Optical Properties And Antiangiogenic Activity Of A Chalcone Derivate
Date
2018-06-26
2018-06-26
Author
Lemes, Susy Ricardo
Júnior, Luizmar Adriano
Da Silva Manoel, Diego
De Sousa Montes, Maria Alice
Fonseca Rodriguez, Ruben Dario
Lima Silva, Rosa S
Noda Pérez, Caridad
De Melo Reis, Paulo Roberto
Cardoso Gomes, Cléver
De Paula Silveira Lacerda, Elisângela
Souza Rodrigues, Marcio Adriano
Mendonça, Cleber Renato
Gonçalves, Pablo José
De Boni, Leonardo
Da Fonseca, Tertius Lima
Da Silva Júnior, Nelson Jorge
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Abstract
Chalcones and their derivatives exhibit numerous pharmacological activities such as antibacterial, antifungal, cytotoxic, antinociceptive and anti-inflammatory. Recently, they have been assessed aiming for novel application in nonlinear optics and in the treatment of immune diseases and cancers. In this study, we investigate the optical properties of synthetic chalcona 1E,4E-1-(4-chlorophenyl)-5-(2,6,6-trimethylcyclohexen-1-yl)penta-1,4-dien-3-one (CAB7β) and its antiangiogenic potential using the chorioallantoic membrane (CAM) with the S180 sarcoma cell line. Experimental and theoretical results show intense absorption in the UVA-UVC region, which is associated with a π → π* transition with intramolecular charge transfer from the trimethyl-cyclohexen-1-yl ring to the chlorophenyl ring. Quantum chemical calculations of the first hyperpolarizability, accounting for both solvent and frequency dispersion effects, are in very good concordance with hyper-Rayleigh scattering measurements. In addition, two-photon absorption allowed band centered at 650 nm was observed. Concerning antiangiogenic activity, CAB7β causes a significant reduction in the total number, junctions, length and caliber of blood vessels stimulated by S180 cells reducing the presence of blood vessels, inflammatory cells and others elements related to angiogenic process. It is found that CAB7β is a versatile compound and a promising candidate for linear and nonlinear optical applications, in therapy against sarcoma and phototherapy.
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