Effect of a second nitroimidazole redox centre on the accumulation of a   hypoxia marker: Synthesis and in vitro evaluation of Tc-99m-labeled   bisnitroimidazole propylene amine oxime complexes

doi:10.1016/j.bmcl.2011.11.042

CORC > 北京大学 > 化学与分子工程学院

	Effect of a second nitroimidazole redox centre on the accumulation of a hypoxia marker: Synthesis and in vitro evaluation of Tc-99m-labeled bisnitroimidazole propylene amine oxime complexes
	Huang, Huafan ; Zhou, Hao ; Li, Zejun ; Wang, Xiangyun ; Chu, Taiwei
刊名	生物有机化学与医药化学通讯
	2012
关键词	Bisnitroimidazole Technetium-99m Hypoxia Cellular accumulation PnAO BRAIN-IMAGING AGENTS IODOAZOMYCIN ARABINOSIDE CANCER-THERAPY TUMOR HYPOXIA LIGANDS TISSUE 2-NITROIMIDAZOLE METRONIDAZOLE
DOI	10.1016/j.bmcl.2011.11.042
英文摘要	Up to now, most of the hypoxia markers contain only one nitroimidazole redox centre, such as Oxo[[3,3,9,9-tetramethyl-1-(2-nitro-1H-imidazol-1-yl)-4,8-diazaundecane-2,10-dione dioximato] (3-)-N, N', N '', N''']technetium (Tc-99m-1, BMS181321). Introducing a second nitroimidazole redox centre may enhance the hypoxic accumulation of the markers. In the present work, four Tc-99m-1 (BMS181321, containing one 2-nitroimidazole) analogues, that is, Tc-99m-2 (containing two 2-nitroimidazoles), Tc-99m-3 (containing one 4-nitroimidazole), Tc-99m-4 (containing two 4-nitroimidazoles) and Tc-99m-5 (containing both a 2-nitroimidazole and a 4-nitroimidazole) were synthesized, and the hypoxic accumulation was evaluated in vitro using murine sarcoma S180 cells. Tc-99m-3 and Tc-99m-4 displayed no significant anoxic/normoxic differentials, whereas Tc-99m-1 (BMS181321), Tc-99m-2 and Tc-99m-5 showed high anoxic cellular uptakes. The anoxic uptake of Tc-99m-2 reached up to 59.0 +/- 0.9% at 4 h, which was 2.4 times as that of Tc-99m-1. Tc-99m-2 displayed high hypoxic accumulation, indicating that introducing a second nitroimidazole redox centre, that is, 2-nitroimidazole, affected the hypoxic accumulation. Consequently, Tc-99m-2 may serve as a viable candidate for hypoxia marker. This finding may eventually lead to the development of compounds containing multi-redox centres as hypoxia markers. (C) 2011 Elsevier Ltd. All rights reserved.; Chemistry, Medicinal; Chemistry, Organic; SCI(E); PubMed; 11; ARTICLE; 1; 172-177; 22
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/149934]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Huang, Huafan,Zhou, Hao,Li, Zejun,et al. Effect of a second nitroimidazole redox centre on the accumulation of a hypoxia marker: Synthesis and in vitro evaluation of Tc-99m-labeled bisnitroimidazole propylene amine oxime complexes[J]. 生物有机化学与医药化学通讯,2012.
APA	Huang, Huafan,Zhou, Hao,Li, Zejun,Wang, Xiangyun,&Chu, Taiwei.(2012).Effect of a second nitroimidazole redox centre on the accumulation of a hypoxia marker: Synthesis and in vitro evaluation of Tc-99m-labeled bisnitroimidazole propylene amine oxime complexes.生物有机化学与医药化学通讯.
MLA	Huang, Huafan,et al."Effect of a second nitroimidazole redox centre on the accumulation of a hypoxia marker: Synthesis and in vitro evaluation of Tc-99m-labeled bisnitroimidazole propylene amine oxime complexes".生物有机化学与医药化学通讯 (2012).