Synthesis, antimicrobial and anticancer activities of some 2-thiohydantoin derivatives

641-648The vital organic compound 3-[(2-hydroxy-3-methoxybenzylidene)- amino]-2-thiohydantoin 3 has been prepared via the reaction of 2-hydroxy-3-methoxybenzaldehyde 1 with thiosemicarbazide to give N-[(2-hydroxy-3-methoxybenzylidene) amino]thiourea 2, followed by cyclization of 2 with ethyl chloroacetate in the presence of fused sodium acetate. The treatment of compound 3 with aromatic aldehydes, 3-substituted phenacylbromide and aryl diazonium salts affords the corresponding 5-arylidene-3-substituted-2-thiohydantoins 4, l-aroylmethyl-3-substituted-2-thiohydantoins 6 and 5-arylazo-3-substituted-2-thiohydantoins 7, respectively. The synthesized compound have been characterized on the basis of IR, 1H NMR, mass spectral data and elemental analysis. Some of the synthesized 2-thiohydantoin derivatives also exhibited antibacterial and antitumor activities

Full Paper An Efficient Synthesis and Reactions of Novel Indolylpyridazinone Derivatives with Expected Biological Activity

Abstract: Reaction of 4-anthracen-9-yl-4-oxo-but-2-enoic acid (1) with indole gave the corresponding butanoic acid 2. Cyclocondensation of 2 with hydrazine hydrate, phenyl hydrazine, semicarbazide and thiosemicarbazide gave the pyridazinone derivatives 3ad. Reaction of 3a with POCl3 for 30 min gave the chloropyridazine derivative 4a, which was used to prepare the corresponding carbohydrate hydrazone derivatives 5a-d. Reaction of chloropyridazine 4a with some aliphatic or aromatic amines and anthranilic acid gave 6a-f and 7, respectively. When the reaction of the pyridazinone derivative 3a with POCl3 was carried out for 3 hr an unexpected product 4b was obtained. The structure of 4b was confirmed by its reaction with hydrazine hydrate to give hydrazopyridazine derivative 9, which reacted in turn with acetyl acetone to afford 10. Reaction of 4b with methylamine gave 11, which reacted with methyl iodide to give the trimethylammonium iodide derivative 12. The pyridazinone 3a also reacted with benzene- or 4-toluenesulphonyl chloride to give 13a-b and with aliphatic or aromatic aldehydes to give 14a-g. All proposed structures were supported by IR, 1 H-NMR, 13 C-NMR, and MS spectroscopic data. Some of the new products showed antibacterial activity

Microwave-assisted synthesis, characterization, and molecular docking studies of new chlorophthalazine derivatives as anticancer activity

A series of phthalazine derivatives have been synthesized using green protocol methods under microwave irradiation. This involved subjecting chlorophthalazine to microwave irradiation and employing various reagents, including hydrazine derivatives, primary and secondary amines, and active methylene, to generate the novel phthalazine derivatives. Subsequently, a comparison was made between the yield percentage and reaction time of the resulting products obtained from conventional methods and those obtained through microwave irradiation. The structures of all new compounds were confirmed by physical properties and spectral analysis. The phthalazine compounds demonstrated significant anticancer activity against three cancer cell lines and showed promising selectivity when compared with doxorubicin. Compound 6 exhibited the best anticancer activity, with IC50 1.739 µM, 0.384 µM, and 1.52 µM against MCF7, HCT116, and HepG2 cell lines, respectively. The docking results confirmed that the drugs exert their activity by inhibiting PARP-1. The binding scores were in accordance with the experimental IC50, with compound 6 exhibiting the best binding score and retaining the essential binding interactions with the active site. The results of our computational research have revealed that our phthalazine compounds possess a unique structure that effectively inhibits PARP-1

Co-doped zinc oxide nanoparticles embedded in Polyvinylalcohol Hydrogel as solar light derived photocatalyst disinfection and removal of coloured pollutants

In this study Co doped ZnO NPs (CoZnO) were synthesized by using polyvinyl alcohol hydrogel (PVA HG) as platform for methyl orange dye (MO) degradation. CoZnO/PVA photocatalysts are not only effective to degrade organic pollutants but also used for disinfection the water. Co-doped zinc oxide nanoparticles (CoZnO NPs) as an excellent photocatalyst were synthesized by the coprecipitation method. ZnO NPs due to its large band gap is only UV light mediated photocatalyst which is only 4% of solar spectrum. In order to fully utilize of solar spectrum, low cast Co transition metal was doped to ZnO NPs to make is visible light derived photocatalyst by lowering its band gap. A high adsorption power of PVA HG enhance photocatalyst activity. For this purpose, Polyvinyl alcohol hydrogel was used along with Co doped ZnO NPs to enhance the photocatalytic activity. Polyvinyl alcohol hydrogel (PVA HG) was prepared by basic hydrolysis of polyvinyl acetate gel which was prepared by free radical emulsion method using diacrylate crosslinker. Co-doped ZnO NPs were formed in the PVA HG matrix by coprecipitation method. The doping concentration of Co was changed from 0-16%(w/w). and optimized for best photocatalytic ability. The 12% Co-doped ZnO NPs showed best photocatalytic ability. So, 12CoZnO NPs were incorporated in the PVAHG for dye degradation and disinfection study. The 12CoZnO/PVA yielded composite showed an extreme rise in photocatalytic efficiency and completely mineralized MO in 48 min. The prepared composite showed better degradation of methylene blue than 12CoZnO NPs under UV-vis light radiation. The stability of PVA/CoZnO NC for photodegradation of dye was verified by a recycling experiment of the composite

Geometry, spatial arrangement, and origin of carbonate grain-dominated, scour-fill and event-bed deposits: Late Jurassic Jubaila Formation and Arab-D Member, Saudi Arabia

Outcrop analogues of the Late Jurassic lower Arab‐D reservoir zone in Saudi Arabia expose a succession of fining‐upward cycles deposited on a distal middle‐ramp to outer‐ramp setting. These cycles are interrupted by erosional scours that incise up to 1·8 m into underlying deposits and are infilled with intraclasts up to boulder size (1 m diameter). Scours of similar size and infill are not commonly observed on low‐angle carbonate ramps. Outcrops have been used to characterize and quantify facies‐body geometries and spatial relationships. The coarse grain size of scour‐fills indicates scouring and boulder transport by debris or hyperconcentrated density flows strengthened by offshore‐directed currents. Longitudinal and lateral flow transformation is invoked to produce the ‘pit and wing’ geometry of the scours. Scour pits and wings erode up to 1·8 m and 0·7 m deep, respectively, and are on average 50 m wide between wing tips. The flat bases of the scours and their lack of consistent aspect ratio indicate that erosion depth was limited by the presence of cemented firmgrounds in underlying cycles. Scours define slightly sinuous channels that are consistently oriented north–south, sub‐parallel to the inferred regional depositional strike of the ramp, suggesting that local palaeobathymetry was more complex than commonly assumed. Weak lateral clustering of some scours indicates that they were underfilled and reoccupied by later scour incision and infill. Rudstone scour‐fills required reworking of material from inner ramp by high‐energy, offshore‐directed flows, associated with storm action and the hydraulic gradient produced by coastal storm setup, to generate erosion and sustain transport of clasts that are generally associated with steeper slopes. Quantitative analysis indicates that these coarse‐grained units have limited potential for correlation between wells as laterally continuous, highly permeable reservoir flow units, but their erosional and locally clustered character may increase effective vertical permeability of the Arab‐D reservoir zone as a whole

Enhancement of the photocatalytic response of Cu-doped TiO2 nanotubes induced by the addition of strontium

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Antiproliferative activity of the Michael adducts of aroylacrylic acids and cyclic amines

Antiproliferative activity of twenty one Michael adducts of aroylacrylic acids and cyclic amines ( N -Me-piperazine, imidazole, 2-Me-imidazole, and indole) was tested toward five human tumor cell lines (HeLa, LS174, K562, FemX, MDA-MB-361) in vitro. Compounds exerted antiproliferative activity in the high to the single-digit micromolar concentrations, causing increase of the cell population fraction in S phase and apoptosis. N -Me-piperazine and imidazole derivatives of aroylacrylic acids substituted with bulky alkyl substituents (2,4-di- i -Pr-Ph-, 2,4,6-tri-Et-Ph-, or β -tetrahydronaphthyl-) showed the best potency, while indole adducts were proved as the inferior antiproliferative agents. Few compounds showed significant selectivity, tumor versus healthy cells, with selectivity index ∼60 for the most selective congener. An unbiased in silico distinction between more and less potent compounds was obtained from 3D QSAR models derived by alignment-independent GRIND-2 descriptors