700875-16-7Relevant academic research and scientific papers
Discovery of novel 2-aryl-4-benzoyl-imidazoles targeting the colchicines binding site in tubulin as potential anticancer agents
Chen, Jianjun,Wang, Zhao,Li, Chien-Ming,Lu, Yan,Vaddady, Pavan K.,Meibohm, Bernd,Dalton, James T.,Miller, Duane D.,Li, Wei
experimental part, p. 7414 - 7427 (2011/02/23)
A series of 2-aryl-4-benzoyl-imidazoles (ABI) was synthesized as a result of structural modifications based on the previous set of 2-aryl-imidazole-4- carboxylic amide (AICA) derivatives and 4-substituted methoxylbenzoyl-aryl- thiazoles (SMART). The average IC50 of the most active compound (5da) was 15.7 nM. ABI analogues have substantially improved aqueous solubility (48.9 μg/mL for 5ga vs 0.909 μg/mL for SMART-1, 0.137 μg/mL for paclitaxel, and 1.04 μg/mL for combretastatin A4). Mechanism of action studies indicate that the anticancer activity of ABI analogues is through inhibition of tubulin polymerization by interacting with the colchicine binding site. Unlike paclitaxel and colchicine, the ABI compounds were equally potent against multidrug resistant cancer cells and the sensitive parental melanoma cancer cells. In vivo results indicated that 5cb was more effective than DTIC in inhibiting melanoma xenograph tumor growth. Our results suggest that the novel ABI compounds may be developed to effectively treat drug-resistant tumors.
Synthesis of naturally occurring pyrazine and imidazole alkaloids from Botryllus leachi
Mahboobi, Siavosh,Sellmer, Andreas,Burgemeister, Thomas,Lyssenko, Alexei,Schollmeyer, Dieter
, p. 333 - 342 (2007/10/03)
The synthesis of the naturally occurring and biologically active alkaloids 1 and 2, first isolated from the red ascidian Botryllus leachi by Duran et al. [1], is described and the structure proposed for Botryllazine B (1) is confirmed. The analytical data
