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 language | English |
|---|---|
| Article number | 115026 |
| Journal | Bioorganic and Medicinal Chemistry |
| Volume | 27 |
| Issue number | 19 |
| DOIs | |
| Publication status | Published - Oct 1 2019 |
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All Science Journal Classification (ASJC) codes
- Biochemistry
- Molecular Medicine
- Molecular Biology
- Pharmaceutical Science
- Drug Discovery
- Clinical Biochemistry
- Organic Chemistry
Cite this
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 journal › Article
}
TY - JOUR
T1 - Design, Synthesis and Anticancer Evaluation of New Substituted Thiophene-Quinoline Derivatives
AU - Othman, Dina I.A.
AU - Selim, Khalid B.
AU - El-Sayed, Magda A.A.
AU - Tantawy, Atif S.
AU - Amen, Yhiya
AU - Shimizu, Kuniyoshi
AU - Okauchi, Tatsuo
AU - Kitamura, Mitsuru
PY - 2019/10/1
Y1 - 2019/10/1
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85070393214&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85070393214&partnerID=8YFLogxK
U2 - 10.1016/j.bmc.2019.07.042
DO - 10.1016/j.bmc.2019.07.042
M3 - Article
C2 - 31416740
AN - SCOPUS:85070393214
VL - 27
JO - Bioorganic and Medicinal Chemistry
JF - Bioorganic and Medicinal Chemistry
SN - 0968-0896
IS - 19
M1 - 115026
ER -