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Synthesis, Characterization, and Anti-Cancer Activity of Some New N′-(2-Oxoindolin-3-ylidene)-2-propylpentane hydrazide-hydrazones Derivatives

Eight novel N′-(2-oxoindolin-3-ylidene)-2-propylpentane hydrazide-hydrazone derivatives 4a–h were synthesized and fully characterized by IR, NMR ((1)H-NMR and (13)C-NMR), elemental analysis, and X-ray crystallography. The cyto-toxicity and in vitro anti-cancer evaluation of the prepared compounds ha...

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Autores principales: El-Faham, Ayman, Farooq, Muhammad, Khattab, Sherine N., Abutaha, Nael, Wadaan, Mohammad A., Ghabbour, Hazem A., Fun, Hoong-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332339/
https://www.ncbi.nlm.nih.gov/pubmed/26287132
http://dx.doi.org/10.3390/molecules200814638
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author El-Faham, Ayman
Farooq, Muhammad
Khattab, Sherine N.
Abutaha, Nael
Wadaan, Mohammad A.
Ghabbour, Hazem A.
Fun, Hoong-Kun
author_facet El-Faham, Ayman
Farooq, Muhammad
Khattab, Sherine N.
Abutaha, Nael
Wadaan, Mohammad A.
Ghabbour, Hazem A.
Fun, Hoong-Kun
author_sort El-Faham, Ayman
collection PubMed
description Eight novel N′-(2-oxoindolin-3-ylidene)-2-propylpentane hydrazide-hydrazone derivatives 4a–h were synthesized and fully characterized by IR, NMR ((1)H-NMR and (13)C-NMR), elemental analysis, and X-ray crystallography. The cyto-toxicity and in vitro anti-cancer evaluation of the prepared compounds have been assessed against two different human tumour cell lines including human liver (HepG2) and leukaemia (Jurkat), as well as in normal cell lines derived from human embryonic kidney (HEK293) using MTT assay. The compounds 3e, 3f, 4a, 4c, and 4e revealed promising anti-cancer activities in tested human tumour cells lines (IC(50) values between 3 and 7 μM) as compared to the known anti-cancer drug 5-Fluorouracil (IC(50) 32–50 μM). Among the tested compounds, 4a showed specificity against leukaemia (Jurkat) cells, with an IC(50) value of 3.14 μM, but this compound was inactive in liver cancer and normal cell lines.
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spelling pubmed-63323392019-01-24 Synthesis, Characterization, and Anti-Cancer Activity of Some New N′-(2-Oxoindolin-3-ylidene)-2-propylpentane hydrazide-hydrazones Derivatives El-Faham, Ayman Farooq, Muhammad Khattab, Sherine N. Abutaha, Nael Wadaan, Mohammad A. Ghabbour, Hazem A. Fun, Hoong-Kun Molecules Article Eight novel N′-(2-oxoindolin-3-ylidene)-2-propylpentane hydrazide-hydrazone derivatives 4a–h were synthesized and fully characterized by IR, NMR ((1)H-NMR and (13)C-NMR), elemental analysis, and X-ray crystallography. The cyto-toxicity and in vitro anti-cancer evaluation of the prepared compounds have been assessed against two different human tumour cell lines including human liver (HepG2) and leukaemia (Jurkat), as well as in normal cell lines derived from human embryonic kidney (HEK293) using MTT assay. The compounds 3e, 3f, 4a, 4c, and 4e revealed promising anti-cancer activities in tested human tumour cells lines (IC(50) values between 3 and 7 μM) as compared to the known anti-cancer drug 5-Fluorouracil (IC(50) 32–50 μM). Among the tested compounds, 4a showed specificity against leukaemia (Jurkat) cells, with an IC(50) value of 3.14 μM, but this compound was inactive in liver cancer and normal cell lines. MDPI 2015-08-13 /pmc/articles/PMC6332339/ /pubmed/26287132 http://dx.doi.org/10.3390/molecules200814638 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
El-Faham, Ayman
Farooq, Muhammad
Khattab, Sherine N.
Abutaha, Nael
Wadaan, Mohammad A.
Ghabbour, Hazem A.
Fun, Hoong-Kun
Synthesis, Characterization, and Anti-Cancer Activity of Some New N′-(2-Oxoindolin-3-ylidene)-2-propylpentane hydrazide-hydrazones Derivatives
title Synthesis, Characterization, and Anti-Cancer Activity of Some New N′-(2-Oxoindolin-3-ylidene)-2-propylpentane hydrazide-hydrazones Derivatives
title_full Synthesis, Characterization, and Anti-Cancer Activity of Some New N′-(2-Oxoindolin-3-ylidene)-2-propylpentane hydrazide-hydrazones Derivatives
title_fullStr Synthesis, Characterization, and Anti-Cancer Activity of Some New N′-(2-Oxoindolin-3-ylidene)-2-propylpentane hydrazide-hydrazones Derivatives
title_full_unstemmed Synthesis, Characterization, and Anti-Cancer Activity of Some New N′-(2-Oxoindolin-3-ylidene)-2-propylpentane hydrazide-hydrazones Derivatives
title_short Synthesis, Characterization, and Anti-Cancer Activity of Some New N′-(2-Oxoindolin-3-ylidene)-2-propylpentane hydrazide-hydrazones Derivatives
title_sort synthesis, characterization, and anti-cancer activity of some new n′-(2-oxoindolin-3-ylidene)-2-propylpentane hydrazide-hydrazones derivatives
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332339/
https://www.ncbi.nlm.nih.gov/pubmed/26287132
http://dx.doi.org/10.3390/molecules200814638
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