Synthesis and characterization of curcuminoids by claisen-schmidt condensation and their cytotoxic effects on hela and K562 cancer cell lines

Cancer is one of leading causes of death worldwide with the number of cases is expected to rise by 70% over the next two decades. These facts have lead researchers to continue studying how to treat cancer by find a new potential drug to replace the standard anti-cancer drugs such as doxorubicin whic...

Full description

Saved in:

Bibliographic Details
Main Author:	Siti Noor, Hajar Zamrus
Format:	Thesis
Language:	English
Published:	2018
Subjects:	Q Science (General) T Technology (General)
Online Access:	http://umpir.ump.edu.my/id/eprint/23374/1/Synthesis%20and%20characterization%20of%20curcuminoids%20by%20claisen-schmidt%20condensation%20and%20their%20cytotoxic%20effects%20on%20hela%20and%20K562%20cancer%20cell%20lines.pdf
Tags:	Add Tag No Tags, Be the first to tag this record!

id	my-ump-ir.23374
record_format	uketd_dc
spelling	my-ump-ir.233742021-11-10T04:23:04Z Synthesis and characterization of curcuminoids by claisen-schmidt condensation and their cytotoxic effects on hela and K562 cancer cell lines 2018 Siti Noor, Hajar Zamrus Q Science (General) T Technology (General) Cancer is one of leading causes of death worldwide with the number of cases is expected to rise by 70% over the next two decades. These facts have lead researchers to continue studying how to treat cancer by find a new potential drug to replace the standard anti-cancer drugs such as doxorubicin which has side effects. Numerous natural compounds have been extensively investigated for their potential use in cancer prevention over decades. Curcumin from Curcuma longa has caught attention among researchers, is a highly promising natural compound that can potentially be used for chemoprevention of various cancers. Curcumin fulfils the characteristics for an ideal chemopreventive agent with its low toxicity, affordability and easy accessibility. But due to structurally instable, low solubility and poor bioavailability, the mono-ketone of curcuminoids were synthesized to improve its structure and poor bioavailability. About 20 curcuminoids were synthesized by using different substituted aldehydes and different ketones under Claisen-Schmidt condensation reaction method. The products were purified by using column chromatography, thin layer chromatography and crystallization processes. The chemical structures of the synthesized compounds were elucidated by using UV-VIS spectroscopy, Fourier transform infrared spectrometer (FTIR), Mass spectroscopy (MS) and Nuclear magnetic resonance spectrometer (NMR) spectroscopy. The compounds were screened for their cytotoxicity effects on HeLa human cervical carcinoma and K562 cancer cell lines by using MTT assay. Among these derivatives, 21 (IC50 = 12.50 ± 1.30), 22 (IC50 = 11.00 ± 2.80), 23 (IC50 = 9.00 ± 1.20), 26 (IC50 = 12.00 ± 1.60), 28 (IC50 = 11.00 ± 2.10), 29 (IC50 = 15.00 ± 1.60), 30 (IC50 = 15.00 ± 1.20), 31 (IC50 = 14.00 ± 1.40), 32 (IC50 = 11.00 ± 1.30), 33 (IC50 = 11.00 ± 1.20) and 34 (IC50 = 6.00 ± 1.20) showed high cytotoxic effects on HeLa human cervical carcinoma cell lines. Meanwhile, compounds 22 (IC50 = 6.50 ± 0.80), 23 (IC50 = 16.00 ± 1.30), 32 (IC50 = 15.00 ± 1.90) and 33 (IC50 = 12.50 ± 0.95) showed high cytotoxic effects against K562 cancer cell lines. Therefore, some compounds were found to show higher cytotoxicity effect against HeLa and K562 cancer cell lines in comparison to doxorubicin used as standard. 2018 Thesis http://umpir.ump.edu.my/id/eprint/23374/ http://umpir.ump.edu.my/id/eprint/23374/1/Synthesis%20and%20characterization%20of%20curcuminoids%20by%20claisen-schmidt%20condensation%20and%20their%20cytotoxic%20effects%20on%20hela%20and%20K562%20cancer%20cell%20lines.pdf pdf en public masters Universiti Malaysia Pahang Faculty of Industrial Sciences and Technology
institution	Universiti Malaysia Pahang Al-Sultan Abdullah
collection	UMPSA Institutional Repository
language	English
topic	Q Science (General) T Technology (General)
spellingShingle	Q Science (General) T Technology (General) Siti Noor, Hajar Zamrus Synthesis and characterization of curcuminoids by claisen-schmidt condensation and their cytotoxic effects on hela and K562 cancer cell lines
description	Cancer is one of leading causes of death worldwide with the number of cases is expected to rise by 70% over the next two decades. These facts have lead researchers to continue studying how to treat cancer by find a new potential drug to replace the standard anti-cancer drugs such as doxorubicin which has side effects. Numerous natural compounds have been extensively investigated for their potential use in cancer prevention over decades. Curcumin from Curcuma longa has caught attention among researchers, is a highly promising natural compound that can potentially be used for chemoprevention of various cancers. Curcumin fulfils the characteristics for an ideal chemopreventive agent with its low toxicity, affordability and easy accessibility. But due to structurally instable, low solubility and poor bioavailability, the mono-ketone of curcuminoids were synthesized to improve its structure and poor bioavailability. About 20 curcuminoids were synthesized by using different substituted aldehydes and different ketones under Claisen-Schmidt condensation reaction method. The products were purified by using column chromatography, thin layer chromatography and crystallization processes. The chemical structures of the synthesized compounds were elucidated by using UV-VIS spectroscopy, Fourier transform infrared spectrometer (FTIR), Mass spectroscopy (MS) and Nuclear magnetic resonance spectrometer (NMR) spectroscopy. The compounds were screened for their cytotoxicity effects on HeLa human cervical carcinoma and K562 cancer cell lines by using MTT assay. Among these derivatives, 21 (IC50 = 12.50 ± 1.30), 22 (IC50 = 11.00 ± 2.80), 23 (IC50 = 9.00 ± 1.20), 26 (IC50 = 12.00 ± 1.60), 28 (IC50 = 11.00 ± 2.10), 29 (IC50 = 15.00 ± 1.60), 30 (IC50 = 15.00 ± 1.20), 31 (IC50 = 14.00 ± 1.40), 32 (IC50 = 11.00 ± 1.30), 33 (IC50 = 11.00 ± 1.20) and 34 (IC50 = 6.00 ± 1.20) showed high cytotoxic effects on HeLa human cervical carcinoma cell lines. Meanwhile, compounds 22 (IC50 = 6.50 ± 0.80), 23 (IC50 = 16.00 ± 1.30), 32 (IC50 = 15.00 ± 1.90) and 33 (IC50 = 12.50 ± 0.95) showed high cytotoxic effects against K562 cancer cell lines. Therefore, some compounds were found to show higher cytotoxicity effect against HeLa and K562 cancer cell lines in comparison to doxorubicin used as standard.
format	Thesis
qualification_level	Master's degree
author	Siti Noor, Hajar Zamrus
author_facet	Siti Noor, Hajar Zamrus
author_sort	Siti Noor, Hajar Zamrus
title	Synthesis and characterization of curcuminoids by claisen-schmidt condensation and their cytotoxic effects on hela and K562 cancer cell lines
title_short	Synthesis and characterization of curcuminoids by claisen-schmidt condensation and their cytotoxic effects on hela and K562 cancer cell lines
title_full	Synthesis and characterization of curcuminoids by claisen-schmidt condensation and their cytotoxic effects on hela and K562 cancer cell lines
title_fullStr	Synthesis and characterization of curcuminoids by claisen-schmidt condensation and their cytotoxic effects on hela and K562 cancer cell lines
title_full_unstemmed	Synthesis and characterization of curcuminoids by claisen-schmidt condensation and their cytotoxic effects on hela and K562 cancer cell lines
title_sort	synthesis and characterization of curcuminoids by claisen-schmidt condensation and their cytotoxic effects on hela and k562 cancer cell lines
granting_institution	Universiti Malaysia Pahang
granting_department	Faculty of Industrial Sciences and Technology
publishDate	2018
url	http://umpir.ump.edu.my/id/eprint/23374/1/Synthesis%20and%20characterization%20of%20curcuminoids%20by%20claisen-schmidt%20condensation%20and%20their%20cytotoxic%20effects%20on%20hela%20and%20K562%20cancer%20cell%20lines.pdf
_version_	1783732060315189248

Synthesis and characterization of curcuminoids by claisen-schmidt condensation and their cytotoxic effects on hela and K562 cancer cell lines

Similar Items