Synthesis of ethyl α-nitro-β-trifluoromethyl acrylate and β-trifluoromethyl-substituted tryptophan analogs and their plant growth regulating activity

Fedorovskii, Oleg Yu.; Volkonskii, A. Yu.; Golubev, A. S.; Spiridonov, Yu. Ya.; Чкаников, Н. Д.

doi:10.1007/s11172-017-1863-z

Cited by 2 publications

(1 citation statement)

References 17 publications

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“…Investigation of the biological activity of 1-aryl-4trifluoromethyl-β-carbolines 29 revealed that some of them cause 50% death of HCT116 cells (human colon adenocarcinoma) in the concentrations of 2-5 μM upon 72 h exposure, i.e., these compounds are promising objects for further detailed biological assays and structure optimization (Scheme 14). Similar to triptamine 28, starting from ethyl 2-nitro-3trifluoromethylacrylate, synthesized for the first time, α-(trifluoromethyl)-tryptophans were obtained that can be used in the synthesis of peptides modified with the CF3 group [44].…”

Section: -Trifluoromethyl-1-nitroethylenes As Precursors For Heterocmentioning

confidence: 99%

New Approaches to the Synthesis of CF2X-substituted Heterocyclic Antitumor Cytostatic Agents

Чкаников¹,

Golubev²,

Belyaeva³

2019

INEOS OPEN

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This review summarizes recent investigations on the synthesis of fluorine-containing heterocyclic cytostatic agents starting from highly electrophilic unsaturated compounds: CF3or CF2X-containing cyanoethylenes, nitroalkenes, and acetoacetic esters. The possibility of introduction of diethoxyphosphoryl groups along with the fluorine-containing substituents into heterocycles is studied extensively. The examples of directed syntheses of fluorine-containing analogs of natural heterocyclic cytostatic agents are considered. The cytotoxic activities of the resulting compounds against several human cancer cell lines are discussed.

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Section: -Trifluoromethyl-1-nitroethylenes As Precursors For Heterocmentioning

confidence: 99%

New Approaches to the Synthesis of CF2X-substituted Heterocyclic Antitumor Cytostatic Agents

Чкаников¹,

Golubev²,

Belyaeva³

2019

INEOS OPEN

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Recent advances in the chemistry of two-carbon nitro-containing synthetic equivalents

Lyapustin,

Fedotov,

Ulomsky

et al. 2023

RUSS CHEM REV

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На сегодняшний день соединения, содержащие нитрогруппу, являются одним из наиболее важных классов органических соединений. Химия этих молекул привлекает внимание в первую очередь благодаря их использованию в качестве высокоэнергетических реагентов и лекарственных препаратов. Кроме того, введение нитрогруппы является популярным синтетическим приемом, предназначенным для создания новых органических молекул. В настоящем обзоре обобщены результаты современных исследований соединений, содержащих нитрогруппу при двухуглеродном фрагменте: аминонитроэтиленов, α,α-бис(алкилтио)нитроалкенов и их аминопроизводных, α-нитрокетонов, алкилнитроацетатов и нитроацетонитрила. Литературные данные систематизированы в соответствии с типом химических реакций, таких как взаимодействие с нуклеофилами и электрофилами, различные циклизации, реакции с участием C–H-связи и др. Проведено сравнение реакционной способности указанных нитросоединений и условий химических превращений для оценки перспектив их применения. <br> Библиография — 314 ссылок.

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Synthesis of ethyl α-nitro-β-trifluoromethyl acrylate and β-trifluoromethyl-substituted tryptophan analogs and their plant growth regulating activity

Cited by 2 publications

References 17 publications

New Approaches to the Synthesis of CF2X-substituted Heterocyclic Antitumor Cytostatic Agents

New Approaches to the Synthesis of CF2X-substituted Heterocyclic Antitumor Cytostatic Agents

Recent advances in the chemistry of two-carbon nitro-containing synthetic equivalents

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