volume 62 issue 24 pages 11182-11193

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
Yuliya V Romanenko 5
Publication typeJournal Article
Publication date2019-11-29
scimago Q1
wos Q1
SJR1.801
CiteScore11.5
Impact factor6.8
ISSN00222623, 15204804
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.
Found 
Found 

Top-30

Journals

1
2
3
4
Russian Chemical Bulletin
4 publications, 8.89%
Journal of Medicinal Chemistry
3 publications, 6.67%
Mendeleev Communications
3 publications, 6.67%
Pharmaceutics
3 publications, 6.67%
European Journal of Medicinal Chemistry
3 publications, 6.67%
Journal of Photochemistry and Photobiology A: Chemistry
2 publications, 4.44%
Russian Journal of Bioorganic Chemistry
2 publications, 4.44%
Russian Journal of Organic Chemistry
2 publications, 4.44%
Topics in Current Chemistry
1 publication, 2.22%
Chemistry of Heterocyclic Compounds
1 publication, 2.22%
Dyes and Pigments
1 publication, 2.22%
Bioorganic Chemistry
1 publication, 2.22%
Journal of Photochemistry and Photobiology B: Biology
1 publication, 2.22%
Organic Letters
1 publication, 2.22%
Dalton Transactions
1 publication, 2.22%
Chemical Reviews
1 publication, 2.22%
ACS Omega
1 publication, 2.22%
ACS Pharmacology & Translational Science
1 publication, 2.22%
Langmuir
1 publication, 2.22%
Frontiers in Molecular Biosciences
1 publication, 2.22%
Biomedical Photonics
1 publication, 2.22%
Doklady Chemistry
1 publication, 2.22%
Russian Journal of General Chemistry
1 publication, 2.22%
Macroheterocycles
1 publication, 2.22%
Biophysical Reviews
1 publication, 2.22%
Journal of Molecular Structure
1 publication, 2.22%
Drug development & registration
1 publication, 2.22%
Доклады Российской академии наук Химия науки о материалах
1 publication, 2.22%
Журнал органической химии
1 publication, 2.22%
1
2
3
4

Publishers

1
2
3
4
5
6
7
8
9
American Chemical Society (ACS)
9 publications, 20%
Elsevier
9 publications, 20%
Springer Nature
7 publications, 15.56%
Pleiades Publishing
6 publications, 13.33%
OOO Zhurnal "Mendeleevskie Soobshcheniya"
3 publications, 6.67%
MDPI
3 publications, 6.67%
The Russian Academy of Sciences
2 publications, 4.44%
Royal Society of Chemistry (RSC)
1 publication, 2.22%
Frontiers Media S.A.
1 publication, 2.22%
Russian Photodynamic Association
1 publication, 2.22%
Ivanovo State University of Chemistry and Technology
1 publication, 2.22%
Center of Pharmaceutical Analytics Ltd
1 publication, 2.22%
1
2
3
4
5
6
7
8
9
  • We do not take into account publications without a DOI.
  • Statistics recalculated weekly.

Are you a researcher?

Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
45
Share
Cite this
GOST |
Cite this
GOST Copy
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) Copy
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.
RIS |
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 -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@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}
}
MLA
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.