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

doi:10.2174/1573406411666150518110053

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

Результат исследования: Научные публикации в периодических изданиях › статья › рецензирование

9 Цитирования (Scopus)

Аннотация

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.

Язык оригинала	английский
Страницы (с-по)	629-635
Число страниц	7
Журнал	Medicinal Chemistry
Том	11
Номер выпуска	7
DOI	https://doi.org/10.2174/1573406411666150518110053
Состояние	Опубликовано - 1 окт 2015

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10.2174/1573406411666150518110053

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Цитировать

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. (2015). Compounds combining aminoadamantane and monoterpene moieties: Cytotoxicity and mutagenic effects. Medicinal Chemistry, 11(7), 629-635. https://doi.org/10.2174/1573406411666150518110053

Suslov, Evgeniy V. ; Ponomarev, Konstantin Yu ; Rogachev, Artem D. ; Pokrovsky, Michail A. ; Pokrovsky, Andrey G. ; Pykhtina, Maria B. ; Beklemishev, Anatoly B. ; Korchagina, Dina V. ; Volcho, Konstantin P. ; Salakhutdinov, Nariman F. / Compounds combining aminoadamantane and monoterpene moieties : Cytotoxicity and mutagenic effects. В: Medicinal Chemistry. 2015 ; Том 11, № 7. стр. 629-635.

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title = "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.",

keywords = "Adamantane, Amine, Anticancer activity, Cytotoxicity, Genotoxicity, Monoterpene",

author = "Suslov, {Evgeniy V.} and Ponomarev, {Konstantin Yu} and Rogachev, {Artem D.} and Pokrovsky, {Michail A.} and Pokrovsky, {Andrey G.} and Pykhtina, {Maria B.} and Beklemishev, {Anatoly B.} and Korchagina, {Dina V.} and Volcho, {Konstantin P.} and Salakhutdinov, {Nariman F.}",

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Compounds combining aminoadamantane and monoterpene moieties : Cytotoxicity and mutagenic effects. / Suslov, Evgeniy V.; Ponomarev, Konstantin Yu; Rogachev, Artem D.; Pokrovsky, Michail A.; Pokrovsky, Andrey G.; Pykhtina, Maria B.; Beklemishev, Anatoly B.; Korchagina, Dina V.; Volcho, Konstantin P.; Salakhutdinov, Nariman F.

В: Medicinal Chemistry, Том 11, № 7, 01.10.2015, стр. 629-635.

Результат исследования: Научные публикации в периодических изданиях › статья › рецензирование

TY - JOUR

T1 - Compounds combining aminoadamantane and monoterpene moieties

T2 - Cytotoxicity and mutagenic effects

AU - Suslov, Evgeniy V.

AU - Ponomarev, Konstantin Yu

AU - Rogachev, Artem D.

AU - Pokrovsky, Michail A.

AU - Pokrovsky, Andrey G.

AU - Pykhtina, Maria B.

AU - Beklemishev, Anatoly B.

AU - Korchagina, Dina V.

AU - Volcho, Konstantin P.

AU - Salakhutdinov, Nariman F.

PY - 2015/10/1

Y1 - 2015/10/1

N2 - 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.

AB - 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.

KW - Adamantane

KW - Amine

KW - Anticancer activity

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