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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Department of Chemistry, Universitas Gadjah Mada
2018
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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) |
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curcumin condensation Claisen-Schmidt cytotoxicity T47D Chemistry QD1-999 |
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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 |
_version_ |
1718395211937218560 |