Photochemical & Photobiological Sciences ( IF 2.7 ) Pub Date : 2024-01-16 , DOI: 10.1007/s43630-023-00524-z Ayushi Nagpal 1 , Nidhi Tyagi 1 , Prakash P Neelakandan 1
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Fluorescent nucleobase and nucleic acid analogs are important tools in chemical and molecular biology as fluorescent labelling of nucleobases has applications in cellular imaging and anti-tumor activity. Boron-dipyrromethene (BODIPY) dyes exhibiting high brightness and good photostability are extensively used as fluorescent labelling agents and as type II photosensitizers for photodynamic therapy. Thus, the combination of nucleobases and BODIPY to obtain new compounds with both anti-tumor activity and fluorescent imaging functions is the focus of our research. We synthesized two new nucleobase analogs 1 and 2 by fusing the BODIPY core directly with uracil which resulted in favorable photophysical properties and high emission quantum efficiencies particularly in organic solvents. Further, we explored the newly synthesized derivatives, which possessed good singlet oxygen generation efficiencies and bio-compatibility, as potential PDT agents and our results show that they exhibit in vitro anti-tumor activities.
Graphical Abstract
中文翻译：
BODIPY 融合尿嘧啶：合成、光物理性质和应用
荧光核碱基和核酸类似物是化学和分子生物学中的重要工具，因为核碱基的荧光标记在细胞成像和抗肿瘤活性中具有应用。硼二吡咯亚甲基（BODIPY）染料具有高亮度和良好的光稳定性，广泛用作荧光标记剂和光动力治疗的II型光敏剂。因此，将核碱基与BODIPY结合以获得兼具抗肿瘤活性和荧光成像功能的新化合物是我们研究的重点。我们通过将 BODIPY 核心直接与尿嘧啶融合，合成了两种新的核碱基类似物1和2 ，这产生了良好的光物理性质和高发射量子效率，特别是在有机溶剂中。此外，我们探索了新合成的衍生物，其具有良好的单线态氧生成效率和生物相容性，作为潜在的PDT药物，我们的结果表明它们表现出体外抗肿瘤活性。
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