Synthesis, antifungal activity and antibacterial evaluation of some 3-piperazinylmethyl-5-aryl-1H-1,2,4-triazoles.

Some new 3-piperazinylmethyl-5-aryl-1H-1,2,4-triazoles have been prepared and tested for their antifungal and antimicrobial activity. Among them, compounds 3g and 3h exhibited higher antifungal activity than ketoconazole against Cladosporium cladosporoides and Aspergillus niger respectively.

Synthesis and pharmacochemical investigation of some novel 1,2,4-4H-triazoles with potential antiviral activity.

We report the synthesis of some mercaptotriazole derivatives in an effort to discover underlying structural requirements for antiviral activity. A preliminary antiviral study was performed and the contribution of the compounds to free radical processes was investigated. Because lipophilicity influences both biological activity and antioxidant potential we calculated lipophilicity and attempted to correlate this with antioxidant activity. Treatment of the N-(aryl)piperazineacetohydrazides (compounds 1) with 2,4-dichlorophenylisothiocyanate gave the N-(aryl)piperazinethiosemicarbazides (compounds 2) in good yield. Cyclization of these compounds after treatment with NaOH solution provided the corresponding 5-(4-aryl-1-piperazinylmethyl)-4-(2,4-dichlorophenyl)-4H-1,2,4-triazole- 3-thiols (compounds 3) in good yield. Reaction of compounds 3 with 2,4-dichloro- or 4-fluorobenzyl chloride in acetone in the presence of potassium carbonate gave the target compounds (compounds 4) in about 70% yield. The antioxidant effect of the compounds on non-enzymatic lipid peroxidation of rat hepatic microsomal membranes was studied. Most of the examined compounds were active at concentration of 0.1 mM and most were found to prevent dimethylsulphoxide oxidation moderately (20-50%) at a concentration tenfold less than that of dimethylsulphoxide. The interaction of the synthesized compounds with 1,1-diphenyl-2-picrylhydrazyl stable free radical was also studied. Correlation was found between the two expressions of calculated lipophilicity, antioxidant activity and the lipophilicity of the synthesized compounds, and a correlation was derived between antioxidant activity and delta logP, which expresses the compounds' hydrogen-bonding capacity.

Synthesis, lipophilicity and biological properties of some novel 1H-1,2,4 triazole derivatives.

A series of new 1H-1,2,4-triazole derivatives was synthesized and evaluated as potential antiviral (i.e. anti-influenza virus), antibacterial and antifungal agents. The lipophilicity of the compounds was also investigated using calculation procedures. Among the test compounds none showed specific activity against influenza virus, although compound 3a, the most hydrophilic member of the series, showed weak activity against Bacillus subtillis.

Synthesis, lipophilicity studies and antibacterial properties of some novel quaternary ammonium salts.

The synthesis of some novel quaternary ammonium salts, derivatives of 15-phenyl-decapentanoic acid, is described. Their lipophilicity was estimated applying the Hansch-Leo fragmental procedure and measured by means of reversed phase thin layer chromatography. All compounds were tested for their antibacterial activity against Gram positive and gram negative microorganisms. The less lipophilic compounds showed weak activity, mainly against gram positive microorganisms.

Synthesis of N-(9H-xanthen-9-yl)aminoalkanamide and N-(9H-thioxanthen-9-yl)aminoalkanamide derivatives and their in vitro evaluation as potential intercalators and antitumor drugs.

A series of new N-(9H-xanthen-9-yl)aminoalkanamide and N-(9H-thioxanthen-9-yl)aminoalkanamide derivatives was synthesized and evaluated as potential intercalators by measuring their DNA binding affinity. They were also tested for cytotoxic activity against L1210. The results suggest that the cytotoxicity of these molecules was not due to an intercalating mechanism.

Synthesis and antiviral activity of some new benzofuran derivatives.

New derivatives of benzofuran were prepared and evaluated for their in vitro activity against a number of DNA and RNA viruses in various cell systems. Compounds 1-(7-dodecyloxy-2-benzofuranyl)ethanone (3c) and 1-(7-tridecyloxy-2-benzofuranyl)ethanone (3d) exhibited a specific activity against respiratory syncytial virus in HeLa and compound [di(2-acetylbenzofuranyl-7-oxy)]-n-propane (5a) against influenza A virus in MDCK.

Synthesis, antifungal, antibacterial and antiviral effects of some adamantaneketoxime ethers.

A number of adamantaneketoxime ethers and an acetylenic adamantaneketoxime iododerivative have been prepared and tested as potential antifungal agents. They were also examined for their antibacterial and antiviral effects. Most of them proved active against the tested fungi. Their antimicrobial activity was generally low, while they did not exhibit a "specific" antiviral activity against any of the viruses tested.

Synthesis and antitumor activity of some new 2-chloroethylnitrosoureas.

The synthesis of a series of N-(2-chloroethyl)-N'-(9H-xanthen-9-yl)-N-nitrosoureas and N-(2-chloroethyl)-N'-(9H-thioxanthen-9-yl)-N-nitrosoureas is described. The title compounds were evaluated against NSCLCN6 L16 bronchial epidermoid carcinoma in vitro and some of them were found to be active. N-(2-chloroethyl)-N'-(2-methoxy-9H-xanthen-9-yl)-N-nitrosourea (8e) was active against leukemia P388 tumor system in mice.

[Synthesis of new nitrosoureas]. / Synthèse de nouvelles nitrosourées.

Two chemical pathways were used for the synthesis of three new N'-(2-chloroethyl)-N-[2-(4-alkoxyphenylthio)ethyl]-N'-nitrosoureas and two new N'-(2-chloroethyl)-N)[2-(4-alkoxyphenyl-thio)ethyl]-N-nitrosoureas . The study of the cytotoxicity of the three N'-nitrosoureas, was carried out in two experimental models (P 388 and NSCLCN6).

[Synthesis and anticonvulsive activity of some new bisubstituted 1,3,4-oxadiazoles and 1H-1,2,4-triazoles]. / Synthèse et activité anticonvulsivante de quelques nouveaux oxadiazoles-1,3,4 et 1H-triazoles-1,2,4 disubstitués.

The synthesis of 7 new 2-[(2-alkoxy-3-methoxyphenyl) methyl]-5-arylamino-1,3,4 oxadiazoles by cyclisation of the corresponding thiosemicarbazides is described. Some of these were tested for anticonvulsant activity. The compound 2-[(2-butoxy-3-methoxy phenyl) methyl]-5-phenylamino 1,3,4-oxadiazole has shown significant anticonvulsant potency. A few new 3-phenyl-5-[(2-alkoxy-3-methoxy phenyl) methyl]-1H-1,2,4 triazoles have also been synthesized.