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 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.