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Medicinal Chemistry

Editor-in-Chief

ISSN (Print): 1573-4064
ISSN (Online): 1875-6638

Compounds Combining Aminoadamantane and Monoterpene Moieties: Cytotoxicity and Mutagenic Effects

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

Volume 11 , Issue 7 , 2015

Page: [629 - 635] Pages: 7

DOI: 10.2174/1573406411666150518110053

Price: $65

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.

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