Synthesis and cytotoxicity of new alkyne derivatives of pentacyclic triterpenoids
- Authors: Yamansarov E.Y.1, Saltykova I.V.1, Kovalev S.V.1, Petrov R.A.1, Shkil’ D.O.1, Seleznev E.I.1, Beloglazkina E.K.1, Majouga A.G.1,2,3
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Affiliations:
- Department of Chemistry, M. V. Lomonosov Moscow State University
- National University of Science and Technology MISIS
- D. Mendeleev University of Chemical Technology of Russia
- Issue: Vol 68, No 4 (2019)
- Pages: 855-861
- Section: Full Article
- URL: https://journals.rcsi.science/1066-5285/article/view/243357
- DOI: https://doi.org/10.1007/s11172-019-2496-1
- ID: 243357
Cite item
Abstract
Pentacyclic triterpene hydroxy acids were transformed into acetylene-containing derivatives: propargyl esters at the carboxy group and O-(hex-5-ynoyl) derivatives at the hydroxy group. The cytotoxicity of the synthesized compounds was examined against HepG2 and Huh7 hepatocarcinoma cells and PC3 prostate cancer cells. The primary analysis of the structure—activity relationships was performed; glycyrrhetic acid derivatives showed the maximum enhancement in the cytotoxic properties upon introduction of an alkyne moiety.
About the authors
E. Yu. Yamansarov
Department of Chemistry, M. V. Lomonosov Moscow State University
Author for correspondence.
Email: jamansar@gmail.com
Russian Federation, 3 Build., 1 Leninskie Gory, Moscow, 119991
I. V. Saltykova
Department of Chemistry, M. V. Lomonosov Moscow State University
Email: jamansar@gmail.com
Russian Federation, 3 Build., 1 Leninskie Gory, Moscow, 119991
S. V. Kovalev
Department of Chemistry, M. V. Lomonosov Moscow State University
Email: jamansar@gmail.com
Russian Federation, 3 Build., 1 Leninskie Gory, Moscow, 119991
R. A. Petrov
Department of Chemistry, M. V. Lomonosov Moscow State University
Email: jamansar@gmail.com
Russian Federation, 3 Build., 1 Leninskie Gory, Moscow, 119991
D. O. Shkil’
Department of Chemistry, M. V. Lomonosov Moscow State University
Email: jamansar@gmail.com
Russian Federation, 3 Build., 1 Leninskie Gory, Moscow, 119991
E. I. Seleznev
Department of Chemistry, M. V. Lomonosov Moscow State University
Email: jamansar@gmail.com
Russian Federation, 3 Build., 1 Leninskie Gory, Moscow, 119991
E. K. Beloglazkina
Department of Chemistry, M. V. Lomonosov Moscow State University
Email: jamansar@gmail.com
Russian Federation, 3 Build., 1 Leninskie Gory, Moscow, 119991
A. G. Majouga
Department of Chemistry, M. V. Lomonosov Moscow State University; National University of Science and Technology MISIS; D. Mendeleev University of Chemical Technology of Russia
Email: jamansar@gmail.com
Russian Federation, 3 Build., 1 Leninskie Gory, Moscow, 119991; 4 Leninskii prosp., Moscow, 119049; 1 Build., 9 Miusskaya pl., Moscow, 125047