Photodynamic antimicrobial activities and laser flash photolysis studies of meso-tetrakis (2-bromophenyl), meso-tetrakis (3-bromophenyl) and meso-tetrakis (4-bromophenyl) tin porphyrins
DOI:
https://doi.org/10.59228/rcst.026.v5.i1.229Keywords:
Laser flash photolysis, free base porphyrins, singlet oxygen quantum yield, photophysicsAbstract
The photodynamic antimicrobial activities and laser flash photolysis studies were conducted for meso-tetrakis (2-bromophenyl), meso-tetrakis (3-bromophenyl) and meso-tetrakis (4-bromophenyl) free base porphyrins and their Sn(IV) complexes. It has been shown that Tin Metalated porphyrins have high singlet oxygen quantum yields compare to their respective free bases (0.645, 0.708, 0.732 vs 0.445, 0.585 and 0.412) for 1Sn, 2Sn and 3Sn vs 1, 2 and 3 respectively. The disapearence of Staphylococcus aureus or E. Coli was observed around 2,5 μM. The decay rate constants of all porphyrins were around 1.50 ×106 s-1 and 2.35 ×104 s-1 for aerated and degassed solutions respectively.
Downloads
References
Al-Mutairi, R., Tovmasyan, A., Batinic-Haberle, I., and Benov, L. (2018). Sublethal photodynamic treatment does not lead to development of resistance. Front. Microbiol, 9, 1699.
Balaji B., Mack J., and Tebello N. (2021). Photodynamic activity of Sn(IV) tetrathien-2-ylchlorin against MCF-7 breast cancer cells, Dalton Trans., 50, 2177–2182.
Barbosa Neto, N. M., Correa, D. S., De Boni, L., Parra, G. G., Misoguti, L., Mendonça, C. R., et al. (2013). Excited states absorption spectra of porphyrins solvent effects. Chem. Phys. Lett, 587, 118–123
Calzavara-Pinton P.G, Venturini M. and Sala R. (2007). Journal of the European Academy of Dermatology and Venereology, 21, 293–302.
Donlan, R.M. (2002). Biofilms: microbial life on surface. Emerg. Infect. Dis, 8,881–890.
Mamone, L., Ferreyra, D. D., Gándara, L., Di Venosa, G., Vallecorsa, P., Sáenz, D. (2016). Photodynamic inactivation of planktonic and biofilm growing bacteria mediated by a meso-substituted porphyrin bearing four basic amino groups. J. Photochem. Photobiol. B, 161, 222–229.
Mirzahosseinipour, M., Khorsandi, K., Hosseinzadeh, R., Ghazaeian, M., and Shahidi, F.K. (2020). Antimicrobial photodynamic and wound healingactivity of curcumin encapsulated in silica nanoparticles. Photodiagnosis Photodyn Ther, 29, 101639.
Muthumuni Managa, Bokolombe Pitchou Ngoy and Tebello Nyokong. (2019). Photophysical properties and photodynamic therapy activity of a meso-tetra (4-carboxyphenyl) porphyrin tetramethyl ester–graphene quantum dot conjugate, New J. Chem, 43, 4518.
Muthumuni M, Bokolombe P.N, Donovan M., Tebello., N. (2018). Incorporation of metal free and Ga 5, 10, 15,20-tetrakis (4-bromophenyl) porphyrin into Pluronic F127-folic acid micelles Journal of Luminescence 194, 739–746
Openda Y.I., Bokolombe P. Ngoy and Tebello N. (2021). Photodynamic Antimicrobial Action of Asymmetrical Porphyrins Functionalized Silver-Detonation Nanodiamonds Nanoplatforms for the Suppression of Staphylococcus aureus Planktonic Cells and Biofilms, Frontiers in Chemistry, March, 9, 628316
Pereira, M.M., Muller, G., Ordinas J.I., Azenhaa M.E., Arnaut L.G. (2002). Synthesis of vinylated 5, 10, 15,20-tetraphenylporphyrins via Heck-type coupling reaction and their photophysical properties, J. Chem. Soc. Perkin Trans. 2, 1583–1588.
Pomarico E. (2018). “Photophysical Heavy-Atom Effect in Iodinated Metallocorroles: Spin-Orbit Coupling and Density of States,” Journal of Physical Chemistry A, 122, 7256–7266.
Robertson C.A., Evans D.H. and Abrahamse H. (2009). Journal of Photochemistry and Photobiology B: Biology, 96, 1–8.
Ryskova L., Buchta V., Slezak R. (2010). Central Eur. J. Biology, 5, 400–406.
Saczko J., Chwiłkowska A., Kulbacka J., Berdowska I., Zieliński B., Drag-Zalesińska M., Wysocka T., Ługowski M. and Banaś T. (2008). Folia Biologica, 54, 24–29
Şen P., C. Hirel, A. G. Gürek, C. Andraud, Y. Bretonnière, and M. Lindgren. (2018). “Photophysical properties and study of the singlet oxygen generation of tetraphenylporphyrinato palladium(II) complexes,” Journal of Porphyrins and Phthalocyanines, 17, 964–971.
Spellberg B., Guidos R., Gilbert D., Bradley J., Boucher H. W., Scheld W. M, Bartlett J. G. and Edwards J.Jr., (2008). The epidemic of antibiotic-resistant infections: a call to action for the medical community from the Infectious Diseases Society of America, Clin. Infect. Dis., 46, 155–164.
V. A. Online., “enhancement of spin – orbit coupling in organic,” (2022)., pp. 11719–11729.
Wardlaw J.L., Sullivan T.J., Lux C.N., Austin F.W. Vet. J. (2012). 192, 374−377
Xu Z., Gao, Y. Meng, S., Yang, B., Pang, L.,Wang, C. (2016). Mechanism and in vivo evaluation: photodynamic antibacterial chemotherapy of lysine-porphyrin conjugate. Front. Microbiol, 7, 242.
Downloads
Published
Issue
Section
License
Copyright (c) 2026 Kabeya et al.
This work is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International License.
