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 compoun...

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Published in:Molecules (Basel, Switzerland) Switzerland), 2015-08, Vol.20 (8), p.14638-14655
Main Authors: El-Faham, Ayman, Farooq, Muhammad, Khattab, Sherine N, Abutaha, Nael, Wadaan, Mohammad A, Ghabbour, Hazem A, Fun, Hoong-Kun
Format: Article
Language:English
Subjects:
Acids
Analgesics
anti-cancer activity
Antineoplastic Agents - chemical synthesis
Antineoplastic Agents - chemistry
Antineoplastic Agents - pharmacology
Cancer
Cell Proliferation - drug effects
Chemistry
Crystallography
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
Fluorouracil - pharmacology
HEK293 Cells
Hep G2 Cells
Humans
hydrazide-hydrazone
Hydrazones - chemical synthesis
Hydrazones - chemistry
Hydrazones - pharmacology
isatin
Isatin - analogs & derivatives
Isatin - chemical synthesis
Isatin - chemistry
Isatin - pharmacology
Jurkat Cells
Leukemia
Pharmaceutical sciences
valproic acid
Valproic Acid - analogs & derivatives
Valproic Acid - chemical synthesis
Valproic Acid - pharmacology
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creator El-Faham, Ayman
Farooq, Muhammad
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Wadaan, Mohammad A
Ghabbour, Hazem A
Fun, Hoong-Kun
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 (IC50 values between 3 and 7 μM) as compared to the known anti-cancer drug 5-Fluorouracil (IC50 32-50 μM). Among the tested compounds, 4a showed specificity against leukaemia (Jurkat) cells, with an IC50 value of 3.14 μM, but this compound was inactive in liver cancer and normal cell lines.
doi_str_mv 10.3390/molecules200814638
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subjects Acids
Analgesics
anti-cancer activity
Antineoplastic Agents - chemical synthesis
Antineoplastic Agents - chemistry
Antineoplastic Agents - pharmacology
Cancer
Cell Proliferation - drug effects
Chemistry
Crystallography
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
Fluorouracil - pharmacology
HEK293 Cells
Hep G2 Cells
Humans
hydrazide-hydrazone
Hydrazones - chemical synthesis
Hydrazones - chemistry
Hydrazones - pharmacology
isatin
Isatin - analogs & derivatives
Isatin - chemical synthesis
Isatin - chemistry
Isatin - pharmacology
Jurkat Cells
Leukemia
Pharmaceutical sciences
valproic acid
Valproic Acid - analogs & derivatives
Valproic Acid - chemical synthesis
Valproic Acid - pharmacology
title Synthesis, Characterization, and Anti-Cancer Activity of Some New N'-(2-Oxoindolin-3-ylidene)-2-propylpentane hydrazide-hydrazones Derivatives
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