Water-Soluble Chlorin/Arylaminoquinazoline Conjugate for Photodynamic and Targeted Therapy
Natalia S Kuzmina
1
,
Lubov V Krylova
1
,
Arthur B Volovetsky
1
,
Andrei E Gavryushin
2
,
Ivan N Meshkov
3
,
Yulia G. Gorbunova
3, 4
,
Yuliya V Romanenko
5
,
Oskar I. Koifman
5
,
1
2
Nanoscape AG, Am Klopferspitz 19, 82152 Planegg, Germany
|
Publication type: Journal Article
Publication date: 2019-11-29
scimago Q1
wos Q1
SJR: 1.801
CiteScore: 11.5
Impact factor: 6.8
ISSN: 00222623, 15204804
PubMed ID:
31782925
Drug Discovery
Molecular Medicine
Abstract
A new water-soluble conjugate, consisting of a chlorin-e6 photosensitizer part, a 4-arylaminoquinazoline moiety with affinity to epidermal growth factor receptors, and a hydrophilic β-D-maltose fragment was synthesized starting from methylpheophorbide-a in seven steps. The prepared conjugate exhibited low levels of dark cytotoxicity and pronounced photoinduced cytotoxicity at submicromolar concentrations in vitro, with IC50(dark)/IC50(light) ratio of ~368 and singlet oxygen quantum yield of about 20%. In tumor-bearing Balb/c nude mice, the conjugate 1 preferentially accumulates in the tumor tissue. Irradiation of the nude mice bearing A431 xenograft tumors after intravenous administration of the prepared conjugate with a relatively low light dose (50 J/cm2) produced an excellent therapeutic effect with profound tumor regression and low systemic toxicity.
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45
Total citations:
45
Citations from 2024:
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(22%)
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GOST
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Otvagin V. F. et al. Water-Soluble Chlorin/Arylaminoquinazoline Conjugate for Photodynamic and Targeted Therapy // Journal of Medicinal Chemistry. 2019. Vol. 62. No. 24. pp. 11182-11193.
GOST all authors (up to 50)
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Otvagin V. F., Kuzmina N. S., Krylova L. V., Volovetsky A. B., Nyuchev A. V., Gavryushin A. E., Meshkov I. N., Gorbunova Y. G., Romanenko Y. V., Koifman O. I., Balalaeva I. V., Fedorov A. Yu. Water-Soluble Chlorin/Arylaminoquinazoline Conjugate for Photodynamic and Targeted Therapy // Journal of Medicinal Chemistry. 2019. Vol. 62. No. 24. pp. 11182-11193.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.jmedchem.9b01294
UR - https://doi.org/10.1021/acs.jmedchem.9b01294
TI - Water-Soluble Chlorin/Arylaminoquinazoline Conjugate for Photodynamic and Targeted Therapy
T2 - Journal of Medicinal Chemistry
AU - Otvagin, Vasilii F
AU - Kuzmina, Natalia S
AU - Krylova, Lubov V
AU - Volovetsky, Arthur B
AU - Nyuchev, Alexander V.
AU - Gavryushin, Andrei E
AU - Meshkov, Ivan N
AU - Gorbunova, Yulia G.
AU - Romanenko, Yuliya V
AU - Koifman, Oskar I.
AU - Balalaeva, Irina V.
AU - Fedorov, Alexey Yu
PY - 2019
DA - 2019/11/29
PB - American Chemical Society (ACS)
SP - 11182-11193
IS - 24
VL - 62
PMID - 31782925
SN - 0022-2623
SN - 1520-4804
ER -
Cite this
BibTex (up to 50 authors)
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@article{2019_Otvagin,
author = {Vasilii F Otvagin and Natalia S Kuzmina and Lubov V Krylova and Arthur B Volovetsky and Alexander V. Nyuchev and Andrei E Gavryushin and Ivan N Meshkov and Yulia G. Gorbunova and Yuliya V Romanenko and Oskar I. Koifman and Irina V. Balalaeva and Alexey Yu Fedorov},
title = {Water-Soluble Chlorin/Arylaminoquinazoline Conjugate for Photodynamic and Targeted Therapy},
journal = {Journal of Medicinal Chemistry},
year = {2019},
volume = {62},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/acs.jmedchem.9b01294},
number = {24},
pages = {11182--11193},
doi = {10.1021/acs.jmedchem.9b01294}
}
Cite this
MLA
Copy
Otvagin, Vasilii F., et al. “Water-Soluble Chlorin/Arylaminoquinazoline Conjugate for Photodynamic and Targeted Therapy.” Journal of Medicinal Chemistry, vol. 62, no. 24, Nov. 2019, pp. 11182-11193. https://doi.org/10.1021/acs.jmedchem.9b01294.