Design, Synthesis and Anticancer Evaluation of New Substituted Thiophene-Quinoline Derivatives

Dina I.A. Othman, Khalid B. Selim, Magda A.A. El-Sayed, Atif S. Tantawy, Yhiya Amen, Kuniyoshi Shimizu, Tatsuo Okauchi, Mitsuru Kitamura

Research output: Contribution to journalArticle

Abstract

A series of new isoxazolyl, triazolyl and phenyl based 3-thiophen-2-yl-quinoline derivatives were synthesized adopting click chemistry approach. In addition, the synthesis of new useful synthon, (2-chloroquinolin-3-yl) (thiophen-2-yl) methanol, is reported. The obtained compounds were characterized by spectral data analysis and evaluated for their anticancer activity. All the derivatives were subjected to in vitro MTT cytotoxicity screening assay against a panel of four different human cancer cell lines, liver (HepG-2), colon (HCT-116), human cervical cancer (HeLa) and breast (MCF-7). Out of a library of 17 compounds, two compounds have been identified as potent and selective cytotoxic agents against HeLa and MCF-7 cell lines. SAR studies for such hybridized analogues were investigated and phenyl derivatives were proved to be more potent than isoxazole and triazole derivatives. Furthermore, the promising compounds were selected for in vitro inhibition of EGFR-TK and Topo II enzymes. Also, they were subjected to cell cycle arrest analysis and apoptosis assay on MCF-7 cells. Our recent finding highlights these thiophene-quinoline analogues as a promising class of compounds for further studies concerning new anticancer therapies.

Original languageEnglish
Article number115026
JournalBioorganic and Medicinal Chemistry
Volume27
Issue number19
DOIs
Publication statusPublished - Oct 1 2019

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Thiophenes
MCF-7 Cells
Click Chemistry
Derivatives
Isoxazoles
Cell Line
Triazoles
Cells
Cytotoxins
Cell Cycle Checkpoints
Uterine Cervical Neoplasms
Methanol
Assays
Colon
Apoptosis
Breast Neoplasms
Liver
Enzymes
Cytotoxicity
Neoplasms

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

Cite this

Othman, D. I. A., Selim, K. B., El-Sayed, M. A. A., Tantawy, A. S., Amen, Y., Shimizu, K., ... Kitamura, M. (2019). Design, Synthesis and Anticancer Evaluation of New Substituted Thiophene-Quinoline Derivatives. Bioorganic and Medicinal Chemistry, 27(19), [115026]. https://doi.org/10.1016/j.bmc.2019.07.042

Design, Synthesis and Anticancer Evaluation of New Substituted Thiophene-Quinoline Derivatives. / Othman, Dina I.A.; Selim, Khalid B.; El-Sayed, Magda A.A.; Tantawy, Atif S.; Amen, Yhiya; Shimizu, Kuniyoshi; Okauchi, Tatsuo; Kitamura, Mitsuru.

In: Bioorganic and Medicinal Chemistry, Vol. 27, No. 19, 115026, 01.10.2019.

Research output: Contribution to journalArticle

Othman, DIA, Selim, KB, El-Sayed, MAA, Tantawy, AS, Amen, Y, Shimizu, K, Okauchi, T & Kitamura, M 2019, 'Design, Synthesis and Anticancer Evaluation of New Substituted Thiophene-Quinoline Derivatives', Bioorganic and Medicinal Chemistry, vol. 27, no. 19, 115026. https://doi.org/10.1016/j.bmc.2019.07.042
Othman, Dina I.A. ; Selim, Khalid B. ; El-Sayed, Magda A.A. ; Tantawy, Atif S. ; Amen, Yhiya ; Shimizu, Kuniyoshi ; Okauchi, Tatsuo ; Kitamura, Mitsuru. / Design, Synthesis and Anticancer Evaluation of New Substituted Thiophene-Quinoline Derivatives. In: Bioorganic and Medicinal Chemistry. 2019 ; Vol. 27, No. 19.
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