Journal of Medicinal Chemistry, volume 60, issue 24, pages 10220-10230
Synthesis and Investigation of Photophysical and Biological Properties of Novel S-Containing Bacteriopurpurinimides.
Mironov Andrey F
1
,
Grin Mikhail A.
1
,
Pantushenko Ivan V
1
,
Ivanenkov Yan
2, 3
,
Filkov Gleb I.
4
,
Plotnikova Ekaterina A.
5
,
Karmakova Tatyana A.
5
,
Starovoitova Anna V
6
,
Burmistrova Nelli V
6
,
Yuzhakov Vadim V.
6
,
Romanko Yuri S
6
,
Abakumov Maxim A.
7, 8
,
Ignatova Anastasiya A
9, 10
,
Feofanov A. V.
9, 10
,
Kaplan Mikhail A
6
,
Yakubovskaya Raisa I.
5
,
Tsigankov Anatoliy A.
11
,
Majouga Alexander G.
3, 7
Publication type: Journal Article
Publication date: 2017-12-18
Journal:
Journal of Medicinal Chemistry
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 7.3
ISSN: 00222623, 15204804
Drug Discovery
Molecular Medicine
Abstract
Novel hybrid molecule containing 2-mercaptoethylamine was synthesized starting from O-propyloxime-N-propoxy bacteriopurpurinimide (dipropoxy-BPI), which was readily oxidized in oxygen atmosphere yielding the corresponding disulfide analogue (disulfide-BPI). Spectral, photophysical, photodynamic, and biological properties of compound were properly evaluated. Compounds bearing disulfide moiety can directly interact with glutathione (GSH), thereby reducing its intracellular concentration. Indeed, mice sarcoma S37 cell line was treated in vitro with disulfide-BPI, yielding a CC50 value of 0.05 ± 0.005 μM. A relatively high level of singlet oxygen was detected. It was demonstrated (by fluorescence) that the PS was rapidly accumulated in a cancer nest (S37) at a relatively high level after 2 h upon intravenous administration. After 24 h, no traces of the molecule were detected in the tumor mass. Moreover, high photodynamic efficiency was demonstrated at doses of 150-300 J/cm2 against two different in vivo tumor models, achieving 100% regression of cancer growth.
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1 publication, 9.09%
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1 publication, 9.09%
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1 publication, 9.09%
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1 publication, 9.09%
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1 publication, 9.09%
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1
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Citations by publishers
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2
3
4
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Elsevier
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4 publications, 36.36%
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2 publications, 18.18%
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1 publication, 9.09%
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1 publication, 9.09%
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World Scientific
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World Scientific
1 publication, 9.09%
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Tomsk National Research Medical Center of the Russian Academy of Sciences
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1 publication, 9.09%
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RTU MIREA
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RTU MIREA
1 publication, 9.09%
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1
2
3
4
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Mironov A. F. et al. Synthesis and Investigation of Photophysical and Biological Properties of Novel S-Containing Bacteriopurpurinimides. // Journal of Medicinal Chemistry. 2017. Vol. 60. No. 24. pp. 10220-10230.
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Mironov A. F., Grin M. A., Pantushenko I. V., Ostroverkhov P., Ivanenkov Y., Filkov G. I., Plotnikova E. A., Karmakova T. A., Starovoitova A. V., Burmistrova N. V., Yuzhakov V. V., Romanko Y. S., Abakumov M. A., Ignatova A. A., Feofanov A. V., Kaplan M. A., Yakubovskaya R. I., Tsigankov A. A., Majouga A. G. Synthesis and Investigation of Photophysical and Biological Properties of Novel S-Containing Bacteriopurpurinimides. // Journal of Medicinal Chemistry. 2017. Vol. 60. No. 24. pp. 10220-10230.
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TY - JOUR
DO - 10.1021/acs.jmedchem.7b00577
UR - https://doi.org/10.1021%2Facs.jmedchem.7b00577
TI - Synthesis and Investigation of Photophysical and Biological Properties of Novel S-Containing Bacteriopurpurinimides.
T2 - Journal of Medicinal Chemistry
AU - Pantushenko, Ivan V
AU - Filkov, Gleb I.
AU - Plotnikova, Ekaterina A.
AU - Karmakova, Tatyana A.
AU - Starovoitova, Anna V
AU - Burmistrova, Nelli V
AU - Yuzhakov, Vadim V.
AU - Romanko, Yuri S
AU - Ignatova, Anastasiya A
AU - Kaplan, Mikhail A
AU - Yakubovskaya, Raisa I.
AU - Tsigankov, Anatoliy A.
AU - Majouga, Alexander G.
AU - Mironov, Andrey F
AU - Grin, Mikhail A.
AU - Ostroverkhov, Petr
AU - Ivanenkov, Yan
AU - Abakumov, Maxim A.
AU - Feofanov, A. V.
PY - 2017
DA - 2017/12/18 00:00:00
PB - American Chemical Society (ACS)
SP - 10220-10230
IS - 24
VL - 60
SN - 0022-2623
SN - 1520-4804
ER -
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@article{2017_Mironov,
author = {Ivan V Pantushenko and Gleb I. Filkov and Ekaterina A. Plotnikova and Tatyana A. Karmakova and Anna V Starovoitova and Nelli V Burmistrova and Vadim V. Yuzhakov and Yuri S Romanko and Anastasiya A Ignatova and Mikhail A Kaplan and Raisa I. Yakubovskaya and Anatoliy A. Tsigankov and Alexander G. Majouga and Andrey F Mironov and Mikhail A. Grin and Petr Ostroverkhov and Yan Ivanenkov and Maxim A. Abakumov and A. V. Feofanov},
title = {Synthesis and Investigation of Photophysical and Biological Properties of Novel S-Containing Bacteriopurpurinimides.},
journal = {Journal of Medicinal Chemistry},
year = {2017},
volume = {60},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021%2Facs.jmedchem.7b00577},
number = {24},
pages = {10220--10230},
doi = {10.1021/acs.jmedchem.7b00577}
}
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Mironov, Andrey F., et al. “Synthesis and Investigation of Photophysical and Biological Properties of Novel S-Containing Bacteriopurpurinimides..” Journal of Medicinal Chemistry, vol. 60, no. 24, Dec. 2017, pp. 10220-10230. https://doi.org/10.1021%2Facs.jmedchem.7b00577.