From geranylacetone and by the use of a variety of reagents, twelve analogues of the juvenile hormone III were synthesized. The compounds (5—16) have an isoprenic structure bearing at the extreme of the chain functional groups as carbonate, carbamate, thiolcarbonate, thiolcarbamate, carbonyloxyimino and thiol carbonyloxyimino. Compounds 5—9 present the normal unsaturated isoprenic chain while compounds 10—16 have a monoepoxide function. All the compounds were tested for their respective juvenile hormone activity for Triatoma infestans and Rhodniusprolixus. The most active compounds were those having a thiol carbonate group independently of the oxidation state of the molecule. The synthetic procedures and the biological results are discussed. © 1988, Walter de Gruyter. All rights reserved.
Documento: | Artículo |
Título: | Synthesis and Activity of Juvenile Hormone Analogues (JHA) |
Autor: | Rodriguez, J.B.; Gros, E.G.; Stoka, A.M. |
Filiación: | Departamento de Química Orgánica, UMYMFOR, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, 1428 Buenos Aires, Argentina, Argentina Instituto Nacional de Diagnóstico e Investigación de la Enfermedad de Chagas “Dr. M. Fatala Chaben” (INDIECH), Paseo Colón 568, 1063 Buenos Aires, Argentina, Argentina |
Palabras clave: | Activity; Juvenile Hormone Analogues; Synthesis |
Año: | 1988 |
Volumen: | 43 |
Número: | 8 |
Página de inicio: | 1038 |
Página de fin: | 1042 |
DOI: | http://dx.doi.org/10.1515/znb-1988-0822 |
Título revista: | Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences |
Título revista abreviado: | Z. Naturforsch. Sect. B J. Chem. Sci. |
ISSN: | 09320776 |
Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09320776_v43_n8_p1038_Rodriguez |