Compounds Combining Aminoadamantane and Monoterpene Moieties: Cytotoxicity and Mutagenic Effects

Compounds Combining Aminoadamantane and Monoterpene Moieties: Cytotoxicity and Mutagenic Effects Full article

Journal

Medicinal Chemistry
ISSN: 1573-4064 , E-ISSN: 1875-6638

Output data

Year: 2015, Volume: 11, Number: 7, Pages: 629-635 Pages count : DOI: 10.2174/1573406411666150518110053

Tags

Adamantane; amine; anticancer activity; cytotoxicity; genotoxicity; monoterpene

Authors

Suslov Evgeniy V. ¹ , Ponomarev Konstantin Yu. ¹ , Rogachev Artem D. ^1,2 , Pokrovsky Michail A. ² , Pokrovsky Andrey G. ² , Pykhtina Maria B. ³ , Beklemishev Anatoly B. ³ , Korchagina Dina V. ¹ , Volcho Konstantin P. ^1,2 , Salakhutdinov Nariman F. ^1,2

Affiliations

1	(Данные Web of science) Russian Acad Sci, Siberian Branch, NN Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia
3	(Данные Web of science) Russian Acad Med Sci, Siberian Branch, Res Inst Biochem, Novosibirsk, Russia

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 mu M. 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 divided by 21 mu M) along with low toxicity with respect to MDCK cells (CTD50 = 1500 mu M). 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.

Suslov E.V. , Ponomarev K.Y. , Rogachev A.D. , Pokrovsky M.A. , Pokrovsky A.G. , Pykhtina M.B. , Beklemishev A.B. , Korchagina D.V. , Volcho K.P. , Salakhutdinov N.F.
Compounds Combining Aminoadamantane and Monoterpene Moieties: Cytotoxicity and Mutagenic Effects
Medicinal Chemistry. 2015. V.11. N7. P.629-635. DOI: 10.2174/1573406411666150518110053 WOS Scopus РИНЦ OpenAlex

Published print:

Sep 22, 2015

Web of science:	WOS:000361825400004
Scopus:	2-s2.0-84945469369
Elibrary:	24967568
OpenAlex:	W2224258569

DB	Citing
Web of science	12
Scopus	13
Elibrary	13
OpenAlex	15