Srideep Dasari, Khatun Sajmina, Kumar Rengan Aravind, Venkata Rao Kotagiri
Department of Chemistry, Indian Institute of Technology Hyderabad, Kandi, Sangareddy, Telangana 502284, India.
Department of Biomedical Engineering, Indian Institute of Technology Hyderabad, Kandi, Sangareddy, Telangana 502284, India.
Chembiochem. 2023 Apr 17;24(8):e202300007. doi: 10.1002/cbic.202300007. Epub 2023 Mar 28.
Organic π-systems with strong absorption in the near-infrared (NIR) region are promising candidates for photothermal therapy (PTT) and photodynamic therapy (PDT). However, the synthesis of NIR π-systems involves several steps and many of them display poor photothermal conversion efficiency (PTCE). Here we present the synthesis of a tetraimide-based donor-acceptor NIR π-system, 2EHex-B having absorbance in the range of 350-900 nm. Importantly, 2EHex-B is synthesized in two steps with a 70 % high yield. Moreover, 2EHex-B shows excellent PTCE up to 50 % and good biocompatibility when encapsulated in liposomes. The liposome coated 2EHex-B, (L-2EHex-B) showed good thermal stability and efficiently kills cancer cells via PTT. Additionally, L-2EHex-B shows good reactive singlet oxygen generation ability when irradiated with a 750 nm laser. 3D cell culture model - multicellular spheroids test was performed to evaluate the efficiency of PTT. The spheroids treated with L-2EHex-B after NIR light irradiation showed increased cell death from the core of the tumor toward the periphery. The easy access to 2EHex-B makes it a potential candidate for minimally invasive cancer treatment.
在近红外（NIR）区域具有强吸收的有机π体系是光热疗法（PTT）和光动力疗法（PDT）的有前途的候选材料。然而，近红外π体系的合成涉及多个步骤，并且其中许多显示出较差的光热转换效率（PTCE）。在此，我们展示了一种基于四酰亚胺的供体-受体近红外π体系2EHex-B的合成，其在350-900 nm范围内具有吸光度。重要的是，2EHex-B通过两步合成，产率高达70%。此外，2EHex-B在封装于脂质体中时显示出高达50%的优异PTCE和良好的生物相容性。脂质体包被的2EHex-B（L-2EHex-B）表现出良好的热稳定性，并通过PTT有效杀死癌细胞。此外，L-2EHex-B在750 nm激光照射下显示出良好的活性单线态氧生成能力。进行了3D细胞培养模型——多细胞球体测试以评估PTT的效率。近红外光照射后用L-2EHex-B处理的球体显示出从肿瘤核心到周边细胞死亡增加。2EHex-B的易于获取使其成为微创癌症治疗的潜在候选材料。
