Abstract
A series of secondary amines combining monoterpenoid and aminoadamantane moieties have been synthesized. Their cytotoxic activity against human cancer cells CEM-13, MT-4, and U-937 has been studied for the first time. Most of the obtained compounds exhibited a significant cytotoxic activity with the median cytotoxic dose (CTD50) ranging from 6 to 84 µM. The most promising results were obtained for compound 2b which was synthesized from 1-aminoadamantane and (-)-myrtenal and revealed a high activity against all tumor lines used (CTD50 = 12÷21 µM) along with low toxicity with respect to MDCK cells (CTD50 = 1500 µM). The synthesized amines do not exert the genotoxic effect on cells of the biosensor strain based on recombinant E. coli cells bearing the pRAC-gfp plasmid.
Keywords: Adamantane, amine, anticancer activity, cytotoxicity, genotoxicity, monoterpene.
Medicinal Chemistry
Title:Compounds Combining Aminoadamantane and Monoterpene Moieties: Cytotoxicity and Mutagenic Effects
Volume: 11 Issue: 7
Author(s): Evgeniy V. Suslov, Konstantin Yu. Ponomarev, Artem D. Rogachev, Michail A. Pokrovsky, Andrey G. Pokrovsky, Maria B. Pykhtina, Anatoly B. Beklemishev, Dina V. Korchagina, Konstantin P. Volcho and Nariman F. Salakhutdinov
Affiliation:
Keywords: Adamantane, amine, anticancer activity, cytotoxicity, genotoxicity, monoterpene.
Abstract: A series of secondary amines combining monoterpenoid and aminoadamantane moieties have been synthesized. Their cytotoxic activity against human cancer cells CEM-13, MT-4, and U-937 has been studied for the first time. Most of the obtained compounds exhibited a significant cytotoxic activity with the median cytotoxic dose (CTD50) ranging from 6 to 84 µM. The most promising results were obtained for compound 2b which was synthesized from 1-aminoadamantane and (-)-myrtenal and revealed a high activity against all tumor lines used (CTD50 = 12÷21 µM) along with low toxicity with respect to MDCK cells (CTD50 = 1500 µM). The synthesized amines do not exert the genotoxic effect on cells of the biosensor strain based on recombinant E. coli cells bearing the pRAC-gfp plasmid.
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V. Suslov Evgeniy, Yu. Ponomarev Konstantin, D. Rogachev Artem, A. Pokrovsky Michail, G. Pokrovsky Andrey, B. Pykhtina Maria, B. Beklemishev Anatoly, V. Korchagina Dina, P. Volcho Konstantin and F. Salakhutdinov Nariman, Compounds Combining Aminoadamantane and Monoterpene Moieties: Cytotoxicity and Mutagenic Effects, Medicinal Chemistry 2015; 11 (7) . https://dx.doi.org/10.2174/1573406411666150518110053
DOI https://dx.doi.org/10.2174/1573406411666150518110053 |
Print ISSN 1573-4064 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6638 |
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