Targeted photodynamic therapy in visible light using BODIPY-appended copper(ii) complexes of a vitamin B6 Schiff base†,Dalton Transactions

当前位置： X-MOL 学术 › Dalton Trans. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Targeted photodynamic therapy in visible light using BODIPY-appended copper(ii) complexes of a vitamin B6 Schiff base†
Dalton Transactions ( IF 3.5 ) Pub Date : 2017-12-04 00:00:00 , DOI: 10.1039/c7dt03976j
Nandini Mukherjee _{1,

2,

3,

4} , Santosh Podder _{2,

4,

5,

6} , Koushambi Mitra _{1,

2,

3,

4} , Shamik Majumdar _{2,

4,

5,

6} , Dipankar Nandi _{2,

4,

5,

6} , Akhil R. Chakravarty _{1,

2,

3,

4}

Affiliation

Copper(II) complexes [Cu(L¹/L²/L³)(A)] (1–3), where H₂A·HCl is a vitamin B₆ Schiff base, viz. 3-hydroxy-5-(hydroxymethyl)-4-(((2-hydroxyphenyl)imino)methyl)-2-methylpyridin-1-ium chloride, L¹ and L² are 2-(2-pyridyl)benzimidazole based borondipyrromethene (BODIPY) ligands and L³ is 2-(2-pyridyl)benzimidazole, were prepared, characterized and their visible light-induced anti-cancer activity was studied. Complex 3, characterized by X-ray crystallography, exhibits a distorted square-pyramidal geometry for copper (τ = 0.33). Complexes 1 and 2 showed absorption bands at 500 and 535 nm, respectively, in 20% DMSO/Dulbecco's phosphate buffered saline (DPBS) medium. Complex 1 exhibited emission at ∼510 nm (λ_exc = 480 nm) (Φ_F = 0.1) in 20% DMSO/DPBS, while the non-emissive diiodo-BODIPY complex 2 is an efficient photosensitizer. The green fluorescent complex 1 enabled us to study its cellular uptake and localization. It showed selective uptake in proliferating cancer cells and significant mitochondrial localization (Pearson's coefficient = 0.7). Complex 2 showed excellent photocytotoxicity (400–700 nm, 10 J cm⁻²) in HeLa, MCF-7 and HepG2 cancer cells with IC₅₀ values within 0.4–0.6 μM, while remaining less toxic in the dark and in non-cancerous HPL1D cells (photocytotoxic index ∼50). Complex 2, remarkable in targeting cancer cells over non-cancerous cells, showed photoinduced generation of singlet oxygen, causing apoptotic cell death, thus satisfying the major requirements of targeted photodynamic therapy.

中文翻译：

使用附有BODIPY的维生素B ₆ Schiff碱铜（ii）配合物在可见光下进行有针对性的光动力疗法†

铜（II）配合物[Cu（L ¹ / L ² / L ³）（A）]（1-3），其中H ₂ A·HCl是维生素B ₆ Schiff碱，即。3-羟基-5-（羟甲基）-4-（（（（2-羟基苯基）亚氨基）甲基）-2-甲基吡啶-1-氯，L ¹和L ²是基于2-（2-吡啶基）苯并咪唑的硼二吡咯并^二甲基（制备并表征了BODIPY）配体和L ³为2-（2-吡啶基）苯并咪唑，并研究了其可见光诱导的抗癌活性。通过X射线晶体学表征的配合物3表现出扭曲的方金字塔形几何形状的铜（τ= 0.33）。在20％DMSO / Dulbecco's磷酸盐缓冲盐水（DPBS）介质中，配合物1和2在500和535 nm处分别显示吸收带。复杂1个在~510纳米（展出发射λ _EXC = 480纳米）（Φ _˚F在20％DMSO / DPBS = 0.1），而与不发光二碘BODIPY复杂2是一种有效的光敏剂。绿色荧光复合物1使我们能够研究其细胞摄取和定位。它显示出对增殖性癌细胞的选择性摄取和明显的线粒体定位（皮尔森系数= 0.7）。复合物2显示出出色的光细胞毒性（400–700 nm，10 J cm^-2）在HeLa，MCF-7和HepG2癌细胞中，IC₅₀值在0.4-0.6μM之内，而在黑暗和非癌性HPL1D细胞中的毒性较低（光细胞毒性指数约为50）。复合物2在靶向癌细胞而不是非癌细胞方面表现出色，显示出光诱导的单线态氧生成，导致凋亡性细胞死亡，因此满足了靶向光动力疗法的主要要求。

更新日期：2017-12-04

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11