Design, synthesis and cytotoxic effects of curcumin derivatives on K562, MCF-7 and MDA-MB-231 cancer cell lines

Curcumin is one of the leading compound extracted from the dry powder of Curcuma longa (Zingiberaceae family), which possess several pharmacological properties. However, in vivo administration exhibited limited applications in cancer therapies. Twenty four curcumin derivatives were synthesized, comp...

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Main Authors:	Akhtar, Muhammad Nadeem, Siti Noor Hajar, Zamrus, Yeap, Swee Keong, Noorjahan Banu, Alitheen, Seema, Zareen
Format:	Conference or Workshop Item
Language:	English
Published:	2018
Subjects:	T Technology (General)
Online Access:	http://umpir.ump.edu.my/id/eprint/21333/ http://umpir.ump.edu.my/id/eprint/21333/1/57.1%20Design%2C%20synthesis%20and%20cytotoxic%20effects%20of%20curcumin%20derivatives%20on%20K562%2C%20MCF-7%20and%20MDA-MB-231%20cancer%20cell%20lines.pdf

id	ump-21333
recordtype	eprints
spelling	ump-213332018-06-11T01:56:02Z http://umpir.ump.edu.my/id/eprint/21333/ Design, synthesis and cytotoxic effects of curcumin derivatives on K562, MCF-7 and MDA-MB-231 cancer cell lines Akhtar, Muhammad Nadeem Siti Noor Hajar, Zamrus Yeap, Swee Keong Noorjahan Banu, Alitheen Seema, Zareen T Technology (General) Curcumin is one of the leading compound extracted from the dry powder of Curcuma longa (Zingiberaceae family), which possess several pharmacological properties. However, in vivo administration exhibited limited applications in cancer therapies. Twenty four curcumin derivatives were synthesized, comprising cyclohexanone 1-10, acetone 11-17 and cyclopentanone 18-24 series. All the curcuminoids were synthesized by acid or base catalysed Claisen Schmidt reactions in which the β-diketone moiety of curcumin was modified with mono-ketone. These curcuminoids 1-24 were screened against HeLa, K562, MCF-7 (an estrogen-dependent) and MDA-MB-231 (an estrogen-independent) cancer cell lines. Among them, acetone series 11-17 were found to be more selective and potential cytotoxic agents. Compound 14 exhibited activity (IC50 = 3.02±1.20 and 1.52±0.60) against MCF-7 and MDA-MB-231 breast cancer cell lines. Among the cyclohexanone series, compound 4 exhibited potential cytotoxicity (IC50 = 11.04±2.80, 6.50±01.80, 8.70±3.10 and 2.30±1.60) against four proposed cancer cell lines, respectively. In addition, the spectral data of (2E,6E)-2,6-bis(2-methoxybenzylidene)cyclohexanone (1) was reported for the first time. Curcuminoids with diferuloyl (4-hydroxy-3-methoxycinnamoyl) moiety with mono carbonyl group exhibited potential cytotoxic properties. 2018 Conference or Workshop Item NonPeerReviewed application/pdf en http://umpir.ump.edu.my/id/eprint/21333/1/57.1%20Design%2C%20synthesis%20and%20cytotoxic%20effects%20of%20curcumin%20derivatives%20on%20K562%2C%20MCF-7%20and%20MDA-MB-231%20cancer%20cell%20lines.pdf Akhtar, Muhammad Nadeem and Siti Noor Hajar, Zamrus and Yeap, Swee Keong and Noorjahan Banu, Alitheen and Seema, Zareen (2018) Design, synthesis and cytotoxic effects of curcumin derivatives on K562, MCF-7 and MDA-MB-231 cancer cell lines. In: International Conference On Natural Products ICNP2018, 19-21 March 2018 , Bayview Beach Resort, Penang. p. 1.. (Unpublished)
repository_type	Digital Repository
institution_category	Local University
institution	Universiti Malaysia Pahang
building	UMP Institutional Repository
collection	Online Access
language	English
topic	T Technology (General)
spellingShingle	T Technology (General) Akhtar, Muhammad Nadeem Siti Noor Hajar, Zamrus Yeap, Swee Keong Noorjahan Banu, Alitheen Seema, Zareen Design, synthesis and cytotoxic effects of curcumin derivatives on K562, MCF-7 and MDA-MB-231 cancer cell lines
description	Curcumin is one of the leading compound extracted from the dry powder of Curcuma longa (Zingiberaceae family), which possess several pharmacological properties. However, in vivo administration exhibited limited applications in cancer therapies. Twenty four curcumin derivatives were synthesized, comprising cyclohexanone 1-10, acetone 11-17 and cyclopentanone 18-24 series. All the curcuminoids were synthesized by acid or base catalysed Claisen Schmidt reactions in which the β-diketone moiety of curcumin was modified with mono-ketone. These curcuminoids 1-24 were screened against HeLa, K562, MCF-7 (an estrogen-dependent) and MDA-MB-231 (an estrogen-independent) cancer cell lines. Among them, acetone series 11-17 were found to be more selective and potential cytotoxic agents. Compound 14 exhibited activity (IC50 = 3.02±1.20 and 1.52±0.60) against MCF-7 and MDA-MB-231 breast cancer cell lines. Among the cyclohexanone series, compound 4 exhibited potential cytotoxicity (IC50 = 11.04±2.80, 6.50±01.80, 8.70±3.10 and 2.30±1.60) against four proposed cancer cell lines, respectively. In addition, the spectral data of (2E,6E)-2,6-bis(2-methoxybenzylidene)cyclohexanone (1) was reported for the first time. Curcuminoids with diferuloyl (4-hydroxy-3-methoxycinnamoyl) moiety with mono carbonyl group exhibited potential cytotoxic properties.
format	Conference or Workshop Item
author	Akhtar, Muhammad Nadeem Siti Noor Hajar, Zamrus Yeap, Swee Keong Noorjahan Banu, Alitheen Seema, Zareen
author_facet	Akhtar, Muhammad Nadeem Siti Noor Hajar, Zamrus Yeap, Swee Keong Noorjahan Banu, Alitheen Seema, Zareen
author_sort	Akhtar, Muhammad Nadeem
title	Design, synthesis and cytotoxic effects of curcumin derivatives on K562, MCF-7 and MDA-MB-231 cancer cell lines
title_short	Design, synthesis and cytotoxic effects of curcumin derivatives on K562, MCF-7 and MDA-MB-231 cancer cell lines
title_full	Design, synthesis and cytotoxic effects of curcumin derivatives on K562, MCF-7 and MDA-MB-231 cancer cell lines
title_fullStr	Design, synthesis and cytotoxic effects of curcumin derivatives on K562, MCF-7 and MDA-MB-231 cancer cell lines
title_full_unstemmed	Design, synthesis and cytotoxic effects of curcumin derivatives on K562, MCF-7 and MDA-MB-231 cancer cell lines
title_sort	design, synthesis and cytotoxic effects of curcumin derivatives on k562, mcf-7 and mda-mb-231 cancer cell lines
publishDate	2018
url	http://umpir.ump.edu.my/id/eprint/21333/ http://umpir.ump.edu.my/id/eprint/21333/1/57.1%20Design%2C%20synthesis%20and%20cytotoxic%20effects%20of%20curcumin%20derivatives%20on%20K562%2C%20MCF-7%20and%20MDA-MB-231%20cancer%20cell%20lines.pdf
first_indexed	2023-09-18T22:31:15Z
last_indexed	2023-09-18T22:31:15Z
_version_	1777416300780322816

Design, synthesis and cytotoxic effects of curcumin derivatives on K562, MCF-7 and MDA-MB-231 cancer cell lines

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