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题名: Gadolinium(III) Porpholactones as Efficient and Robust Singlet Oxygen Photosensitizers
作者: Ke, Xian-Sheng1; Ning, Yingying1; Tang, Juan1; Hu, Ji-Yun1; Yin, Hao-Yan1; Wang, Gao-Xiang1; Yang, Zi-Shu1; Jie, Jialong2; Liu, Kunhui3; Meng, Zhao-Sha1, 4; Zhang, Zongyao; Su, Hongmei2, 3; Shu, Chunying5; Zhang, Jun-Long1
关键词: gadolinium ; photocatalysis ; photocytotoxicity ; singlet oxygen ; tetrapyrrole
刊名: CHEMISTRY-A EUROPEAN JOURNAL
发表日期: 2016-07-04
卷: 22, 期:28, 页:9676-9686
收录类别: SCI ; IC
英文摘要: Construction of Gd-III photosensitizers is important for designing theranostic agents owing to the unique properties arising from seven unpaired f electrons of the Gd3+ ion. Combining these with the advantages of porpholactones with tunable NIR absorption, we herein report the synthesis of Gd-III complexes Gd-1-4 (1, porphyrin; 2, porpholactone; 3 and 4, cis- and trans-porphodilactone, respectively) and investigated their function as singlet oxygen (O-1(2)) photosensitizers. These Gd complexes displayed O-1(2) quantum yields (Phi(Delta)s) from 0.64-0.99 with the order Gd-1< Gd-2< Gd-3< Gd-4. The gradually enhanced O-1(2) sensitization after beta-oxazolone moiety replacement was ascribed to the narrowing of the energy gap (Delta E) between the lowest triplet states (T-1) of the ligand and the energy level of the (1)Delta(g) -> (3)Sigma(g) transition of O-1(2). In particular, Gd-4 is capable of excitation in the visible to NIR region (400-700 nm) with a quantum yield near unity. These Gd complexes were first demonstrated as efficient photosensitizers in photocatalysis such as oxidative C-H bond functionalization of secondary or tertiary amines, and the oxygenation of the natural product cholesterol. Finally, after glycosylation, these water-soluble Gd complexes showed potential applications in photodynamic therapy (PDT) in HeLa cells. This work revealed that Gd-III complexes of "bioinspired" beta-modified porpholactones are efficient NIR photosensitizers and form a chemical basis to construct appealing photocatalysts and theranostic agents based on lanthanides.
语种: 英语
内容类型: 期刊论文
URI标识: http://ir.iccas.ac.cn/handle/121111/35206
Appears in Collections:光化学实验室_期刊论文

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作者单位: 1.Peking Univ, Coll Chem & Mol Engn, State Key Lab Rare Earth Mat Chem & Applicat, Beijing Natl Lab Mol Sci, Beijing 100871, Peoples R China
2.Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
3.Beijing Normal Univ, Coll Chem, Beijing 100875, Peoples R China
4.Renmin Univ China, Dept Chem, Beijing 100872, Peoples R China
5.Chinese Acad Sci, Inst Chem, Key Lab Mol Nanostruct & Nanotechnol, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
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