No abstract

A novel series of mesotetrakis[aryl]-21H,23H-porphyrin derivatives 2a-j was synthesized from the condensation of aldehyde derivatives 1a-j with pyrrole in the presence of p-toluenesulfonic acid. The synthesized porphyrins were considered as a model to study the free radical-induced damage of biological membranes and the protective effects of these porphyrins. It was found that these compounds effectively inhibit the free radical-induced oxidative hemolysis of red blood cells. Compounds 2c and 2d which bear a sulfur atom, a nitro group, and a chlorine atom exhibited markedly higher antihemolysis activity than the other analogous. Compounds 2a, 2c, 2d, and 2j showed the highest protection activity against DNA damage induced by the bleomycin-iron complex. Compounds 2d, 2f, 2i, and 2j were proved to exhibit antioxidative activity.

New 4-(2-cyanoacetamido)benzoic acid (1) was utilized as key intermediate for the synthesis of some new thiazole, pyrazole, oxazole, pyrimidine, 1,3-dithiolane, thiophene, coumarin, oxazine and pyridazine derivatives. Newly synthesized compounds were characterized by elemental analyses and spectral data (IR, 1 H NMR and mass spectra).

No abstract

A novel series of anticipated biologically active heterocyclic compounds, such as pyrazole, thiazole, pyridine, acrylamide, thiophene, triazolo­[1,5-a]­pyrimidine, imidazolidine, aminopyrazole, pyrazolo­[5,1-c]­[1,2,4]­triazine, triazolo­[4,3-a]­pyrimidine, benzo­[4,5]­imidazo­[1,2-a]­pyrimidine, pyrido­[2′,3′:3,4]­pyrazolo­[5,1-c]­[1,2,4]­triazine, isoxazole, benzo­[4,5]­imidazo­[2,1-c]­[1,2,4]­triazine, pyrimidine, pyrido­[2′,3′:3,4]­pyrazolo­[1,5-a]­pyrimidine, pyrano­[2,3-d]­pyrimidine, and chromene derivatives, incorporating a sulfonamide-bearing thiazole moiety suitable to utilize as insecticidal agents were synthesized via a versatile, readily accessible cyanoacetanilide, 2-cyano-N-(4-(N-(thiazol-2-yl)­sulfamoyl)­phenyl)­acetamide (1).The structures of the newly synthesized compounds were elucidated by IR, MS, 1H NMR, 13C NMR, distortionless enhancement by polarization transfer (DEPT), 1H–1H correlation spectroscopy (COSY), heteronuclear multiple bond correlation (HMBC), and heteronuclear single quantum coherence (HSQC) spectral analysis. Toxicological and biochemical parameters and biological aspects of the demonstrated compounds of the synthesized products against the cotton leafworm, Spodoptera littoralis, under laboratory conditions were also investigated. Regarding the determined LC50 and LC90 values, sulfonamides bearing a thiazole moiety, 16a, 8, 28, and 31b, showed the most potent toxic effects with LC50 values of 49.04, 62.66, 78.62, and 94.90 ppm, respectively, and toxicity index of 100%, 78.26%, 62.38%, and 51.68%, respectively.