Design, synthesis and pharmacophoric model building of new 3‐alkoxymethyl/3‐phenyl indole‐2‐carboxamides with potential antiproliferative activity
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- Mostafa H. Abdelrahman
- Department of Organic Chemistry Faculty of Pharmacy Al‐Azhar University Assiut Egypt
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- Ahmed S. Aboraia
- Department of Medicinal Chemistry Faculty of Pharmacy Assiut University Assiut Egypt
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- Bahaa G. M. Youssif
- Department of Pharmaceutical Organic Chemistry Faculty of Pharmacy Assiut University Assiut Egypt
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- Bakheet E. M. Elsadek
- Department of Biochemistry Faculty of Pharmacy Al‐Azhar University Assiut Egypt
抄録
<jats:p>Novel 3‐alkoxymethyl/3‐phenyl indole‐2‐carboxamide derivatives were synthesized and evaluated for their anticancer activity. Most of the tested compounds showed moderate to excellent activity against the tested cell lines (<jats:styled-content style="fixed-case">MCF</jats:styled-content>7 and <jats:styled-content style="fixed-case">HCT</jats:styled-content>116). 3‐Phenyl substitution on indole with <jats:italic>p</jats:italic>‐piperidinyl phenethyl <jats:bold>24a</jats:bold> and <jats:italic>p</jats:italic>‐dimethylamino phenethyl <jats:bold>24c</jats:bold> exhibited anticancer activity against <jats:styled-content style="fixed-case">MCF</jats:styled-content>7 with <jats:styled-content style="fixed-case">IC</jats:styled-content><jats:sub>50</jats:sub> of 0.13 and 0.14 μ<jats:sc>m</jats:sc>, respectively. Further mechanistic study of the most active compounds through their action on cell cycle showed disturbance in cell cycle progression and cell cycle arrest. For future development of this series of compounds, pharmacophore study was conducted which indicated that the enhancement of the activity could be achieved through the addition of acceptor or donating groups to the already‐present indole nucleus.</jats:p>
収録刊行物
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- Chemical Biology & Drug Design
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Chemical Biology & Drug Design 90 (1), 64-82, 2017-01-31
Wiley