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    Synthesis and anti-protozoal activity of novel dihydropyrrolo[3,4-d][1,2,3]triazoles
    (Elsevier France-Editions Scientifiques Medicales Elsevier, 2012) Dürüst, Yaşar; Karakuş, Hamza; Kaiser, Marcel; Taşdemir, Deniz
    1,2,4-Oxadiazole and 1,2,3-triazole containing heterocyclic compounds continue to gain interest in synthesis of chemical entities and exhibit various biological activities as anti-protozoal and anti-cancer agents. By using the principle of bioisosterism, a series of novel oxadiazolyl pyrrolo triazole diones; namely, (3aS,6aR)-1-((3-(4-substituted phenyl)-1,2,4-oxadiazol-5-yl)methyl)-5-phenyl-1,6a-dihydropyrrolo[3,4-d][1,2,3] triazole-4,6(3aH,5H)-diones (5a-k) was designed and synthesized by the 1,3-dipolar cycloaddition reaction of novel 5-azidomethyl 3-aryl substituted 1,2,4-oxadiazoles (4a-k) with N-phenyl maleimide. The structures of all the cycloadducts were elucidated by means of spectroscopic methods and physical characteristics. The in vitro anti-protozoal and cytotoxic activities of these novel heterocyclic compounds were investigated. (C) 2011 Elsevier Masson SAS. All rights reserved.
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    Synthesis, crystal structure, and in vitro antiprotozoal activity of some 5-phenyl(methyl)sulfonyl-substituted dihydroisoxazoles
    (Springer Wien, 2013) Dürüst, Yaşar; Altuğ, Cevher; Kaiser, Marcel; Fronczek, Frank R.; Taşdemir, Deniz
    4,5-Dihydroisoxazole derivatives are interesting synthetic targets that exhibit various biological activities, including anti-infective. Taking account of the principle of bioisosterism, a number of 4,5-dihydroisoxazoles carrying a phenyl- (or methyl-)sulfonyl group at position 5 were designed and synthesized by 1,3-dipolar cycloaddition of nitrolic acid-generated nitrile oxides with electron-deficient phenyl (or methyl) vinyl sulfones. The structures of all the cycloadducts were elucidated by means of spectroscopic methods (NMR, MS), X-ray diffraction, and physical characteristics. The in vitro antiprotozoal and cytotoxic activities of these heterocyclic compounds were investigated.