Citation:
SHI Lei, JIANG Huan-Feng, YIN Wei, WANG Hua-Hua, WANG Hui, ZHANG Lei, JI Liang-Nian, LIU Hai-Yang. Synthesis, Fluorescence and DNA Photocleavage Activity of Phenothiazine-Corrole Gallium(III) Complexes[J]. Acta Physico-Chimica Sinica,
;2012, 28(02): 465-469.
doi:
10.3866/PKU.WHXB201111291
-
Phenothiazine (PTZ)-corrole dyads 1-3 and their gallium(III) complexes 4-6 have been synthesized and characterized. The steady-state absorption and emission spectra and the time-resolved fluorescence decay profiles have been measured in toluene. The radiative and nonradiative rate constants have been obtained from the fluorescence quantum yields and monoexponential fluorescence lifetimes. The absorption spectra revealed that the gallium(III) corrole dyads exhibit stronger Soret bands and Q bands than free base corrole dyads. The fluorescence quantum yields of 1-3 are 0.156, 0.134, and 0.139, and the radiative rate constants are 4.02×107, 3.47×107, and 2.89×107 s-1, respectively. The fluorescence quantum yields of 4-6 are 0.502, 0.443, and 0.494, and the radiative rate constants are 20.9×107, 16.78×107, and 21.11×107 s-1, which are obviously higher than those of the corresponding free base corroles. The lifetimes of 4-6 are 2.40, 2.64, and 2.34 ns, respectively, which are somewhat shorter than those of the corresponding free base corroles. Agarose gel electrophoresis shows that these gallium(III) corrole dyads could cleave supercoiled DNA (form I) to give nicked-circular DNA (form II) under irradiation.
-
Keywords:
-
Corrole
, - Phenothiazine,
- Gallium(III),
- Fluorescence,
- DNA
-
-
-
-
[1]
(1) Fang, H. F.; Ling, Z.; Brothers, J. P.; Fu, X. F. Chem. Commun. 2011, 47, 11677.
-
[2]
(2) Nigel-Etinger, I.; Mahammed, A.; Gross, Z. Catal. Sci. Technology 2011, 1 (4), 578.
-
[3]
(3) Zhai, Q. Q.; Xu, L.; Ge, Y. S.; Tian, T.;Wu,W. D.; Yan, S. Y.; Zhou, Y. Y.; Deng, M. G.; Liu, Y.; Zhou, X. Chem. Eur. J. 2011, 17 (32), 8890.
-
[4]
(4) Aviv, I.; Gross, Z. Chem. Commun. 2007, 1987 and references therein.
-
[5]
(5) Liu, H. Y.; Yam, F.; Xie, Y. T.; Li, X. Y.; Chang, C. K. J. Am. Chem. Soc. 2009, 131, 12890.
-
[6]
(6) Flamigni, L.; Gryko, D. T. Chem. Soc. Rev. 2009, 38, 1635.
-
[7]
(7) Botoshansky, M.; Palmer, J. H.; Durrell, A. C.; Gray, H. B.; Gross, Z. J. Am. Chem. Soc. 2011, 133 (33), 12899.
-
[8]
(8) Tasior, M.; Gryko, D. T.; Cembor, M.; Jaworski, J. S.; Venturac B.; Flamigni L. New J. Chem. 2007, 31, 247.
-
[9]
(9) Tasior, M.; Gryko, D. T.; Shen, J.; Kadish, K. M.; Becherer, T.; Venturac, B.; Flamigni, L. J. Phys. Chem. C 2008, 112, 19699.
-
[10]
(10) He, C. L.; Ren, F. L.; Zhang, X. B.; Han, Z. X. Talanta 2006, 70, 364.
- [11]
-
[12]
(12) Simkhovich, L.; ldberg, I.; Gross, Z. J. Inorg. Biochem. 2000, 80 (3-4), 235.
-
[13]
(13) Bendix, J.; Dmochowski, I. J.; Gray, H. B.; Mahammed, A.; Simkhovich, L.; Gross, Z. Angew. Chem. Int. Edit. 2000, 39 (22), 4048.
-
[14]
(14) Liu, X.; Mahammed, A.; Tripathy, U.; Gross, Z.; Steer, R. P. Chem. Phys. Lett. 2008, 459 (1-6), 113.
-
[15]
(15) Saltsman, I.; Mahammed, A.; ldberg, I.; Tkachenko, E.; Botoshansky, M.; Gross, Z. J. Am. Chem. Soc. 2002, 124 (25), 7411.
-
[16]
(16) Sorasaenee, K.; Taqavi, P.; Henling, L. M.; Gray, H. B.; Tkachenko, E.; Mahammed, A.; Gross, Z. J. Porphyr. Phthalocyanines 2007, 11 (3-4), 189.
-
[17]
(17) Mahammed, A.; Gray, H. B.;Weaver, J. J.; Sorasaenee, K.; Gross, Z. Bioconjugate Chem. 2004, 15 (4), 738.
-
[18]
(18) Agadjanian, H.; Ma, J.; Rentsendorj, A.; Valluripalli, V.; Hwang, J. Y.; Mahammed, A.; Farkas, D. L.; Gray, H. B.; Gross, Z.; Medina-Kauwe, L. K. Proc. Nat. Acad. Sci. U. S. A. 2009, 106 (15), 6105.
-
[19]
(19) Motohashi, N. Antitumor Activities of Phenothiaiznes. In Phenothiazines and 1,4-Benzothiazines. Chemical and Biological Aspects. Bioactive Molecules. Gupta, R. R. Ed.; Elsevier: Amsterdam, 1988; Vol. 4, pp 705-770.
-
[20]
(20) Viola, G.; Dall'Acqua, F. Current Drug Targets 2006, 7, 1135.
-
[21]
(21) Shi, L.; Liu, H. Y.; Peng, K. M.;Wang, X. L.; You, L. L.; Zhang, L.;Wang, H.; Ji, L. N.; Jiang, H. F. Tetrahedron Lett. 2010, 51, 3439.
-
[22]
(22) Adler, A. D.; Lon , F. R.; Finarelli, J. D.; ldmacher, J.; Assour, J.; Korsakoff, L. J. Org. Chem. 1967, 32 (2), 476.
-
[23]
(23) Ghosh, A.;Wondimagegn, T.; Parusel, A. B. J. J. Am. Chem. Soc. 2000, 122, 5100.
-
[24]
(24) Peng, K. M.; Shao,W. L.;Wang, H. H.; Ying, X.;Wang, H.; Ji, L. N.; Liu, H. Y. Acta Phys. -Chim. Sin. 2011, 27, 199. [彭开美, 邵文莉, 汪华华, 应晓, 王惠, 计亮年, 刘海洋. 物理化学学报, 2011, 27, 199.]
-
[25]
(25) Gross, Z.; Galili, N.; Simkhovich, L.; Saltsman, I.; Botoshansky, M.; Bläser, D.; Boese, R.; ldberg, I. Org. Lett. 1999, 1, 599.
-
[26]
(26) Kowalska, D.; Liu, X.; Tripathy, U.; Mahammed, A.; Gross, Z.; Hirayama, S.; Steer, R. P. Inorg. Chem. 2009, 48 (6), 2670.
-
[1]
-
-
-
[1]
Xiaofen GUAN , Yating LIU , Jia LI , Yiwen HU , Haiyuan DING , Yuanjing SHI , Zhiqiang WANG , Wenmin WANG . Synthesis, crystal structure, and DNA-binding of binuclear lanthanide complexes based on a multidentate Schiff base ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2486-2496. doi: 10.11862/CJIC.20240122
-
[2]
Xiao SANG , Qi LIU , Jianping LANG . Synthesis, structure, and fluorescence properties of Zn(Ⅱ) coordination polymers containing tetra-alkenylpyridine ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2124-2132. doi: 10.11862/CJIC.20240158
-
[3]
YanYuan Jia , Rong Rong , Jie Liu , Jing Guo , GuoYu Jiang , Shuo Guo . Unity is Strength, and Independence Shines: A Science Popularization Experiment on AIE and ACQ Effects. University Chemistry, 2024, 39(9): 349-358. doi: 10.12461/PKU.DXHX202402035
-
[4]
Qin Li , Kexin Yang , Qinglin Yang , Xiangjin Zhu , Xiaole Han , Tao Huang . Illuminating Chlorophyll: Innovative Chemistry Popularization Experiment. University Chemistry, 2024, 39(9): 359-368. doi: 10.3866/PKU.DXHX202309059
-
[5]
Zehua Zhang , Haitao Yu , Yanyu Qi . 多重共振TADF分子的设计策略. Acta Physico-Chimica Sinica, 2025, 41(1): 2309042-. doi: 10.3866/PKU.WHXB202309042
-
[6]
Chen LU , Qinlong HONG , Haixia ZHANG , Jian ZHANG . Syntheses, structures, and properties of copper-iodine cluster-based boron imidazolate framework materials. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 149-154. doi: 10.11862/CJIC.20240407
-
[7]
Shuwen SUN , Gaofeng WANG . Two cadmium coordination polymers constructed by varying Ⅴ-shaped co-ligands: Syntheses, structures, and fluorescence properties. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 613-620. doi: 10.11862/CJIC.20230368
-
[8]
Dongdong YANG , Jianhua XUE , Yuanyu YANG , Meixia WU , Yujia BAI , Zongxuan WANG , Qi MA . Design and synthesis of two coordination polymers for the rapid detection of ciprofloxacin based on triphenylpolycarboxylic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2466-2474. doi: 10.11862/CJIC.20240266
-
[9]
Chang Liu , Tao Wu , Lijiao Deng , Xuzi Li , Xin Fu , Shuzhen Liao , Wenjie Ma , Guoqiang Zou , Hai Yang . Programmed DNA walkers for biosensors. Chinese Chemical Letters, 2024, 35(9): 109307-. doi: 10.1016/j.cclet.2023.109307
-
[10]
Pengfei Li , Chulin Qu , Fan Wu , Hu Gao , Chengyan Zhao , Yue Zhao , Zhen Shen . Robust free-base and metalated corrole radicals with reduction-induced emission. Chinese Chemical Letters, 2025, 36(2): 110292-. doi: 10.1016/j.cclet.2024.110292
-
[11]
Yonghui ZHOU , Rujun HUANG , Dongchao YAO , Aiwei ZHANG , Yuhang SUN , Zhujun CHEN , Baisong ZHU , Youxuan ZHENG . Synthesis and photoelectric properties of fluorescence materials with electron donor-acceptor structures based on quinoxaline and pyridinopyrazine, carbazole, and diphenylamine derivatives. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 701-712. doi: 10.11862/CJIC.20230373
-
[12]
Caixia Lin , Zhaojiang Shi , Yi Yu , Jianfeng Yan , Keyin Ye , Yaofeng Yuan . Ideological and Political Design for the Electrochemical Synthesis of Benzoxathiazine Dioxide Experiment. University Chemistry, 2024, 39(2): 61-66. doi: 10.3866/PKU.DXHX202309005
-
[13]
Jia-Li Xie , Tian-Jin Xie , Yu-Jie Luo , Kai Mao , Cheng-Zhi Huang , Yuan-Fang Li , Shu-Jun Zhen . Octopus-like DNA nanostructure coupled with graphene oxide enhanced fluorescence anisotropy for hepatitis B virus DNA detection. Chinese Chemical Letters, 2024, 35(6): 109137-. doi: 10.1016/j.cclet.2023.109137
-
[14]
Yang Qin , Jiangtian Li , Xuehao Zhang , Kaixuan Wan , Heao Zhang , Feiyang Huang , Limei Wang , Hongxun Wang , Longjie Li , Xianjin Xiao . Toeless and reversible DNA strand displacement based on Hoogsteen-bond triplex. Chinese Chemical Letters, 2024, 35(5): 108826-. doi: 10.1016/j.cclet.2023.108826
-
[15]
Xiaohong Wen , Mei Yang , Lie Li , Mingmin Huang , Wei Cui , Suping Li , Haiyan Chen , Chen Li , Qiuping Guo . Enzymatically controlled DNA tetrahedron nanoprobes for specific imaging of ATP in tumor. Chinese Chemical Letters, 2024, 35(8): 109291-. doi: 10.1016/j.cclet.2023.109291
-
[16]
Jingwen Zhao , Jianpu Tang , Zhen Cui , Limin Liu , Dayong Yang , Chi Yao . A DNA micro-complex containing polyaptamer for exosome separation and wound healing. Chinese Chemical Letters, 2024, 35(9): 109303-. doi: 10.1016/j.cclet.2023.109303
-
[17]
Zhongyu Wang , Lijun Wang , Huaixin Zhao . DNA-based nanosystems to generate reactive oxygen species for nanomedicine. Chinese Chemical Letters, 2024, 35(11): 109637-. doi: 10.1016/j.cclet.2024.109637
-
[18]
Jiangshan Xu , Weifei Zhang , Zhengwen Cai , Yong Li , Long Bai , Shaojingya Gao , Qiang Sun , Yunfeng Lin . Tetrahedron DNA nanostructure/iron-based nanomaterials for combined tumor therapy. Chinese Chemical Letters, 2024, 35(11): 109620-. doi: 10.1016/j.cclet.2024.109620
-
[19]
Yan ZHAO , Xiaokang JIANG , Zhonghui LI , Jiaxu WANG , Hengwei ZHOU , Hai GUO . Preparation and fluorescence properties of Eu3+-doped CaLaGaO4 red-emitting phosphors. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1861-1868. doi: 10.11862/CJIC.20240242
-
[20]
Xinyu Liu , Weiran Hu , Zhengkai Li , Wei Ji , Xiao Ni . Algin Lab: Surging Luminescent Sea. University Chemistry, 2024, 39(5): 396-404. doi: 10.3866/PKU.DXHX202312021
-
[1]
Metrics
- PDF Downloads(842)
- Abstract views(2437)
- HTML views(17)