Síntese de análogos aos nostoclídeos e avaliação de seus efeitos sobre a inibição de transporte de elétrons na fotossíntese

• Autor(a) principal: Rocha, Marcelo Eça
• Data de Publicação: 2007
• Tipo de documento: Dissertação
• Idioma: por
• Título da fonte: LOCUS Repositório Institucional da UFV
• Texto Completo: http://locus.ufv.br/handle/123456789/2153
• topic: Nostoclídeos; Herbicide; Lactonas; Nostoclides; Herbicide; Lactones; CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA

The nostoclides, isolated from a green-blue algae, of the gender Nostoc, belongs to a family of natural compounds known like - alkylidenebutenolides. The butenolides, also known as furanones, have been waking up interests in the field of the organic synthesis, due to the great occurrence of the ring furan-2-(5H)-ona in composed of natural origin and its contribution in several biological activities, efforts have been accomplished for the synthesis of new composed that possess a type of chemical function. Tends in view the small number of available works in the literature for prepare it of analogues to the nostoclides, and considering the possible activity herbicide, that work had as objective to synthesize composed analogues to the nostoclides, seeking detailed studies of the relationship structure-activity and the discovery of new composed with commercial potential use. To present investigation it resulted in the synthesis of twelve new composed denominated: 5(Z)-3(4-bromobenzil)-5- (1,3-dioxalanebenzilidene)-5H-furan-2-one [16] (40%), 5(E)-3(4- bromobenzil)-5-(2,4,6-trimetoxibenzilidene)-5H-furan-2-one [17] (38%), 5(Z)-3(4-bromobenzil)-5-(benzilidene)-5H-furan-2-one [18] (98%), 5(Z)-3(4- bromobenzil)-5-(3-methylbenzilidene)-5H-furan-2-one [19] (59%), 5(Z)-3(4- bromobenzil)-5-(4-fluorobenzilidene)-5H-furan-2-one [20] (47%), 5(Z)-3(4- bromobenzil)-5-(4-bromobenzilidene)-5H-furan-2-one [21] (24%), 5(Z)-3(4- bromobenzil)-5-(4-chlorobenzilidene)-5H-furan-2-one [22] (27%), 5(Z)-3(4- bromobenzil)-5-(2,5-dimetoxybenzilidene)-5H-furan-2-one [23] (68%), 5(Z)- 3(4-bromobenzil)-5-(3-nitrobenzilidene)-5H-furan-2-one [24] (31%), 5(Z)- 3(4-bromobenzil)-5-(4-trifluoromethylbenzilidene)-5H-furan-2-one [25] (42%), 5(Z)-3(4-bromobenzil)-5-(4-cyanobenzilidene)-5H-furan-2-one [26] (23%), 5(Z)-3(4-bromobenzil)-5-(2-chloro-4-dimethylaminobenzilidene)-5Hfuran- 2-one [27] (41%). The synthesized compositions were submitted the rehearsals to evaluate the inhibition of the synthesis of ATP in the photosystem II (PSII) of the photosynthesis. Among the prepared substances the one that presented larger inhibition in the synthesis of ATP it was the composition [24], with IC50 (necessary minimum concentration to inhibit 50%) equal at 13,3 μmol L-1.