METHOD OF OBTAINING (5Z,9Z)-5,9-EICOSADIENOIC ACID, DEMONSTRATING INHIBITING EFFECT ON HUMAN TOPOISOMERASE Russian patent published in 2015 - IPC C07C57/03 C07C51/31 A61K31/19 A61P31/00 A61P35/00 

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