RESUMEN
2-(5-Arylfurfurylidene/5-nitrofurfurylidene)-5-aryl-7-(2,4-dichloro-5-fluorophenyl)-5H-thiazolo[2,3-b]-pyrimidin-2(1H)-ones 5 and 6 are synthesized by a novel three component reaction of 4,6-diarylpyrimidino-2(1H)-thiones 4, monochloroacetic acid, arylfurfuraldehydes and 5-nitro-2-furfuraldenediacetate, respectively. The newly synthesized compounds are characterized by elemental analysis, IR, (1)H NMR and mass spectral studies. These compounds exhibited in vitro antitumour activity with moderate to excellent growth inhibition against a panel of 60 cell lines of leukemia, non-small cell lung cancer melanoma, ovarian cancer, prostate cancer and breast cancer.
Asunto(s)
Antineoplásicos/síntesis química , Antineoplásicos/farmacología , Pirimidinonas/síntesis química , Pirimidinonas/farmacología , Tiazoles/síntesis química , Tiazoles/farmacología , Antineoplásicos/química , Línea Celular Tumoral , Supervivencia Celular/efectos de los fármacos , Evaluación Preclínica de Medicamentos/métodos , Ensayos de Selección de Medicamentos Antitumorales , Humanos , Estructura Molecular , Pirimidinonas/química , Relación Estructura-Actividad , Tiazoles/químicaRESUMEN
A series of arylthioureas (1), aromatic aldehyde thiosemicarbazones (2) and 5-aryl-2-furfuraldehyde thiosemicarbazones (3) were condensed with 2,4-dichloro-5-fluorophenacyl bromide to yield respective arylaminothiazoles, arylidene/5-aryl-2-furfurylidene hydrazinothiazoles (4). The newly synthesized compounds were characterized by IR, 1H-NMR and mass spectral studies. These compounds were also screened for their antibacterial and anti-inflammatory activities. Two of the newly synthesized compounds showed anti-inflammatory activity comparable with that of Ibuprofen.
Asunto(s)
Antibacterianos/síntesis química , Antibacterianos/farmacología , Antiinflamatorios no Esteroideos/síntesis química , Antiinflamatorios no Esteroideos/farmacología , Tiazoles/síntesis química , Tiazoles/farmacología , Animales , Bacterias/efectos de los fármacos , Carragenina , Dimetilsulfóxido , Edema/inducido químicamente , Edema/prevención & control , Tejido de Granulación/efectos de los fármacos , Ibuprofeno/farmacología , Indicadores y Reactivos , Espectroscopía de Resonancia Magnética , Pruebas de Sensibilidad Microbiana , Ratas , Espectrofotometría Infrarroja , Espectroscopía Infrarroja por Transformada de FourierRESUMEN
4-Amino-6-arylmethyl/tert-butyl-3-mercapto-1,2,4-triazin-5(4H)-ones (1) were condensed with arylfuroic acids (2) to yield 7-(5-aryl-2-furyl)-3-arylmethyl/tert-butyl-4H-1,3,4-thiadiazolo[2,3-c]-1,2,4-triazin-4-ones (3). The newly synthesized compounds exhibited antibacterial activity comparable to that of nitrofurazone. In addition, two compounds displayed in vitro antitumor activity with moderate growth inhibition against a panel of 60 tumor cell lines.
Asunto(s)
Tiadiazoles/síntesis química , Tiadiazoles/farmacología , Triazinas/síntesis química , Triazinas/farmacología , Antiinfecciosos/síntesis química , Antiinfecciosos/farmacología , Antineoplásicos/síntesis química , Antineoplásicos/farmacología , Humanos , Pruebas de Sensibilidad Microbiana/estadística & datos numéricos , Tiadiazoles/química , Triazinas/química , Células Tumorales CultivadasRESUMEN
A series of bis-phenoxyacetic acids 2 were prepared starting from corresponding unsubstituted/substituted 1,4-quinols 1. The fusion of bis-phenoxyacetic acids 2 with thiocarbohydrazide gave the corresponding bis-[4-amino-5-mercapto-1,2,4-triazol-3-yl-methyleneoxy]phenylenes (3) in a one pot reaction. The reaction of bis-triazoles 3 with various reagents afforded N-bridged heterocycles 4-6 in good yields. The newly synthesised compounds were screened for their anticancer activity against a panel of 60 cell lines derived from seven cancer types namely, lung, colon, melanoma, renal, ovarian, CNS and leukemia. Some of the tested compounds showed promising anticancer properties.
Asunto(s)
Antineoplásicos/síntesis química , Antineoplásicos/farmacología , Tiadiazoles/síntesis química , Tiadiazoles/farmacología , Triazoles/síntesis química , Triazoles/farmacología , Ensayos de Selección de Medicamentos Antitumorales , Indicadores y Reactivos , Espectroscopía de Resonancia Magnética , Peso Molecular , Espectrofotometría Infrarroja , Células Tumorales CultivadasRESUMEN
A series of 2-(2-furyl)4-quinolinecarboxylic acids (3), 2-(5-nitro-2-furyl)4-quinolinecarboxylic acids (6), 4-(3-aryloxymethyl-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazolo-6-yl)-2-(furyl)quinolines (5) and 4-(3-aryloxymethyl-1.2,4-triazolo[3,4-b]-1,3,4-thiadiazolo-6-yl)-2-(5-nitro-2-furyl)quinolines (7) were synthesized. The structures of the newly synthesized compounds are confirmed on the basis of elemental analysis, IR, 1H-NMR and mass spectral data. The newly synthesized compounds are evaluated for their antibacterial activities. Compounds containing nitrofuran moiety showed excellent antibacterial activity. Results of such studies are disscussed in this paper.