Hematology 26 (1), 10131017
AsCy5 5-(2-fluoro-5-((1E)-3-[3-hydroxy-2-(methoxycarbonyl)phenoxy]prop-1-en-1-yl)phenyl)isoxazole-3-carboxylic acid - 5-(3-bromo-2-(2,3-dibromo-4,5-dimethoxybenzyl)-4,5-dimethoxybenzyl)thiazolidine-2,4-dione 67.90% inhibition at 0.02 mg/ml 5-(3-bromo-2-(2,3-dibromo-4,5-dimethoxybenzyl)-4,5-dimethoxybenzylidene)thiazolidine-2,4-dione a potent protein tyrosine phosphatase 1B inhibitor with antidiabetic properties - 5-(4-(3-bromo-2-(2,3-dibromo-4,5-dimethoxybenzyl)-4,5-dimethoxyphenoxy)benzyl)thiazolidine-2,4-dione 94.27% inhibition at 0.02 mg/ml 5-acetylamino-2-(2,5-dimethyl-1H-pyrrol-1-yl) benzoic acid 5-chloro-2-[methyl(methylidene)-lambda4-sulfanyl]-6-[(naphthalen-2-yl)oxy]-1H-benzimidazole 65% inhibition at 0.2 mM 5-chloro-N-[6-chloro-5-(2,3-dichlorophenoxy)-1H-benzimidazol-2-yl]-1-methyl-2-(methylthio)-1H-benz-imidazole-6-carboxamide mixed-type inhibition, complete inhibition at 0.2 mM 5-methoxy-4-[(1E)-3-(4-methoxyphenyl)-3-oxoprop-1-en-1-yl]-2-(2-methylbut-3-en-2-yl)phenyl acetate - a semisynthetic licochalcone A derivative 6,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(1,1-biphenyl-4-yl)methyl]-4H-1-benzopyran-4-one - 6,8-dibenzyl-4-oxo-4H-chromene-3-carbaldehyde 50% inhibition at 0.013 mM, irreversible, selective for isoform PTP1B over other human protein tyrosine phosphatases 6,8-difluoro-4-methyl-2-oxo-2H-1-benzopyran-7-yl ethenesulfonate - 6-((1-(benzylsulfonyl)piperidin-4-yl)amino)-3-(carboxymethoxy)thieno(3,2-b)(1)benzothiophene-2-carboxylic acid - - 6-((2-benzyl-1-benzothien-3-yl)methyl)-4-oxo-4H-chromene-3-carbaldehyde 50% inhibition at 0.0032 mM, irreversible, selective for isoform PTP1B over other human protein tyrosine phosphatases, 50% inhibition of isoform LAR above 1 mM 6-((E)-1,2-diphenylvinyl)-4-oxo-4H-chromene-3-carbaldehyde 50% inhibition at 0.0097 mM, irreversible, selective for isoform PTP1B over other human protein tyrosine phosphatases 6-(1-benzothien-2-ylmethyl)-4-oxo-4H-chromene-3-carbaldehyde 50% inhibition at 0.006 mM, irreversible, selective for isoform PTP1B over other human protein tyrosine phosphatases 6-(1-benzothien-3-yl)-4-oxo-4H-chromene-3-carbaldehyde 50% inhibition at 0.0077 mM, irreversible, selective for isoform PTP1B over other human protein tyrosine phosphatases 6-(1-benzothien-3-ylmethyl)-4-oxo-4H-chromene-3-carbaldehyde 50% inhibition at 0.06 mM, irreversible, selective for isoform PTP1B over other human protein tyrosine phosphatases 6-(10-bromo-9-anthryl)-4-oxo-4H-chromene-3-carbaldehyde 50% inhibition at 0.0025 mM, irreversible, selective for isoform PTP1B over other human protein tyrosine phosphatases, 50% inhibition of isoform LAR at 0.57 mM 6-(4-((2-benzyl-1-benzothiophen-3-yl)methyl)phenyl)-4-oxo-4H-chromene-3-carbaldehyde 50% inhibition at 0.0011 mM, irreversible, selective for isoform PTP1B over other human protein tyrosine phosphatases, 50% inhibition of isoform LAR above 1 mM 6-(4-((2-benzyl-1-benzothiophen-3-yl)methyl)phenyl)-4-oxo-8-phenyl-4H-chromene-3-carbaldehyde 50% inhibition at 0.001 mM, irreversible, selective for isoform PTP1B over other human protein tyrosine phosphatases, 50% inhibition of isoform LAR at 0.52 mM 6-(4-(3-(3-(benzyloxy)-2-(methoxycarbonyl)phenoxy)propyl)piperazin-1-yl)-1-cyclopropyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid - IC50 of 45.2 mg/ml 6-(4-benzylpiperazin-1-yl)-1-cyclopropyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid - 62.3% inhibition at 0.02 mg/ml 6-(9-anthryl)-4-oxo-4H-chromene-3-carbaldehyde 50% inhibition at 0.0071 mM, irreversible, selective for isoform PTP1B over other human protein tyrosine phosphatases 6-amino-1-(4-fluorobenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid - 12.4% inhibition at 0.02 mg/ml 6-benzyl-1-cyclopropyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid - 87.5% inhibition at 0.02 mg/ml 6-benzyl-4-oxo-4H-chromene-3-carbaldehyde 50% inhibition at 0.036 mM, irreversible, selective for isoform PTP1B over other human protein tyrosine phosphatases 6-biphenyl-4-yl-4-oxo-4H-chromene-3-carbaldehyde 50% inhibition at 0.0043 mM, irreversible, selective for isoform PTP1B over other human protein tyrosine phosphatases 6-biphenyl-4-yl-4-oxo-8-phenyl-4H-chromene-3-carbaldehyde 50% inhibition at 0.002 mM, irreversible, selective for isoform PTP1B over other human protein tyrosine phosphatases, 50% inhibition of isoform LAR above 1 mM 6-bromo-3-carboxymethoxy-benzo(b)-thiophene-2-carboxylic acid - - 6-bromo-4-oxo-4H-chromene-3-carbaldehyde 50% inhibition at 0.020 mM, irreversible, selective for isoform PTP1B over other human protein tyrosine phosphatases 6-chloro-7-(2,3-dihydro-1H-inden-1-ylamino)quinoline-5,8-dione - 6-chloro-7-[(2-morpholin-4-ylethyl)amino]quinoline-5,8-dione - 6-dibenzo(b,d)thien-1-yl-4-oxo-4H-chromene-3-carbaldehyde 50% inhibition at 0.0076 mM, irreversible, selective for isoform PTP1B over other human protein tyrosine phosphatases 6-dibenzo(b,d)thien-4-yl-4-oxo-4H-chromene-3-carbaldehyde 50% inhibition at 0.011 mM, irreversible, selective for isoform PTP1B over other human protein tyrosine phosphatases 6-fluoro-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline-4-carboxylic acid 6-hydroxy-2-(4-hydroxybenzyl)-3-[(1,1-biphenyl-4-yl)methyl]-4H-1-benzopyran-4-one 6-hydroxy-3-[1-[4-(naphthalen-1-ylamino)-4-oxobutyl]-1H-1,2,3-triazol-4-yl]-2-phenyl-1-benzofuran-5-carboxylic acid - - 6-hydroxy-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline-4-carboxylate - 80% residual activity at 0.1 mM 6-hydroxy-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline-4-carboxylic acid 6-iodo-1-(4-methoxy-3-(methoxycarbonyl)benzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid - IC50 of more than 20 mg/ml 6-oxo-6H-cyclohepta[b]furan-5,7-dicarboxylic acid - 7-(2-((1H-imidazol-2-yl)thio)ethoxy)-2-phenyl-4H-chromen-4-one - 7-(2-(1H-1,2,4-triazol-1-yl)ethoxy)-2-phenyl-4H-chromen-4-one the inhibitor is significantly selective for enzyme protein tyrosine phosphatase 1B (PTP1B) versus other phosphatases, i.e
pmid:15906726 4
2020;35:e418
