Journal of Medicinal Chemistry, том 64, издание 8, номера страниц: 4532-4552

Synthesis and Biological Evaluation of PSMA Ligands with Aromatic Residues and Fluorescent Conjugates Based on Them

Machulkin Aleksei E. 1
Petrov Stanislav A. 1
Ber Anton P. 1
Nimenko Ekaterina A. 1
Zyk Nikolay U. 1
Smirnova Galina B. 4
Pokrovsky Vadim S. 4, 5
Saltykova Irina V. 1
Akhmirov Rauf T. 7
Saveliev Oleg Y. 8
Ivanenkov Yan A. 1, 6, 9, 10, 11
Aladinskaya Anastasiya V. 9
Yamansarov Emil U. 1
Krasnovskaya Olga O. 1, 6
Erofeev Alexander S. 1, 6
Gorelkin Petr V. 1, 6
Dontsova Olga A. 1, 2
Zyk Nikolay V. 1
Khazanova Elena S. 12
Тип документаJournal Article
Дата публикации2021-04-06
ИздательAmerican Chemical Society
Название журналаJournal of Medicinal Chemistry
Квартиль по SCImagoQ1
Квартиль по Web of ScienceQ1
Импакт-фактор 20218.04
ISSN00222623, 15204804
Drug Discovery
Molecular Medicine
Краткое описание
Prostate-specific membrane antigen (PSMA), also known as glutamate carboxypeptidase II (GCPII), is a suitable target for specific delivery of antitumor drugs and diagnostic agents due to its overexpression in prostate cancer cells. In the current work, we describe the design, synthesis, and biological evaluation of novel low-molecular PSMA ligands and conjugates with fluorescent dyes FAM-5, SulfoCy5, and SulfoCy7. In vitro evaluation of synthesized PSMA ligands on the activity of PSMA shows that the addition of aromatic amino acids into a linker structure leads to a significant increase in inhibition. The conjugates of the most potent ligand with FAM-5 as well as SulfoCy5 demonstrated high affinities to PSMA-expressing tumor cells in vitro. In vivo biodistribution in 22Rv1 xenografts in Balb/c nude mice of PSMA-SulfoCy5 and PSMA-SulfoCy7 conjugates with a novel PSMA ligand demonstrated good visualization of PSMA-expressing tumors. Also, the conjugate PSMA-SulfoCy7 demonstrated the absence of any explicit toxicity up to 87.9 mg/kg.
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1. Machulkin A.E. и др. Synthesis and Biological Evaluation of PSMA Ligands with Aromatic Residues and Fluorescent Conjugates Based on Them // Journal of Medicinal Chemistry. 2021. Т. 64. № 8. С. 4532–4552.
RIS |
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TY - JOUR

DO - 10.1021/acs.jmedchem.0c01935

UR - http://dx.doi.org/10.1021/acs.jmedchem.0c01935

TI - Synthesis and Biological Evaluation of PSMA Ligands with Aromatic Residues and Fluorescent Conjugates Based on Them

T2 - Journal of Medicinal Chemistry

AU - Machulkin, Aleksei E.

AU - Shafikov, Radik R.

AU - Uspenskaya, Anastasia A.

AU - Petrov, Stanislav A.

AU - Ber, Anton P.

AU - Skvortsov, Dmitry A.

AU - Nimenko, Ekaterina A.

AU - Zyk, Nikolay U.

AU - Smirnova, Galina B.

AU - Pokrovsky, Vadim S.

AU - Abakumov, Maxim A.

AU - Saltykova, Irina V.

AU - Akhmirov, Rauf T.

AU - Garanina, Anastasiia S.

AU - Polshakov, Vladimir I.

AU - Saveliev, Oleg Y.

AU - Ivanenkov, Yan A.

AU - Aladinskaya, Anastasiya V.

AU - Finko, Alexander V.

AU - Yamansarov, Emil U.

AU - Krasnovskaya, Olga O.

AU - Erofeev, Alexander S.

AU - Gorelkin, Petr V.

AU - Dontsova, Olga A.

AU - Beloglazkina, Elena K.

AU - Zyk, Nikolay V.

AU - Khazanova, Elena S.

AU - Majouga, Alexander G.

PY - 2021

DA - 2021/04/06

PB - American Chemical Society (ACS)

SP - 4532-4552

IS - 8

VL - 64

SN - 0022-2623

SN - 1520-4804

ER -

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@article{2021,

doi = {10.1021/acs.jmedchem.0c01935},

url = {https://doi.org/10.1021%2Facs.jmedchem.0c01935},

year = 2021,

month = {apr},

publisher = {American Chemical Society ({ACS})},

volume = {64},

number = {8},

pages = {4532--4552},

author = {Aleksei E. Machulkin and Radik R. Shafikov and Anastasia A. Uspenskaya and Stanislav A. Petrov and Anton P. Ber and Dmitry A. Skvortsov and Ekaterina A. Nimenko and Nikolay U. Zyk and Galina B. Smirnova and Vadim S. Pokrovsky and Maxim A. Abakumov and Irina V. Saltykova and Rauf T. Akhmirov and Anastasiia S. Garanina and Vladimir I. Polshakov and Oleg Y. Saveliev and Yan A. Ivanenkov and Anastasiya V. Aladinskaya and Alexander V. Finko and Emil U. Yamansarov and Olga O. Krasnovskaya and Alexander S. Erofeev and Petr V. Gorelkin and Olga A. Dontsova and Elena K. Beloglazkina and Nikolay V. Zyk and Elena S. Khazanova and Alexander G. Majouga},

title = {Synthesis and Biological Evaluation of {PSMA} Ligands with Aromatic Residues and Fluorescent Conjugates Based on Them}

}

MLA
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Machulkin, Aleksei E. et al. “Synthesis and Biological Evaluation of PSMA Ligands with Aromatic Residues and Fluorescent Conjugates Based on Them.” Journal of Medicinal Chemistry 64.8 (2021): 4532–4552. Crossref. Web.