文献类型：期刊文献

英文题名：Tracking the multiple-step formation of an iron(III) complex and its application in photodynamic therapy for breast cancer

作者：Zhu, Zhong-Hong[1];Hu, Qian[3];Pan, Hui-Ling[3];Zhang, Yuexing[2];Xu, Haibing[2];Kurmoo, Mohamedally[4];Huang, Jin[3];Zeng, Ming-Hua[1,2]

机构：[1]Guangxi Normal Univ, Sch Chem & Pharmaceut Sci, Key Lab Chem & Mol Engn Med Resources, Guilin 541004, Peoples R China;[2]Hubei Univ, Hubei Collaborat Innovat Ctr Adv Organ Chem Mat, Coll Chem & Chem Engn, Minist Educ,Key Lab Synth & Applicat Organ Funct, Wuhan 430062, Hubei, Peoples R China;[3]East China Univ Sci & Technol, Shanghai Key Lab New Drug Design, Sch Pharm, Shanghai 200237, Peoples R China;[4]Univ Strasbourg, CNRS, UMR7177, Inst Chim Strasbourg, 4 Rue Blaise Pascal, F-67070 Strasbourg, France

年份：2019

卷号：62

期号：6

起止页码：719

外文期刊名：SCIENCE CHINA-CHEMISTRY

收录：;EI(收录号：20191906895747);WOS:【SCI-EXPANDED(收录号:WOS:000470762900010)】；

基金：This work was supported by the National Natural Science Foundation of China for Distinguished Young Scholars (21525101), the BAGUI Talent Program and Scholar Program (2014A001), State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources (Guangxi Normal University) (CMEMR2017-A04, CMEMR2017-B01), the National Natural Science Foundation of China (81773775), Guangxi Natural Science Foundation (2014GXNSFFA118003, 2017GXNSFDA- 198040). M. Kurmoo is supported by the Centre National de la Recherche Scientifique (France).

语种：英文

外文关键词：tandem formation; iron(III) complex; DFT calculation; photodynamic therapy; breast cancer

摘要：A tandem reaction of pyridin-2-ylmethanamine (L1) with 8-hydroxyquinoline-2-carbaldehyde (HL1) assisted by FeCl3 was observed to give the new nitrogen heterocycle HL3 (HL3=2-(imidazo[1,5-a]pyridin-3-yl)quinolin-8-ol) as its Fe(III) complex, [Fe(L3)Cl-2] (Fel). Electrospray ionization mass spectrometry (ESI-MS) reveals its formation involves three steps: (1) coordination of both HL1 and Ll to Fe, (2) aldehyde-amine coupling, and (3) ring closure. The results of electronic absorption spectroscopy, cyclic voltammetry, and density functional theory (DFT) calculations show the proximity of the optical transition energy to that of the excitation of O-3(2) to O-1(2), which prompted us to explore its application as a photosensitizer for photodynamic therapy (PDT). Photo-toxicity studies show that Fel exhibits the highest anti-proliferation efficiency in human breast cancer MDA-MB-231 cells under light irradiation. Moreover, studies with orthotopic models of breast cancer further expounded the anti-tumor activity of Fe1 with no significant toxicity to other organs and low retention in the body.