Design, Synthesis and Potential Anti-Proliferative Activity of Some Novel 4-Aminoquinoline Derivatives
Novel nineteen compounds based on a 4-aminoquinoline scaffold were designed and synthesized as potential antiproliferative agents. The new compounds were N-substituted at the 4-position by aryl or heteroaryl (1-9), quinolin- 3-yl (10), 2-methylquinolin-3-yl (11), thiazol-2-yl (12), and dapsone moiet...
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| Format: | Article |
| Language: | English |
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Sciendo
2014-09-01
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| Series: | Acta Pharmaceutica |
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| Online Access: | https://doi.org/10.2478/acph-2014-0030 |
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| author | Ghorab Mostafa M. Al-Said Mansour S. Arafa Reem K. |
| author_facet | Ghorab Mostafa M. Al-Said Mansour S. Arafa Reem K. |
| author_sort | Ghorab Mostafa M. |
| collection | DOAJ |
| description | Novel nineteen compounds based on a 4-aminoquinoline scaffold were designed and synthesized as potential antiproliferative agents. The new compounds were N-substituted at the 4-position by aryl or heteroaryl (1-9), quinolin- 3-yl (10), 2-methylquinolin-3-yl (11), thiazol-2-yl (12), and dapsone moieties (13, 14 and 18). Bis-compounds 15, 16 and 19 were also synthesized to assess their biological activity. All the newly synthesized comounds were tested for in vitro antiproliferative activity against the MCF-7 breast cancer cell line. Seventeen of the novel compounds showed higher activity than the reference drug doxorubicin. The corresponding 7-(trifluoromethyl)-N-(3,4,5-trimethoxyphenyl)quinolin-4- amine 1, N-(7-(trifluoromethyl)quinolin-4-yl)quinolin- 3- amine (10), 2-methyl-N-(7-trifluorome-thyl)quinolin-4-yl) quinolin-3-amine (11) and N-(4-(4-aminophenylsulfonyl) phenyl)-7-chloroquinolin-4-amine (13) were almost twice to thrice as potent as doxorubicin. Biological screening of the tested compounds could offer an encouraging framework in this field that may lead to the discovery of potent anticancer agents. |
| format | Article |
| id | doaj-art-a54258d4f6ad436caf4f0ef333fd2579 |
| institution | Kabale University |
| issn | 1846-9558 |
| language | English |
| publishDate | 2014-09-01 |
| publisher | Sciendo |
| record_format | Article |
| series | Acta Pharmaceutica |
| spelling | doaj-art-a54258d4f6ad436caf4f0ef333fd25792025-02-02T03:11:11ZengSciendoActa Pharmaceutica1846-95582014-09-0164328529710.2478/acph-2014-0030acph-2014-0030Design, Synthesis and Potential Anti-Proliferative Activity of Some Novel 4-Aminoquinoline DerivativesGhorab Mostafa M.0Al-Said Mansour S.1Arafa Reem K.2Department of Pharmacognosy College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Kingdom of Saudi ArabiaDepartment of Pharmacognosy College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Kingdom of Saudi ArabiaPharmaceutical Chemistry Department, Faculty of Pharmacy Cairo University, Cairo, EgyptNovel nineteen compounds based on a 4-aminoquinoline scaffold were designed and synthesized as potential antiproliferative agents. The new compounds were N-substituted at the 4-position by aryl or heteroaryl (1-9), quinolin- 3-yl (10), 2-methylquinolin-3-yl (11), thiazol-2-yl (12), and dapsone moieties (13, 14 and 18). Bis-compounds 15, 16 and 19 were also synthesized to assess their biological activity. All the newly synthesized comounds were tested for in vitro antiproliferative activity against the MCF-7 breast cancer cell line. Seventeen of the novel compounds showed higher activity than the reference drug doxorubicin. The corresponding 7-(trifluoromethyl)-N-(3,4,5-trimethoxyphenyl)quinolin-4- amine 1, N-(7-(trifluoromethyl)quinolin-4-yl)quinolin- 3- amine (10), 2-methyl-N-(7-trifluorome-thyl)quinolin-4-yl) quinolin-3-amine (11) and N-(4-(4-aminophenylsulfonyl) phenyl)-7-chloroquinolin-4-amine (13) were almost twice to thrice as potent as doxorubicin. Biological screening of the tested compounds could offer an encouraging framework in this field that may lead to the discovery of potent anticancer agents.https://doi.org/10.2478/acph-2014-00304-aminoquinolinesbis-compoundsdapsoneantiproliferative activity |
| spellingShingle | Ghorab Mostafa M. Al-Said Mansour S. Arafa Reem K. Design, Synthesis and Potential Anti-Proliferative Activity of Some Novel 4-Aminoquinoline Derivatives Acta Pharmaceutica 4-aminoquinolines bis-compounds dapsone antiproliferative activity |
| title | Design, Synthesis and Potential Anti-Proliferative Activity of Some Novel 4-Aminoquinoline Derivatives |
| title_full | Design, Synthesis and Potential Anti-Proliferative Activity of Some Novel 4-Aminoquinoline Derivatives |
| title_fullStr | Design, Synthesis and Potential Anti-Proliferative Activity of Some Novel 4-Aminoquinoline Derivatives |
| title_full_unstemmed | Design, Synthesis and Potential Anti-Proliferative Activity of Some Novel 4-Aminoquinoline Derivatives |
| title_short | Design, Synthesis and Potential Anti-Proliferative Activity of Some Novel 4-Aminoquinoline Derivatives |
| title_sort | design synthesis and potential anti proliferative activity of some novel 4 aminoquinoline derivatives |
| topic | 4-aminoquinolines bis-compounds dapsone antiproliferative activity |
| url | https://doi.org/10.2478/acph-2014-0030 |
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