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Synthesis and Biological Activity of Some New 1,3,4-Thiadiazole and 1,2,4-Triazole Compounds Containing a Phenylalanine Moiety
Department of Organic Chemistry and Biochemistry, Faculty of Chemistry, “Al. I. Cuza” University, Iasi, 11 B-dul Carol I, 700506, Romania
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, “Gr. T. Popa” Medicine and Pharmacy University, 16 Universitatii Street, 700115, Romania
Department of Natural and Synthetic Polymers, Faculty of Chemical Engineering and Environmental Protection, “Gh. Asachi” Technical University, 71A B-dul Mangeron, Iasi, 700050, Romania
Pau et Pays de l’Adour University, Institut Pluridisciplinaire de Recherche sur l’Environnement et les Matériaux, UMR 5254 CNRS, Hélioparc Pau Pyrénées 2, av. President Angot, 64053 Pau Cedex 09, France
Petru Poni\" Institute of Macromolecular Chemistry, 41A Grigore Ghica Voda Alley 700487 Iasi, Romania
* Author to whom correspondence should be addressed.
Received: 11 May 2009; in revised form: 24 June 2009 / Accepted: 8 July 2009 / Published: 16 July 2009
Abstract: New 1,3,4-thiadiazole, 6, 7 and 1,2,4-triazole derivatives, 8, 9 containing a phenylalanine moiety have been synthesized by intramolecular cyclization of 1,4-disubstituted thiosemicarbazides, 4, 5, in acid and alkaline media, respectively; the thiosemicarbazides were obtained by reaction of hydrazide 3 with appropriate aromatic isothiocyanates. The toxicity of the synthesized compounds was evaluated and the anti-inflammatory study of the triazole compound 9 established an appreciable anti-inflammatory activity that is comparable with that of other nonsteroidal anti-inflammatory agents.
Keywords: phenylalanine; thiosemicarbazide; 1; 3; 4-thiadiazole; 1; 2; 4-triazole; anti-inflammatory activity
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Moise, M.; Sunel, V.; Profire, L.; Popa, M.; Desbrieres, J.; Peptu, C. Synthesis and Biological Activity of Some New 1,3,4-Thiadiazole and 1,2,4-Triazole Compounds Containing a Phenylalanine Moiety. Molecules 2009, 14, 2621-2631.
Moise M, Sunel V, Profire L, Popa M, Desbrieres J, Peptu C. Synthesis and Biological Activity of Some New 1,3,4-Thiadiazole and 1,2,4-Triazole Compounds Containing a Phenylalanine Moiety. Molecules. 2009; 14(7):2621-2631.
Moise, Mihaela; Sunel, Valeriu; Profire, Lenuta; Popa, Marcel; Desbrieres, Jacques; Peptu, Cristian. 2009. "Synthesis and Biological Activity of Some New 1,3,4-Thiadiazole and 1,2,4-Triazole Compounds Containing a Phenylalanine Moiety." Molecules 14, no. 7: 2621-2631.