Synthesis and biological evaluation of substituted indazolyl amide derivatives as S-adenosyl-L-homocysteine hydrolase inhibitors

A series of novel amide derivatives bearing an indazole moiety were synthesized and evaluated for their in vitro S-adenosyl-L-homocysteine hydrolase (SAHase) inhibitory activity. Among these compounds, 8b, 8m, 8r and 8w showed better or similar inhibitory effects compared to the positive control aristeromycin. These results provide a novel lead for the discovery of more potent non-adenosine analogs as SAHase inhibitors.     

Synthesis and characterization of some chalcones and their cyclohexenone derivatives

A series of chalcones and their derivatives have been synthesized. Chalcones, 1-(1,3-benzodioxol-5-yl)-3-(aryl)-prop-2-en-1-ones were prepared by the aldol condensation of 1-(1,3-benzodioxol-5-yl)ethanones and aryl aldehydes. Based-catalyzed condensation of 1-(1,3-benzodioxol-5-yl)-3-(aryl)prop-2-en-1-ones with ethyl acetoacetate yields corresponding ethyl 4-(1,3-benzodioxol-5-yl)-6-(aryl)-2-oxocyclohex-3-ene-1-carboxylates. Some of the synthesized chalcones were reported in the literature; the newly synthesized compounds were characterized by single crystal X-ray studies, IR, ¹H-NMR and LCMS mass spectral analysis.     

Synthesis and characterization of some nitrogen heterocycles from d-galactose derivatives

The tetrazoles 5-(6′-acetamido-6′-deoxy-1′,2′:3′,4′-di-O-isopropylidene-D-glycero-α-D-galactohexopyranos-6′-yl)tetrazole ( 1 ) and 5-(6′-acetamido-6′-deoxy-1′,2′:3′,4′–di-O-isopropylidene-L-glycero-α-D-galacto-hexopyranos-6′-yl)-tetrazole ( 2 ) were synthesized by the 1,3-dipolar cycloaddition reaction of the epimeric α-acetamidonitriles 5 and 6 , respectively, with sodium azide. Reaction of tetrazole 1 with acetic anhydride in the presence of pyridine afforded the N-acetyl-1,3,4-oxadiazole derivative 3 and the N-acetylacetamido-1,3,4-oxadiazole derivative 7 . The N-acetylacetamido-1,3,4-oxadiazole derivative ( 8 ) was isolated when the tetrazole 2 was allowed to react under the same conditions. The physical and spectroscopic data of the five new compounds 1, 2, 3, 7 and 8 are presented.     

Colorimetric determination of some important hydrazine derivatives

A simple and rapid colorimetric method for the determination of isoniazid, isocarboxazid, iproniazid phosphate, phenelzine sulphate and phenylhydrazine hydrochloride is described. The method is based on the formation of ferroin, when the studied drugs react with a mixture of iron (III) and 1,10-phenanthroline, and measurement of the absorbance at 512 nm. The procedure has been successfully applied to the assay of the pharmaceutical preparations of the studied drugs and the results are favorably comparable to the official methods.     

Synthesis, characterization, and biological activities of some 3,5,6-trichloropyridine derivatives

Aromatic carboxylic acids on refluxing with 3,5,6-trichloro-2-pyridyloxyacetylhydrazide in POCl3 gave 5-aryl-2-(3,5,6-trichloro-2-pyridyloxymethyl)-1,3,4-oxadiazoles. The hydrazide on treatment with acid chlorides gave diacylhydrazines, whereas with arylsulfonyl chlorides acyl(arylsulfonyl)hydrazines were obtained. The latter two types of compounds were tested for their antibacterial and antifungal activities whereas 1,3,4-oxadiazole derivatives were tested for their herbicidal activity. Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 711–717, May, 2006.     

Synthesis,characterization and antibacterial screening of some novel 1,2,4-triazine derivatives

A new series of 1, 2, 4-triazine derivatives possessing indole nucleus were synthesized with an aim to explore their effect on in vitro growth of microorganisms causing microbial infection. In vitro antimicrobial activity was performed against S. aureus, S. epidermidis, P. mirabilis and E. coli using disk diffusion method. The MIC was detected using the double dilution method. The results were compared by calculating percent inhibition area/μg of the compounds with the standard drug "Ciprofloxacin". Selected compounds were evaluated for toxic effects using human hepatocellular carcinoma (HepG2) cell line by MTT-assay. Results revealed that some compounds of the series were found to exhibit better activity with less toxicity than Ciprofloxacin.     

Synthesis, structural characterization of some germanium substituted chiral diethyltin derivatives

Some new bimetallic carboxylates of tin and germanium with general formula where R¹ = m-CH₃C₆H₄, p-CH₃C₆H₄, C₆H₅, R² = o-CH₃C₆H₄, p-CH₃C₆H₄, o-CH₃OC₆H₄, C₆H₅, CH₃, have been prepared by the condensation reaction of diethyltin oxide and triarygermyl(substituted)propanoic acid in 1:2 mole ratio, respectively, and characterized by multinuclear (¹H, ¹³C, ¹¹⁹Sn) NMR, ^119mSn Mössbauer and IR spectroscopy. The X-ray crystal structure of the ligand I₄ [(C₆H₅)₃GeCH(o-CH₃OC₆H₄)CH₂COOH] delineate four coordinated germanium atom with a peculiarity of having a molecule of solvent (CHCl₃). The chiral center in the synthesized compounds was identified on the basis of ¹H NMR data and measurements of angle of rotations.     

Synthesis,characterization and antitumor activities of some novel thiazinones and thiosemicarbazones derivatives

Abstract

Two series of thiazinone and thiosemicarbazone derivatives (1-12) were synthesized using 2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-ones (ABNs) and 3–alkyl–2,6–diarylpiperidin–4–ones as the starting materials. The structures of newly synthesized compounds were established on the basis of FT–IR, NMR spectroscopy and mass spectrometry. From the spectroscopic data, we identified that the cyclization reaction of thioamide with dialkyl acetylenedicarboxylate selectively gives six membered methyl 2-(2-(2,4-disubstituted-3-azabicyclo[3.3.1]nonan-9-ylidene)hydrazinyl)-4-oxo-4H-1,3-thiazine-6-carboxylates (1-6). In order to investigate the antitumor activities of the synthesized compounds, in vitro cytotoxicity studies were carried out using human prostate cancer cell lines. Tested compounds showed good/moderate activities against cancer cell lines and further investigation carried out by live/dead assay.     

Synthesis, electropolymerization and electrochemical characterization of some new acrylate substituted thiophene derivatives

In this work, three new acrylate substituted thiophene monomers, (3-thienyl) methylacrylate, 6-(3-thienyl)methoxy-hexylacrylate and 11-(3-thienyl)methoxy-undecylacrylate were synthesized and electropolymerized. Electrochemical polymerisation by a potential step technique leads to the formation of an electroactive film on a Pt electrode in each case. The polymerization involves evidently only the thiophene ring, as no sign of polyacrylate formation could be detected. The oxidation of each polymer was studied by in situ external reflectance FTIR spectroscopy, which showed several bands assigned to (bi)polaron type charge carriers in the region 1500–1000 cm⁻¹. The evolution of the conductivity was studied in situ by the contact electric resistance technique. The conductivity of poly(3-thienyl methacrylate) was found to be higher in aqueous solutions than in acetonitrile. The surface of poly((3-thienyl) methacrylate) was found to have a granular structure observed for many polythiophenes, as studied by atomic force microscopy (AFM).     

Synthesis,characterization, and antimicrobial evaluation of some novel anthracene heterocycles derivatives

A series of novel heterocyclic compounds containing anthracene moiety was synthesized. Reaction of (11R,15S)-9,10-dihydro-9,10-[3,4]furanoanthracene-12,14-dione with 2-cyanoacetohydrazide gave 2-cyano-pyrroloanthracen acetamide (1) , which acts as an adaptable material for the synthesis of new heterocyclic compounds. The synthesized compounds were examined for their antimicrobial activity against Escherichia coli and Staphylococcus aureus via p-iodonitrotetrazolium violet formazon assay. The results exhibited great activity against the tested strains with a minimum bactericidal concentration range from 0.636 to 3.8 mg/mL) and 0.159 to 3.6 mg/mL for E coli and S aureus, respectively. Interestingly, the highest activity was recorded for chromene derivative (6) against both strains.     

Synthesis,spectroscopic characterization and Antibacterial screening of some new cefotaxime sodium derivatives

Biologically active compounds with heteroaromatic ring system of cefotaxime sodium have been synthesized via aminomethylation reaction. The aminomethylation of cefotaxime sodium with various biologically potent sulphonamides/secondary amines was carried out and then characterized by elemental analysis and spectral studies – IR, ¹H NMR, ¹³C NMR, Powder X-ray diffraction and Scanning Electron Microscopy. The compounds were screened for their antibacterial activity against various pathogenic bacteria at varying concentrations. The antibacterial activity of cefotaxime sodium derivatives was compared with parent sulphonamides. The toxicity of synthesized cefotaxime sodium derivatives was ascertained by LD₅₀ test.     

Synthesis of some heptazine derivatives

Chemistry of Heterocyclic Compounds - New derivatives of heptazine were prepared from 2,5,8-trichloroheptazine by a Friedel–Crafts reaction and Pd-catalyzed amination. New...     

Synthesis of some thienopyrimidine derivatives

Thioxothienopyrimidinones, alkylthio- and arylalkylthiothienopyrimidinones, thienopyrimidinones, thienopyrimidines a thienopyrimidinedione and a thienotriazolo-pyrimidinone were prepared from 2-amino-3-carboethoxy-4,5-disubstituted thiophenes and 2-amino-3-cyano-4,5-disubstituted thiophenes via reactions with different reagents.     

Synthesis of some L-idose derivatives

The synthesis of 3-0-benzyl- and 3-0-mesyl-1,2-0-isopropylidene-β′-L-iodofuranose has been effected on the basis of the intramolecular nucleophilic exchange of a mesyloxy group at C₅ in derivatives of 1,2-0-isopropylidene-α-D-glucofuranose. It has been found that in a system of vicinal primary and secondary mesyloxy groups a selective replacement of the primary mesyloxy group by an acetyl group is possible. It has been shown in benzyl and mesyl ethers of 5,6-anhydro-1,2-0 -isopropylidene-β-L-idofuranose the opening of the oxide ring under conditions of acid hydrolysis with the retention of the isopropylidene group is possible.     

Synthesis of some crotonic derivatives

Summary Eight previously undescribed dicrotonic derivatives were synthesized. Synthesis was by the reaction of hexamethylene and 2,4-tolylene diisocyanates with crotonic acid, crotonamide, N-(hydroxymethyl)crotonamide, and N -2-hydroxyethylcrotonamide.     

Synthesis of some phenanthridone derivatives

The alkylation of phenanthridone and some nuclear-substituted phenanthridones using sodium hydride in DMF/benzene is reported. Various 5-cyanoalkylphenanthridones were converted to further derivatives by either hydrolysis or reduction.     

Synthesis of some thiophene derivatives

The synthesis of thiopene derivatives from diacetylenic hydrocarbons has been described [1]. We have examined for the first time the reaction of diacetylenic diesters with hydrogen sulfide and with NaHS. The diacetylenic diesters react readily with hydrogen sulfide or NaHS in acetone at pH 9–10 to give 2,5-disubstituted thiopheries (see Table 1).Translated from Khimiya Geterotsiklicheskikh Soedinenii, Vol. 6, No. 5, pp. 713–714, May, 1970.     

Synthesis of some sym-triazole derivatives

3,5-Di(hydroxyalkyl) derivatives of 4-amino-1,2,4-triazole and the corresponding derivatives of 1,2,4-triazole obtained by diazotizing them are converted by reaction with SOCl₂ into the hydrochlorides of 4-amino-3,5-di(chloroalkyl)-1,2,4-triazoles and 3,5-di(chloroalkyl)-1, 2,4-triazoles. The dinitrate of 3,5-di(hydroxymethyl)-1,2,4-triazole has been prepared. When the cyanohydrazide of glycolic acid is heated with hydrazine hydrate, 4,5-diamino-3-hydroxymethyl-1, 2,4-triazole is formed.