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1.
Biomédica (Bogotá) ; 37(supl.2): 50-58, jul.-set. 2017. tab, graf
Article in English | LILACS | ID: biblio-888524

ABSTRACT

ABSTRACT Introduction: The alkaloid girgensohnine has been used as a natural model in the synthesis of new alkaloid-like alpha-aminonitriles with insecticidal effect against disease vectors. Objective: To evaluate the biocide activity of girgensohnine analogues and essential oils of Cymbopogon flexuosus, Citrus sinensis and Eucalyptus citriodora in stage I and stage V Rhodnius prolixus nymphs. Materials and methods: We used a topical application model in tergites and sternites, as well as exposure to treated surfaces with different exploratory doses of each of the molecules and essential oils to determine the lethal doses (LD50 and LD95). Results: Analogue 3 showed the highest insecticidal activity with 83.3±16.7% of mortality when applied on tergites, 38.9±4.8% on sternites and 16.7±0% on treated surfaces in stage I nymphs at 72 hours (h) and 500 mg.L-1. In stage V nymphs, the compounds induced mortality only in sternums (11.1±9.6% for analogue 6 and 5.5±4.7% for analogues 3 and 7 at 72 h and 1500 mg.L-1). The lethal doses for molecule 3 on tergites in stage I nymphs were LD50 225.60 mg.L-1 and LD95 955.90 mg.L-1. The insecticidal effect of essential oils was observed only in stage I nymphs, with 11.1±4.8% for C. flexuosus when applied in sternites, while using exposure to surfaces treated it was 5.6±4.8% for C. sinensis applied on tergites and 8.3±0% on sternites at 72 h and 1000 mg.L-1. Conclusion: Synthetic girgensohnine analogues, and C. flexuosus and C. sinensis essential oils showed insecticidal activity in R. prolixus. Analogue 3 showed the greatest insecticidal activity among all molecules and oils evaluated under our laboratory conditions.


RESUMEN Introducción. El alcaloide natural girgensohnina se ha usado como modelo en la síntesis de nuevos análogos de alcaloidales alfa-aminonitrílicos con efecto insecticida en vectores de enfermedades. Objetivo. Evaluar la actividad biocida de análogos de girgensohnina y de aceites esenciales de las plantas Cymbopogon flexuosus, Citrus sinensis y Eucalyptus citriodora en ninfas de estadios I y V de Rhodnius prolixus. Materiales y métodos. Se empleó la aplicación tópica en terguitos, esternitos y superficies tratadas con diferentes dosis exploratorias de cada una de las moléculas y aceites esenciales para determinar las dosis letales (LD50 y LD95). Resultados. El análogo 3 tuvo la mayor actividad insecticida, con una mortalidad de 83,3±16,7% en los terguitos, de 38,9±4,8 % en los esternitos y de 16,7±0 % a las 72 horas en ninfas de estadioI expuestas a superficies tratadas y 500 mg.L-1. En las ninfas de estadio V solo se presentó mortalidad en los esternitos (11,1±9,6 % con el análogo 6 y 5,5±4,7 % con los análogos 3 y 7 a las 72 h y 1.500 mg.L-1). Las dosis letales para la molécula 3 en los terguitos de ninfas de estadio I fueron las siguientes: DL50, 225,60 mg.L-1 y DL95, 955,90 mg.L-1. En cuanto a los aceites esenciales, el efecto insecticida solo se presentó con C. flexuosus (11,1±4,8%) en los esternitos de ninfas de estadio I expuestas a superficies tratadas; con C. sinensis (5,6±4,8%) en los terguitos y en los esternitos (8,3±0%) a las 72 horas y 1.000 mg.L-1. Conclusión. Los análogos sintéticos del alcaloide girgensohnina y los aceites esenciales de C. flexuosus y C. sinensis exhibieron actividad insecticida en R. prolixus. El análogo 3 exhibió la mayor actividad insecticida de todas las moléculas evaluadas bajo las condiciones de laboratorio.


Subject(s)
Animals , Pyrrolidines/pharmacology , Rhodnius , Oils, Volatile/pharmacology , Insecticides , Nitriles/pharmacology , Pyrrolidines/administration & dosage , Pyrrolidines/chemical synthesis , Rhodnius/growth & development , Plant Oils/pharmacology , Oils, Volatile/administration & dosage , Molecular Structure , Administration, Topical , Cymbopogon/chemistry , Citrus sinensis/chemistry , Eucalyptus/chemistry , Hydrophobic and Hydrophilic Interactions , Eucalyptus Oil/pharmacology , Insecticides/administration & dosage , Insecticides/chemical synthesis , Lethal Dose 50 , Nitriles/administration & dosage , Nitriles/chemical synthesis , Nymph
2.
Egyptian Journal of Pharmaceutical Sciences. 1996; 37 (1-6): 363-373
in English | IMEMR | ID: emr-40804

ABSTRACT

Several new pyrrolidino [3,4-b] benzothiazolo [3',2'-a'] pyridinedione derivatives were synthesized via the dipolar cycloaddition reaction of several 2-benzothiazolylacrylonitriles with several N-arylmaleimides. The antischistosomal activity of a variety of these derivatives is tested. Structures are based on elemental and spectral data


Subject(s)
Pyrrolidines/chemical synthesis , Pyridines/pharmacology , Acrylonitrile/chemistry , Schistosomicides/chemical synthesis , Schistosomicides/chemistry
3.
Egyptian Journal of Pharmaceutical Sciences. 1996; 37 (1-6): 375-385
in English | IMEMR | ID: emr-40805

ABSTRACT

Several new pyrrolidino- and pyrrolo-[4, 3-b] furochromone derivatives were synthesized via the dipolar cycloaddition reactions of some styrylfurochromones with N-arylmaleimide and subsequent dehydrogenation. Structures are confirmed by elemental analysis and spectral data studies


Subject(s)
Pyrrolidines/chemical synthesis , Pyrroles/chemical synthesis , Pyrrolidines/analogs & derivatives , Pyrroles/analogs & derivatives
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