Citation: GUO Chuang-Long, OU Zhi-Ze, GAO Yun-Yan, WANG Zhong-Li, JIN He-Lin, LI Hai-Xia. Photophysical and Photobiological Properties of Coordination Polymers of Hypocrellin B Complexes Containing Magnesium and Zinc[J]. Acta Physico-Chimica Sinica, ;2011, 27(11): 2682-2690. doi: 10.3866/PKU.WHXB20111132 shu

Photophysical and Photobiological Properties of Coordination Polymers of Hypocrellin B Complexes Containing Magnesium and Zinc

1.
Key Laboratory of Space, Applied Physics and Chemistry, Ministry of Education, School of Science, Northwestern Polytechnical University, Xi'an 710072

Received Date: 19 July 2011
Available Online: 20 September 2011
Fund Project: 国家自然科学基金(21073143) (21073143)基金(Z2009-1-71002, Z2009-1-71006) (Z2009-1-71002, Z2009-1-71006)西北工业大学基础研究基金(JC200822,JC20100239)资助项目 (JC200822,JC20100239)

Hypocrellin B (HB) can chelate with Mg²⁺ and Zn²⁺ ions to form the coordination complexes Mg²⁺-HB and Zn²⁺-HB, which consist of 5-22 repeat units. The structures of these two complexes are characterized by ultraviolet-visible (UV-Vis) spectroscopy, Fourier transform infrared (FTIR) spectroscopy, and ¹H nuclear magnetic resonance (¹H NMR). The relative quantum yields of singlet oxygen (¹O₂) for Mg²⁺-HB and Zn²⁺-HB are 1.2 and 0.42 times as high as that of HB, respectively. Transient absorption spectra results indicate that O₂ is able to quench the triplet excited state of Mg²⁺-HB and Zn²⁺-HB with an efficiency higher than 96% . The intersystem crossing efficiency (Φ_T) and the fraction of triplet states quenched by O₂ that yield ¹O₂ (f_Δ^T) are considered to be essential for the singlet oxygen quantum yields of HB and its complexes. Electron paramagnetic resonance (EPR) results suggest that Mg²⁺-HB and Zn²⁺-HB have a weak ability to generate a semiquinone anion radical, which reduces the generation of the superoxide anion radical (O₂^·-) by Mg²⁺-HB and Zn²⁺-HB. The results of the UV-Vis spectra and the deoxyribonucleic acid (DNA) melting temperature experiments indicate that Mg²⁺-HB and Zn²⁺-HB bind with calf thymus (CT) DNA in an electrostatic interaction mode. Under aerobic conditions, the efficiencies of photoinduced damage to CT DNA by Mg²⁺-HB, HB, and Zn²⁺-HB are found to be 32%, 25%, and 22%, respectively. The reactive oxygen quencher experiments indicate that singlet oxygen is the main component generated by Mg²⁺-HB that damages CT DNA.
- Hypocrellin B,
- Coordination polymer,
- Singlet oxygen,
- Superoxide anion radical,
- DNA photodamage
1. [1]
  (1) Forster, P. M.; Cheetham, A. K. Angew. Chem. Int. Edit. 2002, 41, 457.
2. [2]
  (2) Navarro, J. A. R.; Barea, E.; Galindo, M. A.; Salas, J. M.; Romero, M. A.; Quiros, M.; Masciocchi, N.; Galli, S.; Sironi, A.; Lippert, B. J. Solid State Chem. 2005, 178, 2436.
3. [3]
  (3) Li, Y.W.; Yang, R. T. J. Am. Chem. Soc. 2006, 128, 726.
4. [4]
  (4) Zhou, Y. X.; Song, J. L.; Liang, S. G.; Hu, S. Q.; Liu, H. Z.; Jiang, T.; Han, B. X. J. Mol. Catal. A-Chem. 2009, 308, 68.
5. [5]
  (5) Jang, Y. M.; Zhang, S. H.; Xu, Q.; Xiao, Y. Acta Chimica Sinica 2003, 61, 573. [蒋毅民, 张淑华,徐庆,肖瑜. 化学学报, 2003, 61, 573.]
6. [6]
  (6) Gawryszewska, P.; Ciunik, Z. J. Photochem. Photobiol. A: Chem. 2009, 202, 1.
7. [7]
  (7) Jia, L.; Jiang, P.; Xu, J.; Hao, Z. Y.; Xu, X. M.; Chen, L. H.;Wu, J. C.; Tang, N.;Wang, Q.; Vittal, J. J. Inorg. Chim. Acta 2010, 363, 855.
8. [8]
  (8) Song, Y. M.; Xu, J. P.; Ding, L.; Hou, Q.; Liu, J.W.; Zhu, Z. L. J. Inorg. Biochem. 2009, 103, 396.
9. [9]
  (9) Rijt, S. H.; Peacock, A. F. A.; Johnstone, R. D. L.; Parsons, S.; Sadler, P. J. Inorg. Chem. 2009, 48, 1753.
10. [10]
  (10) Ma, D. L.; Che, C. M.; Siu, F. M.; Yang, M. S.;Wong, K. Y. Inorg. Chem. 2007, 46, 740.
11. [11]
  (11) Turel, I.; Kljun, J.; Perdih, F.; Morozova, E.; Bakulev, V.; Kasyanenko, N.; Byl, J. A.W.; Osheroff, N. Inorg. Chem. 2010, 49, 10750.
12. [12]
  (12) Li, Y.; Yang, Z. Y.; Liao, Z. C.; Han, Z. C.; Liu, Z. C. Inorg. Chem. Commun. 2010, 13, 1213.
13. [13]
  (13) Song, L. M.; Zhao, B. Z.; Xie, J.; Zhao, J. Q. Biochim. Biophys. Acta 2006, 1760, 333.
14. [14]
  (14) Zhao, B. Z.; Song, L. M.; Liu, X.; Xie, J.; Zhao, J. Q. Bioorg. Med. Chem. 2006, 14, 2428.
15. [15]
  (15) Liu, Y. Y.; Xia, S. Q.; Zeng, Z. H.; Qiao, R.;Wang, X. S.; Zhang, B.W. Chin. Chem. Lett. 2008, 19, 157.
16. [16]
  (16) Liu, Y. Y.; Zhou, Q. X.; Zeng, Z. H.; Qiao, R.;Wang, X. S.; Zhang, B.W. J. Phys. Chem. B 2008, 112, 9959.
17. [17]
  (17) Zhao, J. Q.; Deng, H.; Xie, J.; Huang, N. Y.; Gu, Y. Acta Biophysica Sinica 2010, 26, 1005. [赵井泉, 邓虹, 谢杰, 黄乃艳, 顾瑛. 生物物理学报, 2010, 26, 1005.]
18. [18]
  (18) Jin, M. M.; Ou, Z. Z.; Gao, Y. Y.; Hao, P.; Yin,W. F.; Liu, L. H. Imaging Science and Photochemeistry 2010, 28, 1. [金咪咪, 欧植泽, 高云燕, 郝平, 殷卫峰, 刘丽华. 影像科学与光化学, 2010, 28, 1.]
19. [19]
  (19) Gao, Y. Y.; Ou, Z. Z.; Chen, J. R.; Yang, G. Q.;Wang, X. S.; Zhang, B.W.; Jin, M. M.; Liu, L. H. New J. Chem. 2008, 32, 1555.
20. [20]
  (20) Zhou, J. H.; Xia, S. Q.; Chen, J. R.;Wang, X. S.; Zhang, B.W. Chem. Commun. 2003, 1372.
21. [21]
  (21) Zeng, Z. H.; Zhou, J. H.; Zhang, Y.; Qiao, R.; Xia, S. Q.; Chen, J. R.;Wang, X. S.; Zhang, B.W. J. Phys. Chem. B 2007, 111, 2688.
22. [22]
  (22) Ma, J. H.; Zhao, J. Q.; Jiang, L. J. Free Radic Res. 2001, 35, 607.
23. [23]
  (23) An, J. Y.; Tian, F.; Hu, Y. Z.; Jiang, L. J. Chin. J. Chem. 1993, 11, 532.
24. [24]
  (24) He, Y. Y.; An, J. Y.; Zou,W.; Jiang, L. J. J. Photochem. Photobiol. B-Biol. 1998, 44, 45.
25. [25]
  (25) Ma, J. H.; Zhao, J. Q.; Jiang, L. J. New J. Chem. 2001, 25, 847
26. [26]
  (26) Yin,W. F.; Ou, Z. Z,; Gao, Y. Y.; Hao, P.; Guo, C. L.;Wang, Z. L. Acta Chimica Sinica 2010, 68, 1343. [殷卫峰, 欧植泽, 高云燕, 郝平, 郭创龙, 王中丽. 化学学报, 2010, 68, 1343.]
27. [27]
  (27) Miyamoto, S.; Martinez, G. R.; Martins, A. P. B.; Medeiros, M. H. G.; Mascio, P. D. J. Am. Chem. Soc. 2003, 125, 4510.
28. [28]
  (28) Umezawa, N.; Arakane, K.; Ryu, A.; Mashiko, S.; Hirobe, M.; Nagano, T. Arch. Biochem. Biophys. 1997, 342, 275.
29. [29]
  (29) Yao,W.;Wu, B. Y.; Gao, L. H.;Wang, K. Z. Acta Phys. -Chim. Sin. 2007, 23, 237. [姚威, 吴宝燕, 高丽华, 王科志. 物理化学学报, 2007, 23, 237.]
30. [30]
  (30) Prytkova, T. R.; Eryazici, I.; Stepp, B.; Nguyen, S. B.; Schatz, G. C. J. Phys. Chem. B 2010, 114, 2627.
31. [31]
  (31) Xiang, Y. Z.; Liao, Y. L.; Zhang, J.; Zhang, D.W.; Chen, S. Y.; Lu, Q. S.; Zhang , Y.; Lin, H. H.; Yu, X. Q. Bioorg. Med. Chem. Lett. 2009, 19, 3458.
32. [32]
  (32) Zhou, J. H.; Liu, J. H.; Xia, S. Q.;Wang, X. S.; Zhang, B.W. J. Phys. Chem. B 2005, 109, 19529.
33. [33]
  (33) Davis, A. M.; Berg, J. M. J. Am. Chem. Soc. 2009, 131, 11492.
34. [34]
  (34) Zhang, Q.; Ni, Y. N,; Kokot, S. J. Pharm. Biomed. Anal. 2010, 52, 280.
35. [35]
  (35) Zhang, M. Y.; Zhang, Y.; Li, Q. M. Spectrochim. Acta 2010, 75, 1013.
36. [36]
  (36) Zhou, J. H.; Liu, J. H.; Feng, Y. Y.;Wei, S. H.; Gu, X. T.;Wang, X. S.; Zhang, B.W. Bioorg. Med. Chem. Lett. 2005, 15, 3067.
37. [37]
  (37) Chen, D.; Shen, L. J. Photochem. Photobiol. A-Chem. 2005, 171, 275.
38. [38]
  (38) Okamoto, K.; Araki, Y.; Ito, O.; Fukuzumi, S. J. Am. Chem. Soc. 2004, 126, 56.
39. [39]
  (39) Zhao, B. Z.; Xie, J.; Zhao, J. Q. Biochim. Biophys. Acta 2004, 1670, 113.
40. [40]
  (40) Zhang, M.; Lu, P.; Ma, Y. G.; Shen, J. C. J. Phys. Chem. B 2003, 107, 6535.
41. [41]
  (41) Würthner, F. Pure Appl. Chem. 2006, 78, 2341.
42. [42]
  (42) Detty, M. R.; Merkel, P. B. J. Am. Chem. Soc. 1990, 112, 3845.
43. [43]
  (43) Toffoli, D. J.; mes, L.; Junior, N. D. V.; Courrol, L. C. J. Opt. A-Pure Appl. Opt. 2008, 992, 1207.
44. [44]
  (44) Hu, Y. Z.; An, J. Y.; Qin, L.; Jiang, L. J. J. Photochem. Photobiol. A-Chem. 1994, 78, 247.
45. [45]
  (45) Diwu, Z. J.; Zhang, C. L.; Lown, J.W. J. Photochem. Photobiol. A-Chem. 1992, 66, 99.
46. [46]
  (46) Willigen, H. V.; Das, U. J. Am. Chem. Soc. 1985, 107, 1184.
47. [47]
  (47) Wu, T.; Xu, S. J.; Shen, J. Q.; Chen, S.; Zhang, M. H.; Shen, T. J. Photochem. Photobiol. A-Chem. 2000, 137, 191.
48. [48]
  (48) Abdel-Shafi, A. A.;Wilkinson, F. J. Phys. Chem. A 2000, 104, 5747.
49. [49]
  (49) Wilkinson, F.; McGarvey, D. J.; Olea, A. F. J. Am. Chem. Soc. 1993, 115, 12144.
50. [50]
  (50) Shen, L.; Ji, H. F.; Zhang, H. Y. J. Photochem. Photobiol. AChem. 2006, 180, 65.
51. [51]
  (51) Qiao, C. Y.; Bi, S. Y.; Sun, Y.; Song, D. Q.; Zhang, H. Q.; Zhou, W. H. Spectrochim. Acta Pt. A-Molec. Biomolec. Spectr. 2008, 70, 136.
52. [52]
  (52) Sathyaraj, G.;Weyhermüller, T.; Nair, B. U. Eur. J. Med. Chem. 2010, 45, 284.
53. [53]
  (53) Ivanov, V. I.; Minchenkova, L. E.; Schyolkina, A. K. Biopolymers. 1973, 12, 89.
54. [54]
  (54) Sun, Y.; Hou, Y. J.; Zhou, Q. X.; Lei,W. H.; Chen, J. R.;Wang, X. S.; Zhang, B.W. Inorg. Chem. 2010, 49, 10108.
55. [55]
  (55) Repine, J. E.; Eaton, J.W.; Anders, M.W.; Hoidal, J. R.; Fox, R. B. J. Clin. Invest. 1979, 64, 1642.
56. [56]
  (56) Dumas, S.; Leprêtre, J. C.; Lepellec, A.; Darmanyan, A.; Jardon, P. J. Photochem. Photobiol. A-Chem. 2004, 163, 297.
57. [57]
  (57) Li, Z. B.;Wang, J. G.; Chen, J. R.; Lei,W. H.;Wang, X. S.; Zhang, B.W. Nanotechnology 2010, 21, 115102.
1. [1]
  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
2. [2]
  Zhongxin YU , Wei SONG , Yang LIU , Yuxue DING , Fanhao MENG , Shuju WANG , Lixin YOU . Fluorescence sensing on chlortetracycline of a Zn-coordination polymer based on mixed ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2415-2421. doi: 10.11862/CJIC.20240304
3. [3]
  Xiaowei TANG , Shiquan XIAO , Jingwen SUN , Yu ZHU , Xiaoting CHEN , Haiyan ZHANG . A zinc complex for the detection of anthrax biomarker. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1850-1860. doi: 10.11862/CJIC.20240173
4. [4]
  Jiajia Li , Xiangyu Zhang , Zhihan Yuan , Zhengyang Qian , Jian Zhu . 3D Printing Based on Photo-Induced Reversible Addition-Fragmentation Chain Transfer Polymerization. University Chemistry, 2024, 39(5): 11-19. doi: 10.3866/PKU.DXHX202309073
5. [5]
  Yuan GAO , Yiming LIU , Chunhui WANG , Zhe HAN , Chaoyue FAN , Jie QIU . A hexanuclear cerium oxo cluster stabilized by furoate: Synthesis, structure, and remarkable ability to scavenge hydroxyl radicals. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 491-498. doi: 10.11862/CJIC.20240271
6. [6]
  Junjie Zhang , Yue Wang , Qiuhan Wu , Ruquan Shen , Han Liu , Xinhua Duan . Preparation and Selective Separation of Lightweight Magnetic Molecularly Imprinted Polymers for Trace Tetracycline Detection in Milk. University Chemistry, 2024, 39(5): 251-257. doi: 10.3866/PKU.DXHX202311084
7. [7]
  .
  南开大学师唯/华北电力大学（保定）刘景维：二维配位聚合物中有序的亲锂冠醚位点用于无枝晶锂沉积
  . CCS Chemistry, 2025, 7(0): -.
8. [8]
  Zijian Zhao , Yanxin Shi , Shicheng Li , Wenhong Ruan , Fang Zhu , Jijun Jiang . A New Exploration of the Preparation of Polyacrylic Acid by Free Radical Polymerization Based on the Concept of Green Chemistry. University Chemistry, 2024, 39(5): 315-324. doi: 10.3866/PKU.DXHX202311094
9. [9]
  Qingjun PAN , Zhongliang GONG , Yuwu ZHONG . Advances in modulation of the excited states of photofunctional iron complexes. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 45-58. doi: 10.11862/CJIC.20240365
10. [10]
  Yang WANG , Xiaoqin ZHENG , Yang LIU , Kai ZHANG , Jiahui KOU , Linbing SUN . Mn single-atom catalysts based on confined space: Fabrication and the electrocatalytic oxygen evolution reaction performance. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2175-2185. doi: 10.11862/CJIC.20240165
11. [11]
  .
  CCS Chemistry | 超分子活化底物为自由基促进高效选择性光催化氧化
  . CCS Chemistry, 2025, 7(10.31635/ccschem.025.202405229): -.
12. [12]
  Zongfei YANG , Xiaosen ZHAO , Jing LI , Wenchang ZHUANG . Research advances in heteropolyoxoniobates. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 465-480. doi: 10.11862/CJIC.20230306
13. [13]
  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
14. [14]
  Zhenghua ZHAO , Qin ZHANG , Yufeng LIU , Zifa SHI , Jinzhong GU . Syntheses, crystal structures, catalytic and anti-wear properties of nickel(Ⅱ) and zinc(Ⅱ) coordination polymers based on 5-(2-carboxyphenyl)nicotinic acid. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 621-628. doi: 10.11862/CJIC.20230342
15. [15]
  Gaofeng WANG , Shuwen SUN , Yanfei ZHAO , Lixin MENG , Bohui WEI . Structural diversity and luminescence properties of three zinc coordination polymers based on bis(4-(1H-imidazol-1-yl)phenyl)methanone. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 849-856. doi: 10.11862/CJIC.20230479
16. [16]
  Qingyan JIANG , Yanyong SHA , Chen CHEN , Xiaojuan CHEN , Wenlong LIU , Hao HUANG , Hongjiang LIU , Qi LIU . Constructing a one-dimensional Cu-coordination polymer-based cathode material for Li-ion batteries. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 657-668. doi: 10.11862/CJIC.20240004
17. [17]
  Ting WANG , Peipei ZHANG , Shuqin LIU , Ruihong WANG , Jianjun ZHANG . A Bi-CP-based solid-state thin-film sensor: Preparation and luminescence sensing for bioamine vapors. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1615-1621. doi: 10.11862/CJIC.20240134
18. [18]
  Weizhong LING , Xiangyun CHEN , Wenjing LIU , Yingkai HUANG , Yu LI . Syntheses, crystal structures, and catalytic properties of three zinc(Ⅱ), cobalt(Ⅱ) and nickel(Ⅱ) coordination polymers constructed from 5-(4-carboxyphenoxy)nicotinic acid. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1803-1810. doi: 10.11862/CJIC.20240068
19. [19]
  Zhenzhong MEI , Hongyu WANG , Xiuqi KANG , Yongliang SHAO , Jinzhong GU . Syntheses and catalytic performances of three coordination polymers with tetracarboxylate ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1795-1802. doi: 10.11862/CJIC.20240081
20. [20]
  Long TANG , Yaxin BIAN , Luyuan CHEN , Xiangyang HOU , Xiao WANG , Jijiang WANG . Syntheses, structures, and properties of three coordination polymers based on 5-ethylpyridine-2,3-dicarboxylic acid and N-containing ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1975-1985. doi: 10.11862/CJIC.20240180

Get Citation

PDF

XML

Metrics

PDF Downloads(1059)
Abstract views(2741)
HTML views(19)

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

Photophysical and Photobiological Properties of Coordination Polymers of Hypocrellin B Complexes Containing Magnesium and Zinc

南开大学师唯/华北电力大学（保定）刘景维：二维配位聚合物中有序的亲锂冠醚位点用于无枝晶锂沉积

Metrics

通讯作者: 陈斌, bchen63@163.com