Chloroquine Urea Derivatives: Synthesis and Antitumor Activity in Vitro
In the current paper, we describe the design, synthesis and antiproliferative screening of novel chloroquine derivatives with a quinoline core linked to a hydroxy or halogen amine through a flexible aminobutyl chain and urea spacer. Synthetic pathway leading to chloroquine urea derivatives 4-10 incl...
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| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Sciendo
2018-12-01
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| Series: | Acta Pharmaceutica |
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| Online Access: | https://doi.org/10.2478/acph-2018-0039 |
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| _version_ | 1832572182478192640 |
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| author | Pavić Kristina Rajić Zrinka Mlinarić Zvonimir Uzelac Lidija Kralj Marijeta Zorc Branka |
| author_facet | Pavić Kristina Rajić Zrinka Mlinarić Zvonimir Uzelac Lidija Kralj Marijeta Zorc Branka |
| author_sort | Pavić Kristina |
| collection | DOAJ |
| description | In the current paper, we describe the design, synthesis and antiproliferative screening of novel chloroquine derivatives with a quinoline core linked to a hydroxy or halogen amine through a flexible aminobutyl chain and urea spacer. Synthetic pathway leading to chloroquine urea derivatives 4-10 includes two crucial steps: i) synthesis of chloroquine benzotriazolide 3 and ii) formation of urea derivatives through the reaction of compound 3 with the corresponding amine. Testing of antiproliferative activity against four human cancer cell lines revealed that chloroquine urea derivatives 9 and 10 with aromatic moieties show activity at micromolar concentrations. Therefore, these molecules represent interesting lead compounds that might provide an insight into the design of new anticancer agents. |
| format | Article |
| id | doaj-art-08c7338411dd4619a376c202b271fd37 |
| institution | Kabale University |
| issn | 1846-9558 |
| language | English |
| publishDate | 2018-12-01 |
| publisher | Sciendo |
| record_format | Article |
| series | Acta Pharmaceutica |
| spelling | doaj-art-08c7338411dd4619a376c202b271fd372025-02-02T11:25:09ZengSciendoActa Pharmaceutica1846-95582018-12-0168447148310.2478/acph-2018-0039acph-2018-0039Chloroquine Urea Derivatives: Synthesis and Antitumor Activity in VitroPavić Kristina0Rajić Zrinka1Mlinarić Zvonimir2Uzelac Lidija3Kralj Marijeta4Zorc Branka5University of Zagreb Faculty of Pharmacy and Biochemistry Department of Medicinal Chemistry HR-10 000Zagreb, CroatiaUniversity of Zagreb Faculty of Pharmacy and Biochemistry Department of Medicinal Chemistry HR-10 000Zagreb, CroatiaUniversity of Zagreb Faculty of Pharmacy and Biochemistry Department of Medicinal Chemistry HR-10 000Zagreb, CroatiaRudjer Bošković Institute Division of Molecular Medicine Laboratory of Experimental Therapy HR-10 000Zagreb, CroatiaRudjer Bošković Institute Division of Molecular Medicine Laboratory of Experimental Therapy HR-10 000Zagreb, CroatiaUniversity of Zagreb Faculty of Pharmacy and Biochemistry Department of Medicinal Chemistry HR-10 000Zagreb, CroatiaIn the current paper, we describe the design, synthesis and antiproliferative screening of novel chloroquine derivatives with a quinoline core linked to a hydroxy or halogen amine through a flexible aminobutyl chain and urea spacer. Synthetic pathway leading to chloroquine urea derivatives 4-10 includes two crucial steps: i) synthesis of chloroquine benzotriazolide 3 and ii) formation of urea derivatives through the reaction of compound 3 with the corresponding amine. Testing of antiproliferative activity against four human cancer cell lines revealed that chloroquine urea derivatives 9 and 10 with aromatic moieties show activity at micromolar concentrations. Therefore, these molecules represent interesting lead compounds that might provide an insight into the design of new anticancer agents.https://doi.org/10.2478/acph-2018-0039chloroquinehydroxychloroquineureaantitumor activity in vitro |
| spellingShingle | Pavić Kristina Rajić Zrinka Mlinarić Zvonimir Uzelac Lidija Kralj Marijeta Zorc Branka Chloroquine Urea Derivatives: Synthesis and Antitumor Activity in Vitro Acta Pharmaceutica chloroquine hydroxychloroquine urea antitumor activity in vitro |
| title | Chloroquine Urea Derivatives: Synthesis and Antitumor Activity in Vitro |
| title_full | Chloroquine Urea Derivatives: Synthesis and Antitumor Activity in Vitro |
| title_fullStr | Chloroquine Urea Derivatives: Synthesis and Antitumor Activity in Vitro |
| title_full_unstemmed | Chloroquine Urea Derivatives: Synthesis and Antitumor Activity in Vitro |
| title_short | Chloroquine Urea Derivatives: Synthesis and Antitumor Activity in Vitro |
| title_sort | chloroquine urea derivatives synthesis and antitumor activity in vitro |
| topic | chloroquine hydroxychloroquine urea antitumor activity in vitro |
| url | https://doi.org/10.2478/acph-2018-0039 |
| work_keys_str_mv | AT pavickristina chloroquineureaderivativessynthesisandantitumoractivityinvitro AT rajiczrinka chloroquineureaderivativessynthesisandantitumoractivityinvitro AT mlinariczvonimir chloroquineureaderivativessynthesisandantitumoractivityinvitro AT uzelaclidija chloroquineureaderivativessynthesisandantitumoractivityinvitro AT kraljmarijeta chloroquineureaderivativessynthesisandantitumoractivityinvitro AT zorcbranka chloroquineureaderivativessynthesisandantitumoractivityinvitro |