Synthesis and Evaluation Antibacterial Activity of Some New Substituted 5-Bromoisatin Containing Five, Six Heterocyclic Ring

This research includes the synthesis of some new different heterocyclic derivatives of 5-Bromoisatin. New sulfonylamide, diazine, oxazole, thiazole and 1,2,3-triazole derivatives of 5-Bromoisatin have been synthesized. The synthesis process started by the reaction of 5-Bromoisatin with different reagents to obtain schiff bases of 5-Bromoisatin intermediate compounds(1, 8, 19) by using glacial acetic acid as a catalyst in three routes. The first route, 5-Bromoisatin reacted with p-aminosulfonylchloride to product compound(1), then converted to sulfonyl amide derivatives(2-7) by the reaction of compound(1) with different substituted primary aromatic amine in absolute ethanol. The second route includes the reaction of 5-Bromoisatin reacted with ethyl glycinate to give 5-bromo-3-(Ethyl imino acetate)-2-oxo indole(8), which undergo react with hydrazine hydrate 80% to obtain hydrazine derivatives(9) that react with different acid anhydrides to obtain diazine derivatives(10-14). Also compound(8) reacts with urea and thiourea to give compounds(15,16) which undergo cyclization with p-bromophenacylbromide in absolute ethanol as a solvent to obtain oxazole (17) and thiazole (18), respectively. The third route included the reaction of 5-Bromoisatin with p-phenylenediamine in ethanol to obtain compound(19) which is converted to new substitutes 1,2,3-triazole derivatives(22,23) by diazotation of compound(19) and treating the resulted salt(20) with sodium azid, then acetylaceton or ethylacetoacetate, respectively. Newly synthesized compounds were identified by spectral methods. (FTIR, 1H-NMR, 13C-NMR) and measurements of some of its physical properties and also some specific reactions. Furthermore the effects of the synthesized compounds were studied on some strains of bacteria

Synthesis, identification of some new 1,2,4-triazole derivatives from 6-amino-1,3-dimethyluracil and evaluation of their molecular docking, Anti-oxidant and experimental

The present work includes synthesis of new series of heterocyclic derivatives containing 6-amino-1,3-dimethyl uracil moiety linked to 1,2,4-triazole [6-8 and 10]. The first way includes reaction of 6-amino-1,3-dimethyluracil with ethyl chloroacetate with K2CO3 as catalyst in DMF as solvent to gives ester derivative [1]. Then, compound [1] was converted into (semicarbazide, thiosemicarbazide, phenylsemicarbazide and hydrazide derivatives) as a result of the compound [1] reaction with (semicarbazide, thiosemicarbazide, and phenylsemicarbazide and hydrazine hydrate) corresponding compound [2-5] respectively. Then, Cyclization of compound [2-5] in alkaline media (4N-NaOH) to give 1,2,4-triazole derivatives compounds [6-8] respectively. While, Compound [5] cyclization by reaction with CS2 in alkaline media (20% KOH) to give compound [9] that reacted directly with hydrazine hydrate to gives 1,3,4-triazole derivative [10]. The synthesized compounds were identified by spectral methods their [FTIR and some of them by 1HNMR, 13C-NMR] and measurements some of its physical properties and some specific testes. All the compounds were screened for in vitro antioxidant studies by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and phosphomolybdenum methods. Among the synthesized bioactive molecules [1-10] exhibited promising antioxidant activity compared with the standard drug Ascorbic acid.&nbsp

Synthesis, Molecular Docking Study, Anti-Oxidant and Cytotoxicity Evaluation of New Spiro Six Membered Ring Derivatives of 5-nitro isatin

Spiro-5-nitro isatino six memberd ring (quinazoline-4-one, thiazine-4-one and oxazine-4-one) respectively were produced by a cycloaddition of 5-nitro isatin Schiff bases [1–5] with anthranilic acid, o-mercapto benzoic acid and salicylic acid. 1HNMR and 13CNMR nuclear magnetic resonance spectroscopies, as well as Fourier-transform infrared spectroscopy, were used to identify the structures of the obtained compounds. These spiro-5-nitro isatin are of interest to us due to their potential antioxidant and anticancer properties. The MTT assay ((3-(4,5-Dimethylthiazol-2-yl)-2,5-Diphenyltetrazolium Bromide)) was used to examine in vitro bioactivity testing against breast cancer (MCF-7) cell lines which compound 14 (IC50=79.85, IC50=39) after 24 hours and 48 hours showed good cytotoxicity compared with drug reference tamoxifen. synthesized compounds 6-20 were evaluated for against antioxidant activity by using DPPH assay. In molecular docking, Promising compounds were used to reveal potential cytotoxic activity mechanisms