title: Synthesis and biological properties of new 5-nitroindazole derivatives.
abstract: A series of new 3-alkoxy- or 3-hydroxy-1-[omega-(dialkylamino)alkyl]-5-nitroindazoles have been synthesized and their trichomonacidal, antichagasic and antineoplastic properties studied. Five derivatives (5, 6, 8, 9 and 17) showed remarkable trichomonacidal activity against Trichomonas vaginalis at 10 microg/mL concentration. Three compounds (8, 10, 11) exhibited interesting antichagasic activity and these same compounds moderate antineoplastic activity against TK-10 and HT-29 cell lines. Unspecific cytotoxicity against macrophages has also been evaluated and only compounds 9, 10 and 11 resulted cytotoxic at the higher dose evaluated (100 microg/mL), loosing cytotoxicity at lower doses. QSAR studies have been carried out. X-ray crystallographic study of compound 8 has been performed.
authors.affiliation: Instituto de Química Médica, Juan de la Cierva 3, 28006 Madrid, Spain. vjaran@iqm.csic.es
authors.forename: Vicente J
authors.initials: VJ
authors.lastname: Arán
authors.forename: Carmen
authors.initials: C
authors.lastname: Ochoa
authors.forename: Lucía
authors.initials: L
authors.lastname: Boiani
authors.forename: Pablo
authors.initials: P
authors.lastname: Buccino
authors.forename: Hugo
authors.initials: H
authors.lastname: Cerecetto
authors.forename: Alejandra
authors.initials: A
authors.lastname: Gerpe
authors.forename: Mercedes
authors.initials: M
authors.lastname: González
authors.forename: David
authors.initials: D
authors.lastname: Montero
authors.forename: Juan José
authors.initials: JJ
authors.lastname: Nogal
authors.forename: Alicia
authors.initials: A
authors.lastname: Gómez-Barrio
authors.forename: Amaya
authors.initials: A
authors.lastname: Azqueta
authors.forename: Adela
authors.initials: A
authors.lastname: López de Ceráin
authors.forename: Oscar E
authors.initials: OE
authors.lastname: Piro
authors.forename: Eduardo E
authors.initials: EE
authors.lastname: Castellano
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000994:Antitrichomonal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007191:Indazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D008958:Models, Molecular; D015394:Molecular Structure; D021261:Parasitic Sensitivity Tests; D021281:Quantitative Structure-Activity Relationship; D014246:Trichomonas vaginalis / Q000187:drug effects; D014344:Trypanocidal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D014349:Trypanosoma cruzi / Q000187:drug effects
chemical_list: D000970:Antineoplastic Agents; D000994:Antitrichomonal Agents; D007191:Indazoles; D014344:Trypanocidal Agents