Compounds Combining Aminoadamantane and Monoterpene Moieties: Cytotoxicity and Mutagenic Effects.

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.

• Authors: 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
• Journal: Medicinal chemistry (Shariqah (United Arab Emirates)) (Med Chem) Vol. 11 Issue 7 Pg. 629-35 ( 2015) ISSN: 1875-6638 [Electronic] Netherlands
• PMID: 25981517 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Antineoplastic Agents
• Monoterpenes
• Mutagens
• Adamantane

Topics

• Adamantane (chemistry, pharmacology)
• Animals
• Antineoplastic Agents (chemistry, pharmacology)
• Cell Line, Tumor
• Dogs
• Humans
• Madin Darby Canine Kidney Cells
• Monoterpenes (chemistry)
• Mutagens (chemistry, pharmacology)