Detection of Lysosome by a Fluorescent Heterocycle: Development of Fused Pyrido-Imidazo-Indole Framework via Cu-Catalyzed Tandem N-Arylation

被引:20
作者
Banerji, Biswadip [1 ,2 ]
Chatterjee, Satadru [1 ]
Chandrasekhar, Kadaiahgari [1 ]
Ghosh, Saswati [1 ]
Mukherjee, Kaustuv [3 ]
Mandal, Chitra [3 ]
机构
[1] IICB, CSIR, Organ & Med Chem Div, 4 Raja SC Mullick Rd, Kolkata 700032, India
[2] IICB, CSIR, Acad Sci & Innovat Res AcSIR, 4 Raja SC Mullick Rd, Kolkata 700032, India
[3] IICB, CSIR, Canc Biol & Inflammatory Disorder Div, 4 Raja SC Mullick Rd, Kolkata 700032, India
关键词
INHIBITORS; ANALOGS; POTENT; LUMINOPHORES; ALKYLATION; DISCOVERY; AMINATION; CHEMISTRY; SEQUENCE; DIVERSE;
D O I
10.1021/acs.joc.8b01513
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Fluorescent active small molecules for organelle-specific bioimaging are in great demand. We synthesized 20 different pyrido-imidazo-indole fused heterocycles (6-5-5-6 ring) via copper catalyzed tandem N-arylation reaction in moderate to good yields. Due to decent fluorescent property, lysosome-directing moieties were attached on two of these heterocycles. Delightfully, those molecules tracked lysosome with bright blue fluorescence and colocalized with a known lysosome marker (Lysotracker Red) in human/murine cells. Therefore, it may be considered as a rapid (10 min) lysosome staining probe.
引用
收藏
页码:13011 / 13018
页数:8
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