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1.
Bioorg Med Chem Lett ; 14(23): 5859-61, 2004 Dec 06.
Artigo em Inglês | MEDLINE | ID: mdl-15501056

RESUMO

The antioxidant activities of four synthetic dihydropyran-2,4-diones have been established through the determination of their abilities to inhibit free radicals using DPPH(*) as the stable radical. Whilst all of the compounds exhibited high inhibition percentages, the most active member of the group was 6-phenyl-dihydropyran-2,4-dione. The antioxidant activity of the dihydropyran-2,4-diones is reported here for the first time and extends our knowledge of the range of valuable biological activities associated with this group of compounds.


Assuntos
Di-Hidropiridinas/química , Di-Hidropiridinas/farmacologia , Sequestradores de Radicais Livres/química , Sequestradores de Radicais Livres/farmacologia , Relação Dose-Resposta a Droga
2.
Bioorg Med Chem ; 12(5): 865-9, 2004 Mar 01.
Artigo em Inglês | MEDLINE | ID: mdl-14980598

RESUMO

Five dihydro-piran-2,4-diones, including 5,6-dimethyl-dihydro-piran-2,4-dione one of the intermediates of the synthesis of caloverticilic acid, were synthesized and submitted to molluscicidal bioassay. The compound's yields varied from moderate to good (42%- 80%) and were achieved through the preparation of the dianion of ethyl acetoacetate, reaction with and aldehyde followed by hydrolysis of the ester (NaOH, H(2)O, 2 h, T.A.) and lactonization in acidic medium (HCl, 0 degrees C). The 5,6-dimethyl-dihydro-piran-2,4-dione and three analogous dihydro-piran-2,4-diones 6-substituted,-phenyl, (4-methoxy-phenyl), and -propenyl, showed significant activities against the Biomphalaria glabrata egg masses, while the analogous 6-(3,4-dimethoxy-phenyl) was inactive as molluscicide. This activity is reported for the first time, extending the range of biological activities of this group.


Assuntos
Moluscos/efeitos dos fármacos , Pironas/síntese química , Esquistossomose/prevenção & controle , Animais , Biomphalaria/efeitos dos fármacos , Biomphalaria/parasitologia , Moluscos/parasitologia , Óvulo/efeitos dos fármacos , Pironas/farmacologia , Schistosoma mansoni , Esquistossomose/transmissão , Relação Estrutura-Atividade
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