1. Effective synthesis of benzimidazoles-imidazo[1,2-a]pyrazine conjugates: A comparative study of mono-and bis-benzimidazoles for antitumor activity.
- Author
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Singh, Iqubal, Luxami, Vijay, and Paul, Kamaldeep
- Subjects
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IMIDAZOPYRIDINES , *BENZIMIDAZOLES , *PYRAZINES , *SERUM albumin , *BLOOD proteins , *COMPARATIVE studies , *BINDING constant - Abstract
A novel series of 6-substituted-8-(1-cyclohexyl-1 H -benzo[ d ]imidazole-6-yl)imidazo[1,2- a ]pyrazine and 6-substituted-8-(1-benzyl-1 H -benzo[ d ]imidazole-6-yl)imidazo[1,2- a ]pyrazine is first time synthesized and screen in vitro biological activity for 60 human cancer cell lines representing nine different cancer types. Derivatives 10 and 36 show antitumor activity for all tested cell lines, display comparable full panel mean-graph midpoint growth inhibition (MG_MID GI 50) values of 2.10 and 2.23 μ M, respectively. Furthermore, these derivatives show strong binding interactions with DNA and bovine serum albumin (BSA), studied through absorption, emission, and circular dichroism techniques. These spectroscopic studies reveal that imidazo[1,2- a ]pyrazine-benzimidazoles 10 and 36 , intercalate with ct-DNA as a leading interaction for fundamental biologically significant effects, with monobenzimidazole show better activity than bisbenzimidazole. These experiments have confirmed that the imidazo[1,2- a ]pyrazine and benzimidazole moieties are efficient pharmacophores to trigger binding to DNA. These compounds have also interacted with bovine serum albumin protein that demonstrating high values of binding constant. A novel series of imidazo[1,2- a ]pyrazine-benzimidazole is first time synthesized and screen in vitro biological activity for 60 human cancer cell lines representing nine different cancer types. Image 1 • A new series of imidazo[1,2- a ]pyrazine-benzimidazole conjugates has been synthesized. • Single X-ray crystal determination of compound 9. • In vitro evaluation of synthesized compounds for their antitumor activity. • Mode of interactions was studied with ct-DNA. • Transportation of derivative was studied with bovine serum albumin. [ABSTRACT FROM AUTHOR]
- Published
- 2019
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