Synthesis of New 1-Aryl-2-(3,5-dimethylpyrazol-1-yl)ethanone Oxime Ether Derivatives and Investigation of Their Cytotoxic Effects

In this study, 12 new 1-aryl-2-(3,5-dimethylpyrazol-1-yl)ethanone oxime ether derivatives were designed and synthesized to investigate their cytotoxic effects. The in vitro cytotoxic activities of the compounds were evaluated against cervix, colon, breast, glioma, neuroblastoma, and lung cancer cell...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	Mehmet Abdullah Alagöz, Arzu Karakurt, Ceylan Hepokur, Emine Şalva, Tijen Önkol, Mohammed M. Ghoneim, Mohamed A. Abdelgawad, Ahmed Khames, Hoon Kim, Bijo Mathew
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	3,5-dimethylpyrazole oxime ether cytotoxic activity glioma neuroblastoma Chemical technology TP1-1185 Chemistry QD1-999
Acceso en línea:	https://doaj.org/article/19a099d881904d038975d9c51ac5960f
Etiquetas:	Agregar Etiqueta Sin Etiquetas, Sea el primero en etiquetar este registro!

id	oai:doaj.org-article:19a099d881904d038975d9c51ac5960f
record_format	dspace
spelling	oai:doaj.org-article:19a099d881904d038975d9c51ac5960f2021-11-25T18:51:31ZSynthesis of New 1-Aryl-2-(3,5-dimethylpyrazol-1-yl)ethanone Oxime Ether Derivatives and Investigation of Their Cytotoxic Effects10.3390/pr91120192227-9717https://doaj.org/article/19a099d881904d038975d9c51ac5960f2021-11-01T00:00:00Zhttps://www.mdpi.com/2227-9717/9/11/2019https://doaj.org/toc/2227-9717In this study, 12 new 1-aryl-2-(3,5-dimethylpyrazol-1-yl)ethanone oxime ether derivatives were designed and synthesized to investigate their cytotoxic effects. The in vitro cytotoxic activities of the compounds were evaluated against cervix, colon, breast, glioma, neuroblastoma, and lung cancer cell lines, as well as a healthy cell line using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazo-lium bromide (MTT) assays with 5-fluorouracil (5-FU) as the reference compound. Compound <b>5f</b> (IC<sub>50</sub> = 5.13 µM) was found to be more effective than 5-FU (IC<sub>50</sub> = 8.34 µM) in the C6 cancer cell line, and it had no cytotoxic effect on the L929 healthy cell line. Flow cytometry was used to investigate the mechanism of action of compound <b>5f</b> on the cell cycle of the C6 cell line. The analysis showed that cell death was significantly due to apoptosis. These results indicate that compound <b>5f</b> induces cell cycle arrest, and may be effective in treating glioma.Mehmet Abdullah AlagözArzu KarakurtCeylan HepokurEmine ŞalvaTijen ÖnkolMohammed M. GhoneimMohamed A. AbdelgawadAhmed KhamesHoon KimBijo MathewMDPI AGarticle3,5-dimethylpyrazoleoxime ethercytotoxic activitygliomaneuroblastomaChemical technologyTP1-1185ChemistryQD1-999ENProcesses, Vol 9, Iss 2019, p 2019 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	3,5-dimethylpyrazole oxime ether cytotoxic activity glioma neuroblastoma Chemical technology TP1-1185 Chemistry QD1-999
spellingShingle	3,5-dimethylpyrazole oxime ether cytotoxic activity glioma neuroblastoma Chemical technology TP1-1185 Chemistry QD1-999 Mehmet Abdullah Alagöz Arzu Karakurt Ceylan Hepokur Emine Şalva Tijen Önkol Mohammed M. Ghoneim Mohamed A. Abdelgawad Ahmed Khames Hoon Kim Bijo Mathew Synthesis of New 1-Aryl-2-(3,5-dimethylpyrazol-1-yl)ethanone Oxime Ether Derivatives and Investigation of Their Cytotoxic Effects
description	In this study, 12 new 1-aryl-2-(3,5-dimethylpyrazol-1-yl)ethanone oxime ether derivatives were designed and synthesized to investigate their cytotoxic effects. The in vitro cytotoxic activities of the compounds were evaluated against cervix, colon, breast, glioma, neuroblastoma, and lung cancer cell lines, as well as a healthy cell line using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazo-lium bromide (MTT) assays with 5-fluorouracil (5-FU) as the reference compound. Compound <b>5f</b> (IC<sub>50</sub> = 5.13 µM) was found to be more effective than 5-FU (IC<sub>50</sub> = 8.34 µM) in the C6 cancer cell line, and it had no cytotoxic effect on the L929 healthy cell line. Flow cytometry was used to investigate the mechanism of action of compound <b>5f</b> on the cell cycle of the C6 cell line. The analysis showed that cell death was significantly due to apoptosis. These results indicate that compound <b>5f</b> induces cell cycle arrest, and may be effective in treating glioma.
format	article
author	Mehmet Abdullah Alagöz Arzu Karakurt Ceylan Hepokur Emine Şalva Tijen Önkol Mohammed M. Ghoneim Mohamed A. Abdelgawad Ahmed Khames Hoon Kim Bijo Mathew
author_facet	Mehmet Abdullah Alagöz Arzu Karakurt Ceylan Hepokur Emine Şalva Tijen Önkol Mohammed M. Ghoneim Mohamed A. Abdelgawad Ahmed Khames Hoon Kim Bijo Mathew
author_sort	Mehmet Abdullah Alagöz
title	Synthesis of New 1-Aryl-2-(3,5-dimethylpyrazol-1-yl)ethanone Oxime Ether Derivatives and Investigation of Their Cytotoxic Effects
title_short	Synthesis of New 1-Aryl-2-(3,5-dimethylpyrazol-1-yl)ethanone Oxime Ether Derivatives and Investigation of Their Cytotoxic Effects
title_full	Synthesis of New 1-Aryl-2-(3,5-dimethylpyrazol-1-yl)ethanone Oxime Ether Derivatives and Investigation of Their Cytotoxic Effects
title_fullStr	Synthesis of New 1-Aryl-2-(3,5-dimethylpyrazol-1-yl)ethanone Oxime Ether Derivatives and Investigation of Their Cytotoxic Effects
title_full_unstemmed	Synthesis of New 1-Aryl-2-(3,5-dimethylpyrazol-1-yl)ethanone Oxime Ether Derivatives and Investigation of Their Cytotoxic Effects
title_sort	synthesis of new 1-aryl-2-(3,5-dimethylpyrazol-1-yl)ethanone oxime ether derivatives and investigation of their cytotoxic effects
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/19a099d881904d038975d9c51ac5960f
work_keys_str_mv	AT mehmetabdullahalagoz synthesisofnew1aryl235dimethylpyrazol1ylethanoneoximeetherderivativesandinvestigationoftheircytotoxiceffects AT arzukarakurt synthesisofnew1aryl235dimethylpyrazol1ylethanoneoximeetherderivativesandinvestigationoftheircytotoxiceffects AT ceylanhepokur synthesisofnew1aryl235dimethylpyrazol1ylethanoneoximeetherderivativesandinvestigationoftheircytotoxiceffects AT eminesalva synthesisofnew1aryl235dimethylpyrazol1ylethanoneoximeetherderivativesandinvestigationoftheircytotoxiceffects AT tijenonkol synthesisofnew1aryl235dimethylpyrazol1ylethanoneoximeetherderivativesandinvestigationoftheircytotoxiceffects AT mohammedmghoneim synthesisofnew1aryl235dimethylpyrazol1ylethanoneoximeetherderivativesandinvestigationoftheircytotoxiceffects AT mohamedaabdelgawad synthesisofnew1aryl235dimethylpyrazol1ylethanoneoximeetherderivativesandinvestigationoftheircytotoxiceffects AT ahmedkhames synthesisofnew1aryl235dimethylpyrazol1ylethanoneoximeetherderivativesandinvestigationoftheircytotoxiceffects AT hoonkim synthesisofnew1aryl235dimethylpyrazol1ylethanoneoximeetherderivativesandinvestigationoftheircytotoxiceffects AT bijomathew synthesisofnew1aryl235dimethylpyrazol1ylethanoneoximeetherderivativesandinvestigationoftheircytotoxiceffects
_version_	1718410634778902528

Synthesis of New 1-Aryl-2-(3,5-dimethylpyrazol-1-yl)ethanone Oxime Ether Derivatives and Investigation of Their Cytotoxic Effects

Ejemplares similares