title: Antiprotozoal Activity of Triazole Derivatives of Dehydroabietic Acid and Oleanolic Acid.
abstract: Tropical parasitic diseases such as Chagas disease and leishmaniasis are considered a major public health problem affecting hundreds of millions of people worldwide. As the drugs currently used to treat these diseases have several disadvantages and side effects, there is an urgent need for new drugs with better selectivity and less toxicity. Structural modifications of naturally occurring and synthetic compounds using click chemistry have enabled access to derivatives with promising antiparasitic activity. The antiprotozoal activity of the terpenes dehydroabietic acid, dehydroabietinol, oleanolic acid, and 34 synthetic derivatives were evaluated against epimastigote forms ofTrypanosoma cruziand promastigotes ofLeishmaniabraziliensisandLeishmania infantum. The cytotoxicity of the compounds was assessed on NCTC-Clone 929 cells. The activity of the compounds was moderate and the antiparasitic effect was associated with the linker length between the diterpene and the triazole in dehydroabietinol derivatives. For the oleanolic acid derivatives, a free carboxylic acid function led to better antiparasitic activity.
authors.affiliation: Laboratorio de Química de Productos Naturales, Instituto de Química de Recursos Naturales, Universidad de Talca, 3460000 Talca, Chile. mwalter@utalca.cl.
authors.forename: Mariano Walter
authors.initials: MW
authors.lastname: Pertino
authors.affiliation: Centro para el Desarrollo de la Investigación Científica (CEDIC), Manduvirá 635 entre 15 de Agosto y O'Leary, Barrio La Encarnación 1255, 2511 Asunción, Paraguay. mcvegagomez@gmail.com.
authors.forename: Celeste
authors.initials: C
authors.lastname: Vega
authors.affiliation: Centro para el Desarrollo de la Investigación Científica (CEDIC), Manduvirá 635 entre 15 de Agosto y O'Leary, Barrio La Encarnación 1255, 2511 Asunción, Paraguay. rolonmiriam@gmail.com.
authors.forename: Miriam
authors.initials: M
authors.lastname: Rolón
authors.affiliation: Centro para el Desarrollo de la Investigación Científica (CEDIC), Manduvirá 635 entre 15 de Agosto y O'Leary, Barrio La Encarnación 1255, 2511 Asunción, Paraguay. cathiacoronel@gmail.com.
authors.forename: Cathia
authors.initials: C
authors.lastname: Coronel
authors.affiliation: Centro para el Desarrollo de la Investigación Científica (CEDIC), Manduvirá 635 entre 15 de Agosto y O'Leary, Barrio La Encarnación 1255, 2511 Asunción, Paraguay. rojasdearias@gmail.com.
authors.forename: Antonieta
authors.initials: A
authors.lastname: Rojas de Arias
authors.affiliation: Laboratorio de Química de Productos Naturales, Instituto de Química de Recursos Naturales, Universidad de Talca, 3460000 Talca, Chile. schmeda@utalca.cl.
authors.forename: Guillermo
authors.initials: G
authors.lastname: Schmeda-Hirschmann
mesh_terms: D045784:Abietanes / Q000737:chemistry*; D000981:Antiprotozoal Agents / Q000737:chemistry / Q000494:pharmacology*; D057930:Click Chemistry; D007892:Leishmania braziliensis / Q000187:drug effects; D018314:Leishmania infantum / Q000187:drug effects; D015394:Molecular Structure; D009828:Oleanolic Acid / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000737:chemistry / Q000494:pharmacology*; D014349:Trypanosoma cruzi / Q000187:drug effects
chemical_list: D045784:Abietanes; D000981:Antiprotozoal Agents; D014230:Triazoles; C013913:dehydroabietic acid; D009828:Oleanolic Acid
keywords: Leishmania spp.; Trypanosoma cruzi; cytotoxicity; dehydroabietic acid; oleanolic acid; triazole derivatives