Kinetics Study on Reaction of Atenolol with Singlet Oxygen by Directly Monitoring the <sup>1</sup>O<sub>2</sub> Phosphorescence

Chen Wang; Ming-chen Xiong; Xuan Zhao; Kun-hui Liu

doi:10.1063/1674-0068/cjcp2103037

Volume 34 Issue 4

Aug. 2021

Turn off MathJax

Article Contents

Article Navigation > Chinese Journal of Chemical Physics > 2021 > 34(4): 406-412

Chen Wang, Ming-chen Xiong, Xuan Zhao, Kun-hui Liu. Kinetics Study on Reaction of Atenolol with Singlet Oxygen by Directly Monitoring the 1O2 Phosphorescence[J]. Chinese Journal of Chemical Physics , 2021, 34(4): 406-412. doi: 10.1063/1674-0068/cjcp2103037

Citation:

Chen Wang, Ming-chen Xiong, Xuan Zhao, Kun-hui Liu. Kinetics Study on Reaction of Atenolol with Singlet Oxygen by Directly Monitoring the ¹O₂ Phosphorescence[J]. Chinese Journal of Chemical Physics , 2021, 34(4): 406-412. doi: 10.1063/1674-0068/cjcp2103037

Citation:

PDF( 3425 KB)

Kinetics Study on Reaction of Atenolol with Singlet Oxygen by Directly Monitoring the ¹O₂ Phosphorescence

doi: 10.1063/1674-0068/cjcp2103037

College of Chemistry, Beijing Normal University, Beijing 100875, China

More Information

Corresponding author: Kun-hui Liu, E-mail: kunhui@bnu.edu.cn
Received Date: 2021-03-02
Accepted Date: 2021-03-30
Publish Date: 2021-08-27

Abstract

Abstract

The pharmaceutically active compound atenolol, a kind of $\beta$-blockers, may result in adverse effects both for human health and ecosystems if it is excreted to the surface water resources. To effectively remove atenolol in the environment, both direct and indirect photodegradation, driven by sunlight play an important role. Among indirect photodegradation, singlet oxygen (¹O₂), as a pivotal reactive species, is likely to determine the fates of atenolol. Nevertheless, the kinetic information on the reaction of atenolol with singlet oxygen has not been well investigated and the reaction rate constant is still ambiguous. Herein, the reaction rate constant of atenolol with singlet oxygen is investigated directly through observing the decay of the ¹O₂ phosphorescence at 1270 nm. It is determined that the reaction rate constant between atenolol and ¹O₂ is 7.0×10⁵ (mol/L)$^{-1}\cdot$s^-1 in D₂O, 8.0×10⁶ (mol/L)$^{-1}\cdot$s^-1 in acetonitrile, and 8.4×10⁵ (mol/L)$^{-1}\cdot$s^-1 in EtOH, respectively. Furthermore, the solvent effects on the title reaction were also investigated. It is revealed that the solvents with strong polarity and weak hydrogen donating ability are suitable to achieve high rate constant values. These kinetics information on the reaction of atenolol with singlet oxygen may provide fundamental knowledge to the indirect photodegradation of $\beta$-blockers.
- Atenolol,
- Rate constant,
- Singlet oxygen,
- Time resolved spectroscopy

FullText(HTML)

References(43)

References

[1]	Q. T. Liu and H. E. Williams, Environ. Sci. Technol. 41, 803 (2007). doi: 10.1021/es0616130
[2]	S. Sortino, S. Petralia, F. Bosca, and M. A. Miranda, Photochem. Photobiol. Sci. 1, 136 (2002). doi: 10.1039/b109232d
[3]	X. Liu, T. Zhang, Y. Zhou, L. Fang, and Y. Shao, Chemosphere 93, 2717 (2013). doi: 10.1016/j.chemosphere.2013.08.090
[4]	C. Zeng, Y. Ji, L. Zhou, Y. Zhang, and X. Yang, J. Hazard Mater. 239-240, 340 (2012). doi: 10.1016/j.jhazmat.2012.09.005
[5]	M. M. Dong, R. Trenholm, and F. L. Rosario-Ortiz, J. Hazard Mater. 282, 216 (2015). doi: 10.1016/j.jhazmat.2014.04.028
[6]	Y. Chen, C. Hu, X. Hu, and J. Qu, Environ. Sci. Technol. 43, 2760 (2009). doi: 10.1021/es803325j
[7]	Y. Ji, C. Zeng, C. Ferronato, J. M. Chovelon, and X. Yang, Chemosphere 88, 644 (2012). doi: 10.1016/j.chemosphere.2012.03.050
[8]	J. Ra, H. Yoom, H. Son, T. M. Hwang, and Y. Lee, Environ. Sci. Technol. 53, 7653 (2019). doi: 10.1021/acs.est.9b01412
[9]	X. Liu, T. Zhang, L. Wang, Y. Shao, and L. Fang, Chem. Eng. J. 260, 740 (2015). doi: 10.1016/j.cej.2014.08.109
[10]	K. B. Kale and D. P. Ottoor, Luminescence 34, 39 (2019). doi: 10.1002/bio.3574
[11]	Y. Chen, H. Li, Z. Wang, H. Li, T. Tao, and Y. Zuo, Water Res. 46, 2965 (2012). doi: 10.1016/j.watres.2012.03.025
[12]	W. Yang, S. Ben Abdelmelek, Z. Zheng, T. An, D. Zhang, and W. Song, Water Res. 47, 6558 (2013). doi: 10.1016/j.watres.2013.08.029
[13]	S. Yan and W. Song, Environ. Sci. Processes Impacts 16, 697 (2014). doi: 10.1039/C3EM00502J
[14]	L. Wang, H. Xu, W. J. Cooper, and W. Song, Sci. Total Environ. 426, 289 (2012). doi: 10.1016/j.scitotenv.2012.03.031
[15]	R. Schmidt, C. Tanielian, R. Dunsbach, and C. Wolff, J. Photochem. Photobiol. A 79, 11 (1994). doi: 10.1016/1010-6030(93)03746-4
[16]	M. A. J. Rodgers and P. T. Snowden, J. Am. Chem. Soc. 104, 5541 (1982). doi: 10.1021/ja00384a070
[17]	Y. Xia, F. Wang, R. N. Wang, K. H. Liu, and H. M. Su, Chin. J. Chem. Phys. 32, 93 (2019). doi: 10.1063/1674-0068/cjcp1811268
[18]	X. W. Zhang, X. Zhao, K. H. Liu, and H. M. Su, Chin. J. Chem. Phys. 33, 145 (2020). doi: 10.1063/1674-0068/cjcp2002021
[19]	N. T. Lamie, Spectrochim. Acta. A 149, 201 (2015). doi: 10.1016/j.saa.2015.04.077
[20]	T. Li, Y. Huang, G. Wei, Y. N. Zhang, Y. Zhao, J. C. Crittenden, and C. Li, Sci. Total Environ. 735, 139498 (2020). doi: 10.1016/j.scitotenv.2020.139498
[21]	C. Pierlot, V. Rataj, and J. M. Aubry, Chapter 3 Water-Soluble Carriers of Singlet Oxygen for Biological Media. In Singlet Oxygen: Applications in Biosciences and Nanosciences, Volume 1, The Royal Society of Chemistry: 1 (2016).
[22]	M. Wendel, S. Nizinski, M. Gierszewski, D. Prukala, M. Sikorski, K. Starzak, S. Wybraniec, and G. Burdzinski, Photochem. Photobiol. Sci. 15, 872 (2016). doi: 10.1039/C6PP00037A
[23]	P. Di Mascio, G. R. Martinez, S. Miyamoto, G. E. Ronsein, M. H. G. Medeiros, and J. Cadet, Chem. Rev. 119, 2043 (2019). doi: 10.1021/acs.chemrev.8b00554
[24]	C. Schweitzer and R. Schmidt, Chem. Rev. 103, 1685 (2003).
[25]	N. Wollscheid, J. L. P. Lustres, V. Brosius, M. Motzkus, U. H. F. Bunz, and T. Buckup, J. Phys. Chem. B 124, 10186 (2020). doi: 10.1021/acs.jpcb.0c05056
[26]	O. G. Berg and P. H. Vonhippel, Annu. Rev. Biophys. Biophys. Chem. 14, 131 (1985). doi: 10.1146/annurev.bb.14.060185.001023
[27]	M. Wang, X. Xiang, Y. Zuo, J. Peng, K. Lu, C. Dempsey, P. Liu, and S. Gao, Chemosphere 258, 127308 (2020). doi: 10.1016/j.chemosphere.2020.127308
[28]	T. M. Nolte and W. J. G. M. Peijnenburg, Environ. Chem. 14, 442 (2017). doi: 10.1071/EN17155
[29]	M. Vodovoz and G. Gadda, Arch. Biochem. Biophys. 695, 108625 (2020). doi: 10.1016/j.abb.2020.108625
[30]	M. S. Diaz and M. M. Luiz, Redox Rep. 20, 17 (2015). doi: 10.1179/1351000214Y.0000000100
[31]	E. A. Lissi, M. V. Encinas, E. Lemp, and M. A. Rubio, Chem. Rev. 93, 699 (1993). doi: 10.1021/cr00018a004
[32]	M. A. Biasutti, A. Posadaz, and N. A. Garcia, J. Pept. Res. 62, 11 (2003). doi: 10.1034/j.1399-3011.2003.00064.x
[33]	E. Haggi, N. Blasich, J. Diaz, M. Diaz, W. A. Massad, F. Amat-Guerri, and N. A. Garcia, Photochem. Photobiol. 83, 520 (2007). doi: 10.1562/2006-07-25-RA-982
[34]	E. Reynoso, M. A. Biasutti, and N. A. Garcia, Amino Acids 34, 61 (2008). doi: 10.1007/s00726-007-0591-3
[35]	M. V. Encinas, E. Lemp, and E. A. Lissi, J. Chem. Soc. Perkin Trans. 2, 1125 (1987).
[36]	E. L. Clennan, L. J. Noe, T. Wen, and E. Szneler, J. Org. Chem. 54, 3581 (1989). doi: 10.1021/jo00276a016
[37]	E. Lemp, C. Valencia, and A. L. Zanocco, J. Photochem. Photobiol. A 168, 91 (2004).
[38]	E. Lemp, A. L. Zanocco, G. Günther, and N. Pizarro, Tetrahedron 62, 10734 (2006). doi: 10.1016/j.tet.2006.08.091
[39]	S. N. Azizi, M. J. Chaichi, and M. Yousefi, Spectrochim. Acta A 73, 101 (2009). doi: 10.1016/j.saa.2009.01.029
[40]	E. Lemp, G. Günther, R. Castro, M. Curitol, and A. L. Zanocco, J. Photochem. Photobiol. A 175, 146 (2005). doi: 10.1016/j.jphotochem.2005.04.028
[41]	M. J. Kamlet, J. L. M. Abboud, M. H. Abraham, and R. W. Taft, J. Org. Chem. 48, 2877 (1983). doi: 10.1021/jo00165a018
[42]	Y. Marcus, M. J. Kamlet, and R. W. Taft, J. Phys. Chem. 92, 3613 (1988). doi: 10.1021/j100323a057
[43]	E. L. Clennan, L. J. Noe, T. Wen, and E. Szneler, J. Org. Chem. 54, 3581 (1989). doi: 10.1021/jo00276a016