title: Synthesis and antitrypanosomal profile of new functionalized 1,3,4-thiadiazole-2-arylhydrazone derivatives, designed as non-mutagenic megazol analogues.
abstract: In this work we reported the synthesis and the trypanocidal profile of new 1,3,4-thiadiazole-2-arylhydrazone derivatives of nitroimidazole series (4) or phenyl series (5), designed by exploring the molecular hybridization approach between megazol (2) and guanyl hydrazone derivative (3). The evaluation of the activity against bloodstream trypomastigote forms of Trypanosoma cruzi forms lead us to identify a new potent trypamomicide prototype, that is, brazilizone A (4k), which present an IC50/24 h=5.3 microM.
authors.affiliation: Instituto de Química, Universidade Federal do Rio de Janeiro, 21949900 Rio de Janeiro, RJ, Brazil.
authors.forename: Samir A
authors.initials: SA
authors.lastname: Carvalho
authors.forename: Edson F
authors.initials: EF
authors.lastname: da Silva
authors.forename: Ricardo M
authors.initials: RM
authors.lastname: Santa-Rita
authors.forename: Solange L
authors.initials: SL
authors.lastname: de Castro
authors.forename: Carlos A M
authors.initials: CA
authors.lastname: Fraga
mesh_terms: D000818:Animals; D006835:Hydrazones / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D015394:Molecular Structure; D009153:Mutagens; D021261:Parasitic Sensitivity Tests; D013329:Structure-Activity Relationship; D013830:Thiadiazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D014344:Trypanocidal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D014349:Trypanosoma cruzi / Q000187:drug effects* / Q000378:metabolism
chemical_list: D006835:Hydrazones; D009153:Mutagens; D013830:Thiadiazoles; D014344:Trypanocidal Agents; C499674:brazilizone A; C058949:1,3,4-thiadiazole; C013378:megazol