Abstract:
New allobetulin conjugates were obtained through its O-esterification with hex-5-ynoic acid followed by [3+2]-cycloaddition with three azido derivatives of N-acetyl-d-galactosamine. The conjugates are non-toxic in micromolar range against hepatocellular carcinoma cell lines and have a high affinity towards the HO asialoglycoprotein receptor of hepatocytes based on molecular docking and surface plasmon resonance data.
Citation:
E. I. Seleznev, E. Yu. Yamansarov, E. V. Lopatukhina, A. V. Lopuhov, D. A. Skvortsov, S. A. Evteev, E. T. Yamansarova, A. Yu. Adelgareeva, N. L. Klyachko, E. K. Beloglazkina, Ya. A. Ivanenkov, A. G. Majouga, “Synthesis of allobetulin-based asialoglycoprotein receptor-targeted glycoconjugates”, Mendeleev Commun., 29:5 (2019), 526–528
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https://www.mathnet.ru/eng/mendc1579
https://www.mathnet.ru/eng/mendc/v29/i5/p526
This publication is cited in the following 1 articles:
Emil Yu. Yamansarov, Elena V. Lopatukhina, Sergei A. Evteev, Dmitry A. Skvortsov, Anton V. Lopukhov, Sergey V. Kovalev, Alexander N. Vaneev, Dmitry O. Shkil', Roman A. Akasov, Alexander N. Lobov, Victor A. Naumenko, Ekaterina N. Pavlova, Oxana O. Ryabaya, Olga Yu. Burenina, Yan A. Ivanenkov, Natalia L. Klyachko, Alexander S. Erofeev, Petr V. Gorelkin, Elena K. Beloglazkina, Alexander G. Majouga, “Discovery of Bivalent GalNAc-Conjugated Betulin as a Potent ASGPR-Directed Agent against Hepatocellular Carcinoma”, Bioconjugate Chem., 32:4 (2021), 763