Details

Autor(en) / Beteiligte

• Lafayette, Elizabeth Almeida
• Vitalino de Almeida, Sinara Mônica
• Pitta, Marina Galdino da Rocha
• Carneiro Beltrão, Eduardo Isidoro
• da Silva, Teresinha Gonçalves
• Olímpio de Moura, Ricardo
• Pitta, Ivan da Rocha
• de Carvalho, Jr, Luiz Bezerra
• de Lima, Maria do Carmo Alves

Titel

Synthesis, DNA binding and topoisomerase I inhibition activity of thiazacridine and imidazacridine derivatives

Ist Teil von

• Molecules (Basel, Switzerland), 2013-12, Vol.18 (12), p.15035-15050

Ort / Verlag

Switzerland: MDPI AG

Erscheinungsjahr

2013

Quelle

MEDLINE

Beschreibungen/Notizen

• Thiazacridine and imidazacridine derivatives have shown promising results as tumors suppressors in some cancer cell lines. For a better understanding of the mechanism of action of these compounds, binding studies of 5-acridin-9-ylmethylidene-3-amino-2-thioxo-thiazolidin-4-one, 5-acridin-9-ylmethylidene-2-thioxo-thiazolidin-4-one, 5-acridin-9-ylmethylidene-2-thioxo-imidazolidin-4-one and 3-acridin-9-ylmethyl-thiazolidin-2,4-dione with calf thymus DNA (ctDNA) by electronic absorption and fluorescence spectroscopy and circular dichroism spectroscopy were performed. The binding constants ranged from 1.46 × 10(4) to 6.01 × 10(4) M(-1). UV-Vis, fluorescence and circular dichroism measurements indicated that the compounds interact effectively with ctDNA, both by intercalation or external binding. They demonstrated inhibitory activities to human topoisomerase I, except for 5-acridin-9-ylmethylidene-2-thioxo-1,3-thiazolidin-4-one. These results provide insight into the DNA binding mechanism of imidazacridines and thiazacridines.