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Synthesis of Substituted 6-Fluorobenzothiazole Carbamates as Potent Alzheimer´s Disease Drugs.

Authors: Pejchal Vladimír | Pejchalová Marcela | Štěpánková Šárka | Galgaňáková Ingrid

Year: 2019

Type of publication: ostatní - přednáška nebo poster

Page from-to: nestránkováno

Titles:

Language	Name	Abstract	Keywords
eng	Synthesis of Substituted 6-Fluorobenzothiazole Carbamates as Potent Alzheimer´s Disease Drugs.	The starting compound (R)-1-(6-fluorobenzothiazol-2-yl)-2-methylpropan-1-amine was prepared as the corresponding hydrochloride salt. A series of novel 1(R)-1-(6-fluorobenzothiazol-2-yl)-2-methylpropane sulfonamides was synthesized by condensation reaction of(R)-1-(6-fluorobenzothiazol-2-yl)-2-methylpropan-1-amine with substituted benzenesulfonyl chlorides. Structures of prepared sulphonamides were confirmed by 1H, 13C and 19F NMR spectra, high resolution mass spectrometry and elemental analyses. Optical activities were confirmed by optical rotation measurements. All the prepared sulfonamides were tested for their inhibition of acetylcholinesterase (ACHE) and butyrylcholinesterase (BChE). The IC50 values were determined by the spectrophotometric Ellman’s method. Activities of the compounds were compared with the reference drugs Rivastigmine, Galantamine and Tacrine. The cytotoxicity of the most active compounds was investigated against human cell lines employing XTT tetrazolium salt reduction assay and xCELLigence system allowing a label-free assessment of the cells proliferation. Our results demonstrated that the inhibitory mechanism was confirmed to be pseudo-irreversible, in line with previous studies on sulfonamides. In conclusion, our results indicate that these derivatives could be promising in an effective therapeutic intervention for Alzheimer's disease.