RESUMO
Synthesis of 2-thioxopyrimido[4,5-b]quinoline 3a-c by microwave oven was used as a base to synthesis acyclic nucleosides analogue of types, 3-(penta-O-acetyl-glycosyl)-6-(4-chlorophenyl)-10-(4-chlorophenylmethylene)-7,8,9,10-tetrahydro[1,2,4]triazolo[4',3':1,2]-pyrimido[4,5-b]quinolin-4-ones (7a-c), 2-tetra-O-acetyl-glycosylhydrazon-N3-acetyl-5-(4-chlorophenyl)-9-(4-chlorophenylmethylene)-6,7,8,9-pentahydro-1H-pyrimido[4,5-b]-quinolin-4-ones (10a-c) and 3-(glycosyl)-6-(4-chlorophenyl)-10-(4-chlorophenylmethylene)-7,8,9,10-tetrahydro[1,2,4]triazolo[4',3':1,2]pyrimido[4,5-b]quinolin-4-ones (8a-c), (12a-c). The title compounds were investigated for analgesic, anti-inflammatory, anti-oxidant and anti-microbial activities. Compounds 8a,b and 12a,b exhibited highly significant activity towards gram-negative and gram-positive bacteria, showed more potent anti-inflammatory and analgesic activities than the acetylated glycoside derivatives 7a,b and 10a,b and exhibited high anti-oxidant activity when compared to the ascorbic acid.
Assuntos
Analgésicos/farmacologia , Anti-Infecciosos/farmacologia , Anti-Inflamatórios/farmacologia , Antioxidantes/farmacologia , Nucleosídeos/farmacologia , Quinolinas/química , Analgésicos/síntese química , Analgésicos/química , Analgésicos/uso terapêutico , Animais , Anti-Infecciosos/síntese química , Anti-Infecciosos/química , Anti-Infecciosos/uso terapêutico , Anti-Inflamatórios/síntese química , Anti-Inflamatórios/química , Anti-Inflamatórios/uso terapêutico , Antioxidantes/síntese química , Antioxidantes/química , Antioxidantes/uso terapêutico , Bactérias/efeitos dos fármacos , Carragenina/efeitos adversos , Descoberta de Drogas , Edema/induzido quimicamente , Edema/tratamento farmacológico , Feminino , Peroxidação de Lipídeos/efeitos dos fármacos , Masculino , Camundongos , Micro-Ondas , Nucleosídeos/síntese química , Nucleosídeos/química , Nucleosídeos/uso terapêutico , RatosRESUMO
Two series of 5-ethyl-2-amino-3-pyrazolyl-4-methylthiophenecarboxylate and 2-thioxo-N(3)-aminothieno[2,3-d]pyrimidines were prepared from 3,5-diethyl-2-amino-4-methylthio-phenecaboxylate and evaluated as anti-inflammatory, analgesic and ulcerogenic activities. Among the compounds studied, compounds which containing the substituted hydrazide at C-3 position 7, 16, and 17a showed more potent anti-inflammatory and analgesic activities than the standard drug (Indomethacin and Aspirin), along without ulcerogenity. While compounds 2, 5, 9, 10, and 11c showed moderate activities. Some of the newly synthesized compounds have good to excellent antimicrobial activity.
Assuntos
Analgésicos/síntese química , Anti-Infecciosos/síntese química , Anti-Infecciosos/farmacologia , Anti-Inflamatórios não Esteroides/síntese química , Anti-Inflamatórios não Esteroides/farmacologia , Pirimidinas/síntese química , Tiofenos/síntese química , Alternaria/efeitos dos fármacos , Analgésicos/química , Analgésicos/farmacologia , Aspirina/farmacologia , Bacillus cereus/efeitos dos fármacos , Fusarium/efeitos dos fármacos , Indometacina/farmacologia , Testes de Sensibilidade Microbiana , Estrutura Molecular , Pirimidinas/química , Pirimidinas/farmacologia , Salmonella typhi/efeitos dos fármacos , Relação Estrutura-Atividade , Tiofenos/química , Tiofenos/farmacologiaRESUMO
The 1,3-dipolar cycloaddition of nitrile imines to 9H-thioxanthone-9-thione and 9H-xanthone-9-thione afforded novel spiro-thioxanthene-9',2-[1,3,4]thiadiazoles 6a-g and spiro-xanthene-9',2-[1,3,4]thiadiazoles 7a-g in good yields. Some of the newly synthesized compounds were tested for anti-inflammatory and analgesic activities comparable to ibuprofen. Compounds 6a,d,e and 7a,d,e showed significant activity compared to standard drug. The toxicity studies revealed that neither death nor other behavioral or toxicological changes were observed on rats up to a dose as high as 200 mg/kg.
