Email this article New ASGPR-targeted ligands based on glycoconjugated natural triterpenoids
- Authors: Yamansarov E.Y.1, Skvortsov D.A.1, Lopukhov A.V.1, Kovalev S.V.1, Evteev S.A.1, Petrov R.A.1, Klyachko N.L.1,2, Zyk N.V.1, Beloglazkina E.K.1, Ivanenkov Y.A.3,4, Majouga A.G.1,5,6
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Affiliations:
- Lomonosov Moscow State University
- Skolkovo Institute of Science and Technology
- Institute of Biochemistry and Genetics, Ufa Scientific Center of the Russian Academy of Sciences
- Moscow Institute of Physics and Technology (State University)
- National University of Science and Technology MISiS
- Dmitry Mendeleev University of Chemical Technology of Russia
- Issue: Vol 68, No 12 (2019)
- Pages: 2331-2338
- Section: Full Articles
- URL: https://journal-vniispk.ru/1066-5285/article/view/243567
- DOI: https://doi.org/10.1007/s11172-019-2707-9
- ID: 243567
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Abstract
New ligands for targeted delivery to the liver based on glycoconjugated natural triterpenoids are proposed. Simple chemical transformations of starting lupane triterpenes led to betulin or betulinic acid conjugates with N-acetyl-d-galactosamine linked through an isopropenyl fragment of the terpene skeleton. The obtained compounds were non-toxic in vitro to a series of cancer cell lines and normal cells. Molecular docking in silico and surface plasmon resonance spectroscopy revealed a high specificity of the synthesized glycotriterpenoids to the asialogly-coprotein receptor of hepatocytes.
About the authors
E. Yu. Yamansarov
Lomonosov Moscow State University
Author for correspondence.
Email: jamansar@gmail.com
Russian Federation, 1 Leninskie Gory, Moscow, 119991
D. A. Skvortsov
Lomonosov Moscow State University
Email: jamansar@gmail.com
Russian Federation, 1 Leninskie Gory, Moscow, 119991
A. V. Lopukhov
Lomonosov Moscow State University
Email: jamansar@gmail.com
Russian Federation, 1 Leninskie Gory, Moscow, 119991
S. V. Kovalev
Lomonosov Moscow State University
Email: jamansar@gmail.com
Russian Federation, 1 Leninskie Gory, Moscow, 119991
S. A. Evteev
Lomonosov Moscow State University
Email: jamansar@gmail.com
Russian Federation, 1 Leninskie Gory, Moscow, 119991
R. A. Petrov
Lomonosov Moscow State University
Email: jamansar@gmail.com
Russian Federation, 1 Leninskie Gory, Moscow, 119991
N. L. Klyachko
Lomonosov Moscow State University; Skolkovo Institute of Science and Technology
Email: jamansar@gmail.com
Russian Federation, 1 Leninskie Gory, Moscow, 119991; 100 ul. Novaya, Skolkovo, 143025
N. V. Zyk
Lomonosov Moscow State University
Email: jamansar@gmail.com
Russian Federation, 1 Leninskie Gory, Moscow, 119991
E. K. Beloglazkina
Lomonosov Moscow State University
Email: jamansar@gmail.com
Russian Federation, 1 Leninskie Gory, Moscow, 119991
Ya. A. Ivanenkov
Institute of Biochemistry and Genetics, Ufa Scientific Center of the Russian Academy of Sciences; Moscow Institute of Physics and Technology (State University)
Email: jamansar@gmail.com
Russian Federation, 71 prosp. Oktyabrya, Ufa, 450054; 9 Instituskiiper., Dolgoprudnyi, Moscow region, 141701
A. G. Majouga
Lomonosov Moscow State University; National University of Science and Technology MISiS; Dmitry Mendeleev University of Chemical Technology of Russia
Email: jamansar@gmail.com
Russian Federation, 1 Leninskie Gory, Moscow, 119991; 4 Leninskiiprosp., Moscow, 119049; 1 Build., 9 Miusskaya pl., Moscow, 125047
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