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

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 (Unpublished)

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Abstract

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.

Item Type: Conference or Workshop Item (Lecture)
Uncontrolled Keywords: curcuminoids synthesis; breast cancer cell lines; SARs; (2E,6E)-2,6-bis(2 methoxybenzylidene)cyclohexanone
Subjects: T Technology > T Technology (General)
Faculty/Division: Faculty of Industrial Sciences And Technology
Depositing User: Pn. Hazlinda Abd Rahman
Date Deposited: 11 Jun 2018 01:56
Last Modified: 11 Jun 2018 01:56
URI: http://umpir.ump.edu.my/id/eprint/21333
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