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Synthesis of conjugates of 5,15-disubstituted aminoporphyrins and terpyridine derivatives with potential chelating properties

Fedor Yuryevich Vyalba 1
Fedor Yuryevich Vyalba
, 
Anastasia Vladimirovna Ivantsova 1
Anastasia Vladimirovna Ivantsova
, 
Kseniya Aleksandrovna Zhdanova 1
Kseniya Aleksandrovna Zhdanova
, 
Maxim Nikolaevich Usachev 1
Maxim Nikolaevich Usachev
, 
Margarita Alexeevna Gradova 2
Margarita Alexeevna Gradova
, 
Natal'ya Aleksandrovna Bragina 1
Natal'ya Aleksandrovna Bragina
10.1016/j.mencom.2022.09.036
Published 2022-09-05
Communication , Volume 32, Issue 5, 675-677
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Vyalba F. Y. et al. Synthesis of conjugates of 5,15-disubstituted aminoporphyrins and terpyridine derivatives with potential chelating properties // Mendeleev Communications. 2022. Vol. 32. No. 5. pp. 675-677.
GOST all authors (up to 50) Copy
Vyalba F. Y., Ivantsova A. V., Zhdanova K. A., Usachev M. N., Gradova M. A., Bragina N. A. Synthesis of conjugates of 5,15-disubstituted aminoporphyrins and terpyridine derivatives with potential chelating properties // Mendeleev Communications. 2022. Vol. 32. No. 5. pp. 675-677.
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TY - JOUR
DO - 10.1016/j.mencom.2022.09.036
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.09.036
TI - Synthesis of conjugates of 5,15-disubstituted aminoporphyrins and terpyridine derivatives with potential chelating properties
T2 - Mendeleev Communications
AU - Vyalba, Fedor Yuryevich
AU - Ivantsova, Anastasia Vladimirovna
AU - Zhdanova, Kseniya Aleksandrovna
AU - Usachev, Maxim Nikolaevich
AU - Gradova, Margarita Alexeevna
AU - Bragina, Natal'ya Aleksandrovna
PY - 2022
DA - 2022/09/05
PB - Mendeleev Communications
SP - 675-677
IS - 5
VL - 32
ER -
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@article{2022_Vyalba,
author = {Fedor Yuryevich Vyalba and Anastasia Vladimirovna Ivantsova and Kseniya Aleksandrovna Zhdanova and Maxim Nikolaevich Usachev and Margarita Alexeevna Gradova and Natal'ya Aleksandrovna Bragina},
title = {Synthesis of conjugates of 5,15-disubstituted aminoporphyrins and terpyridine derivatives with potential chelating properties},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.09.036},
number = {5},
pages = {675--677},
doi = {10.1016/j.mencom.2022.09.036}
}
MLA
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Vyalba, Fedor Yuryevich, et al. “Synthesis of conjugates of 5,15-disubstituted aminoporphyrins and terpyridine derivatives with potential chelating properties.” Mendeleev Communications, vol. 32, no. 5, Sep. 2022, pp. 675-677. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.09.036.

Keywords

chelating groups
photodiagnostics
photodynamic therapy
porphyrins
terpyridine
Zn complexes of porphyrins

Abstract

meso-Arylporphyrin containing two external chelating 2,2':6',2'-terpyridine fragments and its zinc complex were synthesized. The key step comprised the amide bond formation between the porphyrin diamine derivative and 4'-(4-carboxyphenyl)-2,2':6',2'-terpyridine. The compounds obtained seem to be potent for photodynamic therapy and diagnosis.

References

4.
Recent advances in porphyrin-based nanocomposites for effective targeted imaging and therapy.
Rabiee N., Yaraki M.T., Garakani S.M., Garakani S.M., Ahmadi S., Lajevardi A., Bagherzadeh M., Rabiee M., Tayebi L., Tahriri M., Hamblin M.R.
Biomaterials, 2020
5.
Synthesis and characterization of bacteriochlorin loaded magnetic nanoparticles (MNP) for personalized MRI guided photosensitizers delivery to tumor
Ostroverkhov P.V., Semkina A.S., Naumenko V.A., Plotnikova E.A., Melnikov P.A., Abakumova T.O., Yakubovskaya R.I., Mironov A.F., Vodopyanov S.S., Abakumov A.M., Majouga A.G., Grin M.A., Chekhonin V.P., Abakumov M.A.
Journal of Colloid and Interface Science, 2019
7.
Photodynamic therapy – mechanisms, photosensitizers and combinations
Kwiatkowski S., Knap B., Przystupski D., Saczko J., Kędzierska E., Knap-Czop K., Kotlińska J., Michel O., Kotowski K., Kulbacka J.
Biomedicine and Pharmacotherapy, 2018
9.
Synthesis and photodynamic antimicrobial activity of amphiphilic meso-arylporphyrins with pyridyl moieties
Zhdanova K.A., Savelyeva I.O., Ignatova A.A., Gradova M.A., Gradov O.V., Lobanov A.V., Feofanov A.V., Mironov A.F., Bragina N.A.
Dyes and Pigments, 2020
10.
Comparison of the Photodynamic Action of Porphyrin, Chlorin, and Isobacteriochlorin Derivatives toward a Melanotic Cell Line
Castro K.A., Ramos L., Mesquita M., Biazzotto J.C., Moura N.M., Mendes R.F., Almeida Paz F.A., Tomé A.C., Cavaleiro J.A., Simões M.M., Faustino M.A., Jager A.V., Nakagaki S., P.M.S. Neves M.G., da Silva R.S., et. al.
ACS Applied Bio Materials, 2021
11.
Zhdanova K.A., Ezhov A.V., Bragina N.A., Mironov A.F.
Mendeleev Communications, 2018
12.
Photocatalytic activity of pyrazinoporphyrin in the presence of gold nanoparticles and nanoclusters
Polivanovskaia D.A., Birin K.P., Averin A.A., Gorbunova Y.G., Tsivadze A.Y.
Russian Chemical Bulletin, 2021
14.
Enhancing the photocytotoxic potential of curcumin on terpyridyl lanthanide(iii) complex formation
Hussain A., Somyajit K., Banik B., Banerjee S., Nagaraju G., Chakravarty A.R.
Dalton Transactions, 2013
15.
Self-assembly and photo-responsive behavior of bis-terpyridyl Eu3+-complex L1
Dong C., Yuan J., Hoffmann H., Hao J.
New Journal of Chemistry, 2019
16.
Iron(III) Coordinated Polymeric Nanomaterial: A Next-Generation Theranostic Agent for High-Resolution T1-Weighted Magnetic Resonance Imaging and Anticancer Drug Delivery
Patra D., Mukherjee S., Chakraborty I., Dash T.K., Senapati S., Bhattacharyya R., Shunmugam R.
ACS Biomaterials Science and Engineering, 2018
17.
Synthesis, Stability and Sensitised Lanthanide Luminescence of Heterobimetallic d/f Terpyridine Complexes
Moore E.G., Benaglia M., Bergamini G., Ceroni P.
European Journal of Inorganic Chemistry, 2014
18.
Photoactivated DNA cleavage and anticancer activity of pyrenyl-terpyridine lanthanide complexes
Hussain A., Gadadhar S., Goswami T.K., Karande A.A., Chakravarty A.R.
European Journal of Medicinal Chemistry, 2012
19.
Novel terpyridine-manganese(II) complexes and their potential to activate hydrogen peroxide
Wieprecht T., Xia J., Heinz U., Dannacher J., Schlingloff G.
Journal of Molecular Catalysis A Chemical, 2003
20.
Synthesis of 4′-substituted-2,2′;6′,2″-terpyridine Ru(II) complexes electrochemical, fluorescence quenching and antibacterial studies
Ezhilarasu T., Sathiyaseelan A., Kalaichelvan P.T., Balasubramanian S.
Journal of Molecular Structure, 2017
24.
Synthesis and In Vitro Studies of a Gd(DOTA)–Porphyrin Conjugate for Combined MRI and Photodynamic Treatment
Jenni S., Bolze F., Bonnet C.S., Pallier A., Sour A., Tóth É., Ventura B., Heitz V.
Inorganic Chemistry, 2020
26.
10.1016/j.mencom.2022.09.036_b0130
Ezhov
Tonkie Khim. Tekhnol., 2018
27.
10.1016/j.mencom.2022.09.036_b0135
Ol’shevskaya
Dyes Pigm., 2019
28.
Synthesis of amino-containing meso-aryl-substituted porphyrins and their conjugates with the closo-decaborate anion
Zhdanova K.A., Zhdanov A.P., Ezhov A.V., Bragina N.A., Zhizhin K.Y., Ushakova I.P., Mironov A.F., Kuznetsov N.T.
Russian Chemical Bulletin, 2014
29.
Synthesis and reactions of meso-(p-nitrophenyl)porphyrins
Luguya R., Jaquinod L., Fronczek F.R., Vicente M.G., Smith K.M.
Tetrahedron, 2004
30.
Synthetic routes to meso-patterned porphyrins.
Lindsey J.S.
Accounts of Chemical Research, 2009
32.
Steering On-Surface Polymerization with Metal-Directed Template
Lin T., Shang X.S., Adisoejoso J., Liu P.N., Lin N.
Journal of the American Chemical Society, 2013
35.
Ruthenium(II) Complexes of Carboxylated Terpyridines and Dipyrazinylpyridines
Stublla A., Potvin P.G.
European Journal of Inorganic Chemistry, 2010