Synthesis, Crystal Structure and in vitro DNA Binding Studies of Combretastatin A-4 Analogue
| Autor: | Masood Ahmad Rizvi, Yuvraj Dangat, Zahid Yaseen, Vivek Gupta, Khaliquz Zaman Khan |
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| Jazyk: | angličtina |
| Rok vydání: | 2015 |
| Předmět: | |
| Zdroj: | Croatica Chemica Acta, Vol 88, Iss 3, Pp 289-296 (2015) |
| Druh dokumentu: | article |
| ISSN: | 0011-1643 1334-417X |
| DOI: | 10.5562/cca2662 |
| Popis: | Synthesis of a novel Combretastatin A-4 analogue using Schiff’s reaction of benzil and 4-aminoantipyrine has been achieved under solvent free conditions. The structure of compound was examined spectroscopically and confirmed from single crystal diffraction studies. The synthesized Combretastatin A-4 analogue was investigated for its DNA binding ability as the plausible mechanism for its antitumor activity. The binding propensity of the synthesized compound with calf-thymus (CT) DNA was monitored with absorption and emission spectrophotometric titrations. The calculations predict a binding constant of 7.24×104 for the complex of the synthesized compound with CT DNA which is comparable in magnitude to that of DNA binding of bactericidal drug enoxacin and typical intercalation indicator ethidium bromide (EB). Competitive binding studies of the synthesized compound with EB using fluorescence titration reveal that it displaces the DNA-bound EB and binds in intercalative mode which was further supported by circular dichroism (CD) spectroscopy. The probable site and binding energy of the compound with DNA was further theoretically investigated by molecular docking studies. The significant DNA binding ability of the synthesized Combretastatin A4 analogue as revealed from this study could be related to the anticancer activity of the Combretastatin A4. |
| Databáze: | Directory of Open Access Journals |
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