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Molecules ; 18(11): 13369-84, 2013 Oct 29.
Artigo em Inglês | MEDLINE | ID: mdl-24172244

RESUMO

C-5-bromo-2-hydroxyphenylcalix[4]-2-methylresorcinarene (I) was synthesized by cyclocondensation of 5-bromo-2-hydroxybenzaldehyde and 2-methylresorcinol in the presence of concentrated HCl. Compound I was characterized by infrared and nuclear magnetic resonance spectroscopic data. X-ray analysis showed that this compound crystallized in a triclinic system with space group of Pi, a = 15.9592(16)Å, b = 16.9417(17)Å, c = 17.0974(17)Å, α = 68.656(3)°, ß = 85.689(3)°, γ = 81.631(3)°, Z = 2 and V = 4258.6(7)Å3. The molecule adopts a chair (C2h) conformation. The thermal properties and antioxidant activity were also investigated. It was strongly antiviral against HSV-1 and weakly antibacterial against Gram-positive bacteria. Cytotoxicity testing on Vero cells showed that it is non-toxic, with a CC50 of more than 0.4 mg/mL.


Assuntos
Calixarenos/química , Calixarenos/farmacologia , Fenilalanina/análogos & derivados , Animais , Antibacterianos/química , Antibacterianos/farmacologia , Antioxidantes/química , Antivirais/química , Antivirais/farmacologia , Chlorocebus aethiops , Cristalografia por Raios X , Herpesvirus Humano 1/efeitos dos fármacos , Estrutura Molecular , Fenilalanina/química , Fenilalanina/farmacologia , Termogravimetria , Células Vero
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