Compounds combining aminoadamantane and monoterpene moieties: Cytotoxicity and mutagenic effects

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, Nariman F. Salakhutdinov

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)629-635
Number of pages7
JournalMedicinal Chemistry
Volume11
Issue number7
DOIs
Publication statusPublished - 1 Oct 2015

Keywords

  • Adamantane
  • Amine
  • Anticancer activity
  • Cytotoxicity
  • Genotoxicity
  • Monoterpene

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