Synthesis of N-methyl-4-piperidone Curcumin Analogues and Their Cytotoxicity Activity against T47D Cell Lines

Three piperidone curcumin analogues (N-methyl-(3E,5E)-3,5-bis-(2-chlorobenzylidene)-4-piperidone (1), N-methyl-(3E,5E)-3,5-bis-(3-bromobenzylidene)-4-piperidone (2) and N-methyl-(3E,5E)-3,5-bis-(4-chlorobenzylidene)-4-piperidone (3)) were synthesized from N-methyl-4-piperidone with halogenbenzaldehy...

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Autores principales: Yum Eryanti, Rudi Hendra, Tati Herlina, Adel Zamri, Unang Supratman
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Lenguaje:EN
Publicado: Department of Chemistry, Universitas Gadjah Mada 2018
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spelling oai:doaj.org-article:1b7a456f2b1b4671b8dd3a62fedbade52021-12-02T11:45:55ZSynthesis of N-methyl-4-piperidone Curcumin Analogues and Their Cytotoxicity Activity against T47D Cell Lines1411-94202460-157810.22146/ijc.24174https://doaj.org/article/1b7a456f2b1b4671b8dd3a62fedbade52018-05-01T00:00:00Zhttps://jurnal.ugm.ac.id/ijc/article/view/24174https://doaj.org/toc/1411-9420https://doaj.org/toc/2460-1578Three piperidone curcumin analogues (N-methyl-(3E,5E)-3,5-bis-(2-chlorobenzylidene)-4-piperidone (1), N-methyl-(3E,5E)-3,5-bis-(3-bromobenzylidene)-4-piperidone (2) and N-methyl-(3E,5E)-3,5-bis-(4-chlorobenzylidene)-4-piperidone (3)) were synthesized from N-methyl-4-piperidone with halogenbenzaldehyde, 2-chlorobenzaldehyde, 3-bromobenzaldehyde and 4-chlorobenzaldehyde. The Claisen-Schmidt condensation reaction was used in alkali condition with combinatorial. All the compounds showed light yellow needle, light yellow powder, and yellow crystal form with percentage of yield 39, 66, and 40%, respectively. All the structure compounds were confirmed by using UV, IR, 13C-NMR, 1H-NMR and MS. Apart from that, the cytotoxicity results against breast cancer cell (T47D) showed strong to moderate activity with the IC50 value 8, 4, and 45 µg/mL, respectively.Yum EryantiRudi HendraTati HerlinaAdel ZamriUnang SupratmanDepartment of Chemistry, Universitas Gadjah MadaarticlecurcumincondensationClaisen-Schmidtcytotoxicity T47DChemistryQD1-999ENIndonesian Journal of Chemistry, Vol 18, Iss 2, Pp 362-366 (2018)
institution DOAJ
collection DOAJ
language EN
topic curcumin
condensation
Claisen-Schmidt
cytotoxicity T47D
Chemistry
QD1-999
spellingShingle curcumin
condensation
Claisen-Schmidt
cytotoxicity T47D
Chemistry
QD1-999
Yum Eryanti
Rudi Hendra
Tati Herlina
Adel Zamri
Unang Supratman
Synthesis of N-methyl-4-piperidone Curcumin Analogues and Their Cytotoxicity Activity against T47D Cell Lines
description Three piperidone curcumin analogues (N-methyl-(3E,5E)-3,5-bis-(2-chlorobenzylidene)-4-piperidone (1), N-methyl-(3E,5E)-3,5-bis-(3-bromobenzylidene)-4-piperidone (2) and N-methyl-(3E,5E)-3,5-bis-(4-chlorobenzylidene)-4-piperidone (3)) were synthesized from N-methyl-4-piperidone with halogenbenzaldehyde, 2-chlorobenzaldehyde, 3-bromobenzaldehyde and 4-chlorobenzaldehyde. The Claisen-Schmidt condensation reaction was used in alkali condition with combinatorial. All the compounds showed light yellow needle, light yellow powder, and yellow crystal form with percentage of yield 39, 66, and 40%, respectively. All the structure compounds were confirmed by using UV, IR, 13C-NMR, 1H-NMR and MS. Apart from that, the cytotoxicity results against breast cancer cell (T47D) showed strong to moderate activity with the IC50 value 8, 4, and 45 µg/mL, respectively.
format article
author Yum Eryanti
Rudi Hendra
Tati Herlina
Adel Zamri
Unang Supratman
author_facet Yum Eryanti
Rudi Hendra
Tati Herlina
Adel Zamri
Unang Supratman
author_sort Yum Eryanti
title Synthesis of N-methyl-4-piperidone Curcumin Analogues and Their Cytotoxicity Activity against T47D Cell Lines
title_short Synthesis of N-methyl-4-piperidone Curcumin Analogues and Their Cytotoxicity Activity against T47D Cell Lines
title_full Synthesis of N-methyl-4-piperidone Curcumin Analogues and Their Cytotoxicity Activity against T47D Cell Lines
title_fullStr Synthesis of N-methyl-4-piperidone Curcumin Analogues and Their Cytotoxicity Activity against T47D Cell Lines
title_full_unstemmed Synthesis of N-methyl-4-piperidone Curcumin Analogues and Their Cytotoxicity Activity against T47D Cell Lines
title_sort synthesis of n-methyl-4-piperidone curcumin analogues and their cytotoxicity activity against t47d cell lines
publisher Department of Chemistry, Universitas Gadjah Mada
publishDate 2018
url https://doaj.org/article/1b7a456f2b1b4671b8dd3a62fedbade5
work_keys_str_mv AT yumeryanti synthesisofnmethyl4piperidonecurcuminanaloguesandtheircytotoxicityactivityagainstt47dcelllines
AT rudihendra synthesisofnmethyl4piperidonecurcuminanaloguesandtheircytotoxicityactivityagainstt47dcelllines
AT tatiherlina synthesisofnmethyl4piperidonecurcuminanaloguesandtheircytotoxicityactivityagainstt47dcelllines
AT adelzamri synthesisofnmethyl4piperidonecurcuminanaloguesandtheircytotoxicityactivityagainstt47dcelllines
AT unangsupratman synthesisofnmethyl4piperidonecurcuminanaloguesandtheircytotoxicityactivityagainstt47dcelllines
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