVICH;DZHEMILEVA LILJA USEINOVNA;MAKAROVA EHLINA KHAMZINOVNA;KHUSNUTDINOVA EHLZA KAMILEVNA;DZHEMILEV USEIN MEMETOVICH;DJAKONOV VLADIMIR ANATOLEVICH;
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申请日2013-08-06
分类号C07C57/03;C07C51/31;A61K31/19;A61P31/00;A61P35/00;
国家 RU
入库时间 2022-08-21 14:56:21

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