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Synthesis of the Racemate and Both Enantiomers of Biologically Active 4-(2,6-Dimethylheptyl)Benzoic Acid and Their Effect on Cholesterol Accumulation in Aorta Cells

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A chemical and enzymatic approach to the synthesis of (S)- and (R)-3-(4-methoxycarbonyl)phenyl-2- methyl-1-propanols, convenient intermediates for the synthesis of both enantiomers of 4-(2,6-dimethylheptyl) benzoic acid, was described. The biological activity of (R)- and (S)-isomers of the racemic acid was studied. It was established that the (S)-configuration of its antipode in the racemate decreased the cholesterol level in aorta cells.

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Notes

  1. Tests were performed by A. N. Orekhov and V. V. Tertov (Institute of Experimental Cardiology, Cardiology Science Center, RAMS, Moscow) by the previously published method [12]

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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 49, No. 2, pp. 3 – 7, February, 2015.

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Gamalevich, G.D., Vlasyuk, A.L. & Serebryakov, É.P. Synthesis of the Racemate and Both Enantiomers of Biologically Active 4-(2,6-Dimethylheptyl)Benzoic Acid and Their Effect on Cholesterol Accumulation in Aorta Cells. Pharm Chem J 49, 73–77 (2015). https://doi.org/10.1007/s11094-015-1224-x

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  • DOI: https://doi.org/10.1007/s11094-015-1224-x

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