Title : Synthesis and biological evaluation of benzothiazin-4-ones: a possible new class of acetylcholinesterase inhibitors - Berwaldt_2019_J.Enzyme.Inhib.Med.Chem_34_197 |
Author(s) : Berwaldt GA , Gouvea DP , da Silva DS , das Neves AM , Soares MSP , Azambuja JH , Siqueira GM , Spanevello RM , Cunico W |
Ref : J Enzyme Inhib Med Chem , 34 :197 , 2019 |
Abstract :
A series of nineteen benzothiazin-4-ones from N-(3-aminopropyl) piperidine, 4-(2-aminoethyl)morpholine or 1-(2-aminoethyl)piperidine, aliphatic or aromatic aldehyde and thiosalicylic acid, were synthesized in good yields by multicomponent one-pot reactions. The solvent was toluene and this efficient procedure afforded the desired heterocycles in 5 h. Identification and characterization were achieved by NMR and GC-MS techniques. In vitro AChE activities of all compounds were evaluated in cerebral cortex and hippocampus of rats and in general, the results in cortex were more promising than hippocampus. The benzothiazinone 5Bd showed the best AChE inhibition activity IC50 8.48 muM (cortex) and IC50 39.80 muM (hippocampus). The cytotoxicity of seven compounds in MCR-5 human fibroblast cell by SRB test in 24 h were evaluated and 5Bd suggest preliminary safety, showing no cytotoxicity at 100 microM. Finally, these important findings could be a starting point for the development of new AChE inhibitors agents and will provide the basis for new studies. |
PubMedSearch : Berwaldt_2019_J.Enzyme.Inhib.Med.Chem_34_197 |
PubMedID: 30482059 |
Berwaldt GA, Gouvea DP, da Silva DS, das Neves AM, Soares MSP, Azambuja JH, Siqueira GM, Spanevello RM, Cunico W (2019)
Synthesis and biological evaluation of benzothiazin-4-ones: a possible new class of acetylcholinesterase inhibitors
J Enzyme Inhib Med Chem
34 :197
Berwaldt GA, Gouvea DP, da Silva DS, das Neves AM, Soares MSP, Azambuja JH, Siqueira GM, Spanevello RM, Cunico W (2019)
J Enzyme Inhib Med Chem
34 :197