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 shu

Synthesis, Fluorescence and DNA Photocleavage Activity of Phenothiazine-Corrole Gallium(III) Complexes

SHI Lei ^1,2, ,
JIANG Huan-Feng ² ,
YIN Wei ¹ ,
WANG Hua-Hua ² ,
WANG Hui ³ ,
ZHANG Lei ² ,
JI Liang-Nian ³ ,
LIU Hai-Yang ^2,

1.
1. Department of Chemistry, Guangdong University of Education, Guangzhou 510303, P. R. China;
2. School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, P. R. China;
3. State Key Laboratory of Optoelectronics Materials and Technologies, Sun Yat-Sen University, Guangzhou 510275, P. R. China

Received Date: 13 October 2011
Available Online: 29 November 2011
Fund Project: 国家自然科学基金(20971046, 21171057, 61178037, 11004256) (20971046, 21171057, 61178037, 11004256) 广东省自然科学基金(10351064101000000) (10351064101000000) 光电材料与技术国家重点实验室(中山大学)开放基金及广东第二师范学院教授博士科研专项经费研究项目(10ARF14)资助 (中山大学)开放基金及广东第二师范学院教授博士科研专项经费研究项目(10ARF14)

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.
- Corrole,
- Phenothiazine,
- Gallium(III),
- Fluorescence,
- DNA
1. [1]
  (1) Fang, H. F.; Ling, Z.; Brothers, J. P.; Fu, X. F. Chem. Commun. 2011, 47, 11677.
2. [2]
  (2) Nigel-Etinger, I.; Mahammed, A.; Gross, Z. Catal. Sci. Technology 2011, 1 (4), 578.
3. [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]
  (4) Aviv, I.; Gross, Z. Chem. Commun. 2007, 1987 and references therein.
5. [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]
  (6) Flamigni, L.; Gryko, D. T. Chem. Soc. Rev. 2009, 38, 1635.
7. [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]
  (8) Tasior, M.; Gryko, D. T.; Cembor, M.; Jaworski, J. S.; Venturac B.; Flamigni L. New J. Chem. 2007, 31, 247.
9. [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]
  (10) He, C. L.; Ren, F. L.; Zhang, X. B.; Han, Z. X. Talanta 2006, 70, 364.
11. [11]
  (11) Ghosh, A.; Jynge, K. Chem. Eur. J. 1997, 3, 823.
12. [12]
  (12) Simkhovich, L.; ldberg, I.; Gross, Z. J. Inorg. Biochem. 2000, 80 (3-4), 235.
13. [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]
  (14) Liu, X.; Mahammed, A.; Tripathy, U.; Gross, Z.; Steer, R. P. Chem. Phys. Lett. 2008, 459 (1-6), 113.
15. [15]
  (15) Saltsman, I.; Mahammed, A.; ldberg, I.; Tkachenko, E.; Botoshansky, M.; Gross, Z. J. Am. Chem. Soc. 2002, 124 (25), 7411.
16. [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]
  (17) Mahammed, A.; Gray, H. B.;Weaver, J. J.; Sorasaenee, K.; Gross, Z. Bioconjugate Chem. 2004, 15 (4), 738.
18. [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]
  (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]
  (20) Viola, G.; Dall'Acqua, F. Current Drug Targets 2006, 7, 1135.
21. [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]
  (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]
  (23) Ghosh, A.;Wondimagegn, T.; Parusel, A. B. J. J. Am. Chem. Soc. 2000, 122, 5100.
24. [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]
  (25) Gross, Z.; Galili, N.; Simkhovich, L.; Saltsman, I.; Botoshansky, M.; Bläser, D.; Boese, R.; ldberg, I. Org. Lett. 1999, 1, 599.
26. [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]
  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
2. [2]
  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
3. [3]
  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
4. [4]
  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
5. [5]
  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
6. [6]
  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
7. [7]
  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
8. [8]
  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
9. [9]
  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
10. [10]
  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
11. [11]
  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
12. [12]
  Tian Feng , Yun-Ling Gao , Di Hu , Ke-Yu Yuan , Shu-Yi Gu , Yao-Hua Gu , Si-Yu Yu , Jun Xiong , Yu-Qi Feng , Jie Wang , Bi-Feng Yuan . Chronic sleep deprivation induces alterations in DNA and RNA modifications by liquid chromatography-mass spectrometry analysis. Chinese Chemical Letters, 2024, 35(8): 109259-. doi: 10.1016/j.cclet.2023.109259
13. [13]
  Zhe-Han Yang , Jie Yin , Lei Xin , Yuanfang Li , Yijie Huang , Ruo Yuan , Ying Zhuo . Research advancement of DNA-based intelligent hydrogels: Manufacture, characteristics, application of disease diagnosis and treatment. Chinese Chemical Letters, 2024, 35(10): 109558-. doi: 10.1016/j.cclet.2024.109558
14. [14]
  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
15. [15]
  Siyi ZHONG , Xiaowen LIN , Jiaxin LIU , Ruyi WANG , Tao LIANG , Zhengfeng DENG , Ao ZHONG , Cuiping HAN . Targeting imaging and detection of ovarian cancer cells based on fluorescent magnetic carbon dots. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1483-1490. doi: 10.11862/CJIC.20240093
16. [16]
  Chun-Lin Sun , Yaole Jiang , Yu Chen , Rongjing Guo , Yongwen Shen , Xinping Hui , Baoxin Zhang , Xiaobo Pan . Construction, Performance Testing, and Practical Applications of a Home-Made Open Fluorescence Spectrometer. University Chemistry, 2024, 39(5): 287-295. doi: 10.3866/PKU.DXHX202311096
17. [17]
  Jianjun Liu , Xue Yang , Chi Zhang , Xueyu Zhao , Zhiwei Zhang , Yongmei Chen , Qinghong Xu , Shao Jin . Preparation and Fluorescence Characterization of CdTe Semiconductor Quantum Dots. University Chemistry, 2024, 39(7): 307-315. doi: 10.3866/PKU.DXHX202311031
18. [18]
  Zishuo Yi , Peng Liu , Yan Xu . Fluorescent “Chameleon”: A Popular Science Experiment Based on Dynamic Luminescence. University Chemistry, 2024, 39(9): 304-310. doi: 10.12461/PKU.DXHX202311079
19. [19]
  Peiran ZHAO , Yuqian LIU , Cheng HE , Chunying DUAN . A functionalized Eu³⁺ metal-organic framework for selective fluorescent detection of pyrene. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 713-724. doi: 10.11862/CJIC.20230355
20. [20]
  Jiakun BAI , Ting XU , Lu ZHANG , Jiang PENG , Yuqiang LI , Junhui JIA . A red-emitting fluorescent probe with a large Stokes shift for selective detection of hypochlorous acid. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1095-1104. doi: 10.11862/CJIC.20240002

Get Citation

PDF

XML

Metrics

PDF Downloads(842)
Abstract views(2400)
HTML views(17)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142