Copyright (c) 2022 AJC
This work is licensed under a Creative Commons Attribution 4.0 International License.
Thermal Studies of Aqueous Free-Base Porphyrin and Metalloporphyrins of Cu, Ag and Mn
Corresponding Author(s) : S.D. Gokakakar
Asian Journal of Chemistry,
Vol. 34 No. 6 (2022): Vol 34 Issue 6
Abstract
Present study is intended on the thermal behaviour of the free base aqueous porphyrin and the corresponding metalloporphyrins of some of the transition metal ions such as Cu, Ag and Mn. The respective porphyrins were synthesized and characterized by ultra violet-visible spectroscopy, infrared spectroscopy and high-resolution mass spectrometry. These porphyrins thus obtained were then subjected to thermal analysis from room temperature to 800 ºC. It was observed that free-base porphyrin tetrasodium meso-tetra (p-sulphonatophenyl) porphyrin (TPPS4) is stable up to 360 ºC and remaining metalloporphyrins are stable in the range of 435-460 ºC, respectively. Further, the hygroscopic porphyrins were subjected to fixation of number of water molecules of crystallization and quantitative analysis with respect to % of metal oxide, % of Na+, % SO42- and % coal respectively.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- M. Imran, M. Ramzan, A.K. Qureshi, M.A. Khan and M. Tariq, Biosensors, 8, 95 (2018); https://doi.org/10.3390/bios8040095
- S.V. Jenkins, A. Srivatsan, K.Y. Reynolds, F. Gao, Y. Zhang, C.D. Heyes, R.K. Pandey and J. Chen, J. Colloid Interface Sci., 461, 225 (2016); https://doi.org/10.1016/j.jcis.2015.09.037
- H. Huang, W. Song, J. Rieffel and J.F. Lovell, Front. Phys., 3, 23 (2015); https://doi.org/10.3389/fphy.2015.00023
- R.C. Huxford, J.D. Rocca and W. Lin, Curr. Opin. Chem. Biol., 14, 262 (2010); https://doi.org/10.1016/j.cbpa.2009.12.012
- Y.N. Xue, Z.Z. Huang, J.T. Zhang, M. Liu, M. Zhang, S.W. Huang and R.X. Zhuo, Polymer, 50, 3706 (2009); https://doi.org/10.1016/j.polymer.2009.05.033
- S. De Robertis, M.C. Bonferoni, L. Elviri, G. Sandri, C. Caramella and R. Bettini, Expert Opin. Drug Deliv., 12, 441 (2015); https://doi.org/10.1517/17425247.2015.966685
- W. Cheng, I.E. Haedicke, J. Nofiele, F. Martinez, K. Beera, T.J. Scholl, H.-L.M. Cheng and X. Zhang, J. Med. Chem., 57, 516 (2014); https://doi.org/10.1021/jm401124b
- F. Hammerer, G. Garcia, S. Chen, F. Poyer, C. Fiorini-Debuisschert, S. Achelle, M.-P. Teulade-Fichou and P. Maillard, J. Org. Chem., 79, 1406 (2014); https://doi.org/10.1021/jo402658h
- X. Dong, H. Chen, J. Qin, C. Wei, J. Liang, T. Liu, D. Kong and F. Lv, Drug Deliv., 24, 641 (2017); https://doi.org/10.1080/10717544.2017.1289570
- A.S. Stender, K. Marchuk, C. Liu, S. Sander, M.W. Meyer, E.A. Smith, B. Neupane, G. Wang, J. Li, J.-X. Cheng, B. Huang and N. Fang, Chem. Rev., 113, 2469 (2013); https://doi.org/10.1021/cr300336e
- M. Kueny-Stotz, A. Garofalo and D. Felder-Flesch, Eur. J. Inorg. Chem., 2012, 1987 (2012); https://doi.org/10.1002/ejic.201101163
- H. Benveniste and S. Blackband, Prog. Neurobiol., 67, 393 (2002); https://doi.org/10.1016/S0301-0082(02)00020-5
- H. Hummel, V.U. Weiler and R. Hoffmann, Targeting Contrast Agents or Targeting Therapeutic Agents for Molecular Imaging and Therapy, US Patent US20090238767A1 (2009).
- L.M. Manus, R.C. Strauch, A.H. Hung, A.L. Eckermann and T.J. Meade, Anal. Chem., 84, 6278 (2012); https://doi.org/10.1021/ac300527z
- A.S. Merbach, The Chemistry of Contrast Agents in Medical Magnetic Resonance Imaging; John Wiley & Sons: Hoboken, NJ, USA (2013).
- F. Bryden and R.W. Boyle, Metalloporphyrins for Medical Imaging Applications. In Advances in Inorganic Chemistry; Elsevier: Amsterdam, The Netherlands; vol. 68, pp. 141 (2016).
- J.C.P. Grancho, M.M. Pereira, M.D.G. Miguel, A.R. Gonsalves and H.D. Burrows, Photochem. Photobiol., 75, 249 (2002); https://doi.org/10.1562/0031-8655(2002)075<0249:SSAPOS>2.0.CO;2
- S.K. Pandey, A.L. Gryshuk, A. Graham, K. Ohkubo, S. Fukuzumi, M.P. Dobhal, G. Zheng, Z. Ou, R. Zhan, K.M. Kadish, A. Oseroff, S. Ramaprasad and R.K. Pandey, Tetrahedron, 59, 10059 (2003); https://doi.org/10.1016/j.tet.2003.10.016
- A. Jemal, M.M. Center, C. DeSantis and E.M. Ward, Cancer Epidemiol. Prev. Biomark., 20, 1055 (2010); https://doi.org/10.1158/1055-9965.EPI-10-0437
- M.J. Akhtar, M. Ahamed, H.A. Alhadlaq, S.A. Alrokayan and S. Kumar, Clin. Chim. Acta, 436, 78 (2014); https://doi.org/10.1016/j.cca.2014.05.004
- P. Zhang, C. Hu, W. Ran, J. Meng, Q. Yin and Y. Li, Theranostics, 6, 948 (2016); https://doi.org/10.7150/thno.15217
- J. Zhang, C. Jiang, J.P. Figueiró-Longo, R.B. Azevedo, H. Zhang and L.A. Muehlmann, Acta Pharm. Sin. B, 8, 137 (2018); https://doi.org/10.1016/j.apsb.2017.09.003
- M.A. Rajora, J.W.H. Lou and G. Zheng, Chem. Soc. Rev., 46, 6433 (2017); https://doi.org/10.1039/C7CS00525C
- C.M. Lemon, E. Karnas, X. Han, O.T. Bruns, T.J. Kempa, D. Fukumura, M.G. Bawendi, R.K. Jain, D.G. Duda and D.G. Nocera, J. Am. Chem. Soc., 137, 9832 (2015); https://doi.org/10.1021/jacs.5b04765
- A.A. Ptaszyñska, M. Trytek, G. Borsuk, K. Buczek, K. Rybicka-Jasiñska and D. Gryko, Sci. Rep., 8, 5523 (2018); https://doi.org/10.1038/s41598-018-23678-8
- A.V. Salker and S.D. Gokakakar, Int. J. Phys. Sci., 4, 377 (2009).
- S.D. Gokakakar and A.V. Salker, Indian J. Chem. Technol., 16, 492 (2009).
- G. de la Torre, G. Bottari, M. Sekita, A. Hausmann, D.M. Guldi and T. Torres, Chem. Soc. Rev., 42, 8049 (2013); https://doi.org/10.1039/c3cs60140d
- S. Saito and A. Osuka, Angew. Chem. Int. Ed., 50, 4342 (2011); https://doi.org/10.1002/anie.201003909
- T.S. Srivastava and M. Tsutsui, J. Org. Chem., 38, 2103 (1973); https://doi.org/10.1021/jo00951a036
- E.B. Fleischer, J.M. Palmer, T.S. Srivastava and A. Chatterjee, J. Am. Chem. Soc., 93, 3162 (1971); https://doi.org/10.1021/ja00742a012
- W. De W. Horrocks Jr. and E.G. Hove, J. Am. Chem. Soc., 100, 4386 (1978); https://doi.org/10.1021/ja00482a012
- F.R. Hopf and D.G. Whitten, in: K.M. Smith, Porphyrins and Metalloporphyrins, Elsevier, Amsterdam, Chap. 16, pp. 667 (1975).
- S.D. Gokakakar and A.V. Salker, J. Therm. Anal. Calorim., 109, 1487 (2012); https://doi.org/10.1007/s10973-011-1952-4
References
M. Imran, M. Ramzan, A.K. Qureshi, M.A. Khan and M. Tariq, Biosensors, 8, 95 (2018); https://doi.org/10.3390/bios8040095
S.V. Jenkins, A. Srivatsan, K.Y. Reynolds, F. Gao, Y. Zhang, C.D. Heyes, R.K. Pandey and J. Chen, J. Colloid Interface Sci., 461, 225 (2016); https://doi.org/10.1016/j.jcis.2015.09.037
H. Huang, W. Song, J. Rieffel and J.F. Lovell, Front. Phys., 3, 23 (2015); https://doi.org/10.3389/fphy.2015.00023
R.C. Huxford, J.D. Rocca and W. Lin, Curr. Opin. Chem. Biol., 14, 262 (2010); https://doi.org/10.1016/j.cbpa.2009.12.012
Y.N. Xue, Z.Z. Huang, J.T. Zhang, M. Liu, M. Zhang, S.W. Huang and R.X. Zhuo, Polymer, 50, 3706 (2009); https://doi.org/10.1016/j.polymer.2009.05.033
S. De Robertis, M.C. Bonferoni, L. Elviri, G. Sandri, C. Caramella and R. Bettini, Expert Opin. Drug Deliv., 12, 441 (2015); https://doi.org/10.1517/17425247.2015.966685
W. Cheng, I.E. Haedicke, J. Nofiele, F. Martinez, K. Beera, T.J. Scholl, H.-L.M. Cheng and X. Zhang, J. Med. Chem., 57, 516 (2014); https://doi.org/10.1021/jm401124b
F. Hammerer, G. Garcia, S. Chen, F. Poyer, C. Fiorini-Debuisschert, S. Achelle, M.-P. Teulade-Fichou and P. Maillard, J. Org. Chem., 79, 1406 (2014); https://doi.org/10.1021/jo402658h
X. Dong, H. Chen, J. Qin, C. Wei, J. Liang, T. Liu, D. Kong and F. Lv, Drug Deliv., 24, 641 (2017); https://doi.org/10.1080/10717544.2017.1289570
A.S. Stender, K. Marchuk, C. Liu, S. Sander, M.W. Meyer, E.A. Smith, B. Neupane, G. Wang, J. Li, J.-X. Cheng, B. Huang and N. Fang, Chem. Rev., 113, 2469 (2013); https://doi.org/10.1021/cr300336e
M. Kueny-Stotz, A. Garofalo and D. Felder-Flesch, Eur. J. Inorg. Chem., 2012, 1987 (2012); https://doi.org/10.1002/ejic.201101163
H. Benveniste and S. Blackband, Prog. Neurobiol., 67, 393 (2002); https://doi.org/10.1016/S0301-0082(02)00020-5
H. Hummel, V.U. Weiler and R. Hoffmann, Targeting Contrast Agents or Targeting Therapeutic Agents for Molecular Imaging and Therapy, US Patent US20090238767A1 (2009).
L.M. Manus, R.C. Strauch, A.H. Hung, A.L. Eckermann and T.J. Meade, Anal. Chem., 84, 6278 (2012); https://doi.org/10.1021/ac300527z
A.S. Merbach, The Chemistry of Contrast Agents in Medical Magnetic Resonance Imaging; John Wiley & Sons: Hoboken, NJ, USA (2013).
F. Bryden and R.W. Boyle, Metalloporphyrins for Medical Imaging Applications. In Advances in Inorganic Chemistry; Elsevier: Amsterdam, The Netherlands; vol. 68, pp. 141 (2016).
J.C.P. Grancho, M.M. Pereira, M.D.G. Miguel, A.R. Gonsalves and H.D. Burrows, Photochem. Photobiol., 75, 249 (2002); https://doi.org/10.1562/0031-8655(2002)075<0249:SSAPOS>2.0.CO;2
S.K. Pandey, A.L. Gryshuk, A. Graham, K. Ohkubo, S. Fukuzumi, M.P. Dobhal, G. Zheng, Z. Ou, R. Zhan, K.M. Kadish, A. Oseroff, S. Ramaprasad and R.K. Pandey, Tetrahedron, 59, 10059 (2003); https://doi.org/10.1016/j.tet.2003.10.016
A. Jemal, M.M. Center, C. DeSantis and E.M. Ward, Cancer Epidemiol. Prev. Biomark., 20, 1055 (2010); https://doi.org/10.1158/1055-9965.EPI-10-0437
M.J. Akhtar, M. Ahamed, H.A. Alhadlaq, S.A. Alrokayan and S. Kumar, Clin. Chim. Acta, 436, 78 (2014); https://doi.org/10.1016/j.cca.2014.05.004
P. Zhang, C. Hu, W. Ran, J. Meng, Q. Yin and Y. Li, Theranostics, 6, 948 (2016); https://doi.org/10.7150/thno.15217
J. Zhang, C. Jiang, J.P. Figueiró-Longo, R.B. Azevedo, H. Zhang and L.A. Muehlmann, Acta Pharm. Sin. B, 8, 137 (2018); https://doi.org/10.1016/j.apsb.2017.09.003
M.A. Rajora, J.W.H. Lou and G. Zheng, Chem. Soc. Rev., 46, 6433 (2017); https://doi.org/10.1039/C7CS00525C
C.M. Lemon, E. Karnas, X. Han, O.T. Bruns, T.J. Kempa, D. Fukumura, M.G. Bawendi, R.K. Jain, D.G. Duda and D.G. Nocera, J. Am. Chem. Soc., 137, 9832 (2015); https://doi.org/10.1021/jacs.5b04765
A.A. Ptaszyñska, M. Trytek, G. Borsuk, K. Buczek, K. Rybicka-Jasiñska and D. Gryko, Sci. Rep., 8, 5523 (2018); https://doi.org/10.1038/s41598-018-23678-8
A.V. Salker and S.D. Gokakakar, Int. J. Phys. Sci., 4, 377 (2009).
S.D. Gokakakar and A.V. Salker, Indian J. Chem. Technol., 16, 492 (2009).
G. de la Torre, G. Bottari, M. Sekita, A. Hausmann, D.M. Guldi and T. Torres, Chem. Soc. Rev., 42, 8049 (2013); https://doi.org/10.1039/c3cs60140d
S. Saito and A. Osuka, Angew. Chem. Int. Ed., 50, 4342 (2011); https://doi.org/10.1002/anie.201003909
T.S. Srivastava and M. Tsutsui, J. Org. Chem., 38, 2103 (1973); https://doi.org/10.1021/jo00951a036
E.B. Fleischer, J.M. Palmer, T.S. Srivastava and A. Chatterjee, J. Am. Chem. Soc., 93, 3162 (1971); https://doi.org/10.1021/ja00742a012
W. De W. Horrocks Jr. and E.G. Hove, J. Am. Chem. Soc., 100, 4386 (1978); https://doi.org/10.1021/ja00482a012
F.R. Hopf and D.G. Whitten, in: K.M. Smith, Porphyrins and Metalloporphyrins, Elsevier, Amsterdam, Chap. 16, pp. 667 (1975).
S.D. Gokakakar and A.V. Salker, J. Therm. Anal. Calorim., 109, 1487 (2012); https://doi.org/10.1007/s10973-011-1952-4