XXII. BIOCHEMICKÝ ZJAZD - Jesseniova lekárska fakulta

Lectures
SYNTHETIC CYCLIC CHALCONE ANALOGUES AS NOVEL BIOLOGICALLY
ACTIVE DYES
Vladimíra Tomečková
Department of Medical Chemistry, Biochemistry, Clinical Biochemistry
and LABMED a.s. UPJŠ Košice
This study demonstrates the behaviour of synthetic fluorescent substituted chalcone
(1) and its cyclic chalcone analogues: indanone (2), tetralone (3), benzosuberone (4)
with dimethylamino substituent in para position in the presence of BSA proteins, egg
yolk lecithine vesicules and cells studied by fluorescence spectroscopy. These dyes with
anticancer properties are yellow and have protein, lipid and cell staining properties.
From the spectral results we can assume that all studied compounds interacted with
lipids and proteins by hydrophobic interactions. Tetralone and benzosuberone showed
the best hydrophobic interaction with lipids and proteins. In the presence of proteins
all compounds showed batochromic shift of the spectra and increase of fluorescence
intensity. Biologically the most active dye (4) was the least fluorescent and the least biologically
active dye (1) was the most fluorescent. Interaction of these unpolar substances
with proteins was concentration dependent and it was caused by hydrophobic bonding.
From these measurements we have calculated the binding constant of these dyes with
BSA protein, which was in order 4 > 3 > 2 > 1. The application of these biologically active
dyes (1, 2, 3, 4) on breast cancer cell lines showed that these fluorescent dyes were
able to stain all cellular components (cytoplasm, nucleus, lipid vesicules). The result
fluorescence images of breast cancer cells staining were aqua tyrkys fluorescence studied
by fluorescence microscope. Nucleus we have costained by DAPI dye, specific for DNA
staining. Dye (3) as well as dye (4) destroyed nuclei of breast cancer cells after 3 hours
and all studied dyes have cytotoxic effect on studied breast cancer cells after 24 hours.
104 XXII. Biochemistry Congress, Martin