Synthesis and cytotoxic effects of (E)-3-(2,3-dimethoxyphenyl)-1-(5-methylfuran-2-yl) prop-2-en-1-one in MDA-MB231 and MCF-7 breast cancer cell lines

Muhammad Nadeem Akhtar, Landa Zeenelabdin Ali Salim, Swee Keong Yeap, Nadiah Abu, Seema Zareen, Kong Mun Lo, Addila abu Bakar, Noorjahan Banu Alitheen

Research output: Contribution to journalArticle

Abstract

A chalcone derivative, (E)-3-(2,3-dimethoxyphenyl)-1-(5-methylfuran-2-yl)-prop-2-en-1-one (DMMF) was synthesized and evaluated against various cancerous cell lines including colon adenocarcinoma (HT-29), myloplasticleukemia (HL60), breast cancer (MCF-7 and MDA-MB231), normal hepatic cell (WRL-68) and normal breast cell (MCF-10A). The structure of DMMF was determined by EI-MS, 1H NMR and single X-ray crystallographic techniques. The DMMF possessed the highest cytotoxic effect against MCF-7 breast cancer cell (2.01 ± 1.53 μg/mL) and lowest against normal hepatic WRL-68 and breast cell lines after 24 h of treatment. Induction of apoptosis and regulation of cell cycle progression results indicates the significant increase in early apoptosis and G2/M arrest after 48 h of treatment in MCF-7 cells. Meanwhile, in MDA-MB231 cells, there was an increase in Sub G0/G1 cells population and early/late apoptotic cells upon treatment with DMMF. Additionally, DMMF effectively induced G2/M cell cycle arrest in MCF-7 cells and apoptosis in both MCF-7 and MDA-MB231 cells.

Original languageEnglish
Pages (from-to)145-150
Number of pages6
JournalPhytochemistry Letters
Volume19
DOIs
Publication statusPublished - 1 Mar 2017
Externally publishedYes

Fingerprint

breast neoplasms
cytotoxicity
Cells
cell lines
Breast Neoplasms
Cell Line
synthesis
MCF-7 Cells
cells
Apoptosis
apoptosis
Breast
breasts
G2 Phase Cell Cycle Checkpoints
Chalcone
chalcone
adenocarcinoma
neoplasm cells
2-methylfuran
Hepatocytes

Keywords

  • Apoptosis
  • Cytotoxicity
  • MCF-7
  • Single x-ray crystallography
  • Synthesis of DMMF

ASJC Scopus subject areas

  • Biotechnology
  • Biochemistry
  • Agronomy and Crop Science
  • Plant Science

Cite this

Synthesis and cytotoxic effects of (E)-3-(2,3-dimethoxyphenyl)-1-(5-methylfuran-2-yl) prop-2-en-1-one in MDA-MB231 and MCF-7 breast cancer cell lines. / Akhtar, Muhammad Nadeem; Salim, Landa Zeenelabdin Ali; Yeap, Swee Keong; Abu, Nadiah; Zareen, Seema; Lo, Kong Mun; Bakar, Addila abu; Alitheen, Noorjahan Banu.

In: Phytochemistry Letters, Vol. 19, 01.03.2017, p. 145-150.

Research output: Contribution to journalArticle

Akhtar, Muhammad Nadeem ; Salim, Landa Zeenelabdin Ali ; Yeap, Swee Keong ; Abu, Nadiah ; Zareen, Seema ; Lo, Kong Mun ; Bakar, Addila abu ; Alitheen, Noorjahan Banu. / Synthesis and cytotoxic effects of (E)-3-(2,3-dimethoxyphenyl)-1-(5-methylfuran-2-yl) prop-2-en-1-one in MDA-MB231 and MCF-7 breast cancer cell lines. In: Phytochemistry Letters. 2017 ; Vol. 19. pp. 145-150.
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AU - Akhtar, Muhammad Nadeem

AU - Salim, Landa Zeenelabdin Ali

AU - Yeap, Swee Keong

AU - Abu, Nadiah

AU - Zareen, Seema

AU - Lo, Kong Mun

AU - Bakar, Addila abu

AU - Alitheen, Noorjahan Banu

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AB - A chalcone derivative, (E)-3-(2,3-dimethoxyphenyl)-1-(5-methylfuran-2-yl)-prop-2-en-1-one (DMMF) was synthesized and evaluated against various cancerous cell lines including colon adenocarcinoma (HT-29), myloplasticleukemia (HL60), breast cancer (MCF-7 and MDA-MB231), normal hepatic cell (WRL-68) and normal breast cell (MCF-10A). The structure of DMMF was determined by EI-MS, 1H NMR and single X-ray crystallographic techniques. The DMMF possessed the highest cytotoxic effect against MCF-7 breast cancer cell (2.01 ± 1.53 μg/mL) and lowest against normal hepatic WRL-68 and breast cell lines after 24 h of treatment. Induction of apoptosis and regulation of cell cycle progression results indicates the significant increase in early apoptosis and G2/M arrest after 48 h of treatment in MCF-7 cells. Meanwhile, in MDA-MB231 cells, there was an increase in Sub G0/G1 cells population and early/late apoptotic cells upon treatment with DMMF. Additionally, DMMF effectively induced G2/M cell cycle arrest in MCF-7 cells and apoptosis in both MCF-7 and MDA-MB231 cells.

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