Atividade Antiproliferativa de Benzaldeído Canfeno Tiossemicarbazonas em Células de Melanoma Humano (SK-MEL-37)
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2008-05-21
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Universidade Federal de Goiás
Resumo
The thiosemicarbazones are chemical compounds of considerable scientific interest
due to their important biological properties, such as antitumoral, antibacterial, antiviral, and
antiprotozoal, among others. The studied compounds have the natural monoterpene
camphene in the R4 position and the benzaldehyde in R2, with the substitution in the ring for
different (R) groups, making this work unique.
In this way, thirteen different compounds were derived from the benzaldehyde
camphene thiosemicarbazone: camphene isotyiocyanate, camphene thiosemicarbazide,
benzaldehyde camphene thiosemicarbazone, p-metyl benzaldehyde camphene
thiosemicarbazone, p-methoxy benzaldehyde camphene thiosemicarbazone, o-chloro
benzaldehyde camphene thiosecarbazone, m-chloro benzaldehyde camphene
thiosemicarbazone, p-chloro-benzaldehyde camphene thiosemicarbazone, o-nitrobenzaldehyde
camphene thiosemicarbazone, m-nitro- benzaldehyde camphene
thiosemicarbazone, p-nitrobenzaldehyde camphene thiosemicarbazone, p-dimetylamino
benzaldehyde camphene thiosemicarbazone and p-hydroxy benzaldehyde camphene
thiosemicarbazone. The experiments were conducted in vitro using human melanoma cells
(SK-Mel-37), because the melanoma is the most serious type of skin cancer due to its high
possibility to metastasize and its resistance to the induction of apoptosis by antineoplastic
drugs. We first performed a visual screening to observe if there was detachment of more
than 85% of the total number of cells, after treatment with the sole concentration of 100 μM.
Thus, six compounds were selected: benzaldehyde camphene thiosemicarbazone, m-chloro
benzaldehyde camphene thiosemicarbazone, m-nitro-benzaldehyde camphene
thiosemicarbazone, p-dimetylamino benzaldehyde camphene thiosemicarbazone, p-hydroxy
benzaldehyde camphene thiosemicarbazone e p-methoxy benzaldehyde camphene
thiosemicarbazone. The morphological analysis of the treated cells, by inverted phase
contrast microscope and Giemsa stain, showed intense cellular vacuolization and nuclear
fragmentation. In the cellular viability test, through the MTT colorimetric assay, the
compounds showed IC50 (inhibitory concentration for 50% of the cells) values between 12, 84
μM and 32, 18 μM, which are bellow of those described in the literature for compounds with
antineoplastic action. The analysis of nuclear fragmentation by fluorescence microscopy was
performed by the incorporation of propidium iodide, and it was observed, at different time
points, a progressive increase of cellular damage and a pronounced nuclear fragmentation
after the cellular detachment. The analysis of the DNA fragmentation by agarose gel
electrophoresis revealed that the unequivocal cytotoxic action of the compounds occurred by
apoptosis. Our results showed that six compounds derived from the benzaldehyde
camphene thiosemicarbazones had cytotoxic activity in human melanoma cells (SK-Mel-37)
in vitro, and constitute potential candidates for future analysis aiming its therapeutic
application.
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Citação
SOARES, Paula Roberta Otaviano. Antiproliferative Activity Benzaldehyde Camphene Thiosemicarbazone in Human Melanoma Ceels(SK-MEL-37). 2008. 71 f. Dissertação (Mestrado em Ciências Biolóicas) - Universidade Federal de Goiás, Goiânia, 2008.