Benzofuran–appended 4-aminoquinazoline hybrids as epidermal growth factor receptor tyrosine kinase inhibitors: synthesis, biological evaluation and molecular docking studies
A series of 2-arylbenzo[b]furan–appended 4-aminoquinazoline hybrids were prepared and evaluated for cytotoxicity in vitro against the human lung cancer (A549), colorectal adenocarcinoma (Caco-2), hepatocellular carcinoma (C3A) and cervical cancer (HeLa) cell lines. Compounds 10d and 10j exhibited si...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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Taylor & Francis Group
2018-01-01
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| Series: | Journal of Enzyme Inhibition and Medicinal Chemistry |
| Subjects: | |
| Online Access: | http://dx.doi.org/10.1080/14756366.2018.1510919 |
| _version_ | 1818016075881644032 |
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| author | Malose J. Mphahlele Marole M. Maluleka Abimbola Aro Lyndy J. McGaw Yee Siew Choong |
| author_facet | Malose J. Mphahlele Marole M. Maluleka Abimbola Aro Lyndy J. McGaw Yee Siew Choong |
| author_sort | Malose J. Mphahlele |
| collection | DOAJ |
| description | A series of 2-arylbenzo[b]furan–appended 4-aminoquinazoline hybrids were prepared and evaluated for cytotoxicity in vitro against the human lung cancer (A549), colorectal adenocarcinoma (Caco-2), hepatocellular carcinoma (C3A) and cervical cancer (HeLa) cell lines. Compounds 10d and 10j exhibited significant cytotoxicity against the C3A and Caco-2 cell lines and induced apoptosis in these cell lines. Likewise, compounds 10d and 10e exhibited significant inhibitory activity towards epidermal growth factor receptor-tyrosine kinase phosphorylation (IC50 values of 29.3 nM and 31.1 nM, respectively) against Gefitinib (IC50 = 33.1 nM). Molecular docking of compounds 10 into EGFR-TK active site suggests that they bind to the region of EGFR like Gefitinib does. |
| first_indexed | 2024-04-14T07:06:57Z |
| format | Article |
| id | doaj.art-3e7d4bce138141f6b0604661811a732a |
| institution | Directory Open Access Journal |
| issn | 1475-6366 1475-6374 |
| language | English |
| last_indexed | 2024-04-14T07:06:57Z |
| publishDate | 2018-01-01 |
| publisher | Taylor & Francis Group |
| record_format | Article |
| series | Journal of Enzyme Inhibition and Medicinal Chemistry |
| spelling | doaj.art-3e7d4bce138141f6b0604661811a732a2022-12-22T02:06:32ZengTaylor & Francis GroupJournal of Enzyme Inhibition and Medicinal Chemistry1475-63661475-63742018-01-013311516152810.1080/14756366.2018.15109191510919Benzofuran–appended 4-aminoquinazoline hybrids as epidermal growth factor receptor tyrosine kinase inhibitors: synthesis, biological evaluation and molecular docking studiesMalose J. Mphahlele0Marole M. Maluleka1Abimbola Aro2Lyndy J. McGaw3Yee Siew Choong4University of South AfricaUniversity of South AfricaPhytomedicine ProgrammePhytomedicine ProgrammeInstitute for Research in Molecular Medicine (INFORMM), Universiti Sains MalaysiaA series of 2-arylbenzo[b]furan–appended 4-aminoquinazoline hybrids were prepared and evaluated for cytotoxicity in vitro against the human lung cancer (A549), colorectal adenocarcinoma (Caco-2), hepatocellular carcinoma (C3A) and cervical cancer (HeLa) cell lines. Compounds 10d and 10j exhibited significant cytotoxicity against the C3A and Caco-2 cell lines and induced apoptosis in these cell lines. Likewise, compounds 10d and 10e exhibited significant inhibitory activity towards epidermal growth factor receptor-tyrosine kinase phosphorylation (IC50 values of 29.3 nM and 31.1 nM, respectively) against Gefitinib (IC50 = 33.1 nM). Molecular docking of compounds 10 into EGFR-TK active site suggests that they bind to the region of EGFR like Gefitinib does.http://dx.doi.org/10.1080/14756366.2018.1510919Benzofuran-aminoquinazolinescytotoxicityapoptosisEGFR-TKmolecular docking |
| spellingShingle | Malose J. Mphahlele Marole M. Maluleka Abimbola Aro Lyndy J. McGaw Yee Siew Choong Benzofuran–appended 4-aminoquinazoline hybrids as epidermal growth factor receptor tyrosine kinase inhibitors: synthesis, biological evaluation and molecular docking studies Journal of Enzyme Inhibition and Medicinal Chemistry Benzofuran-aminoquinazolines cytotoxicity apoptosis EGFR-TK molecular docking |
| title | Benzofuran–appended 4-aminoquinazoline hybrids as epidermal growth factor receptor tyrosine kinase inhibitors: synthesis, biological evaluation and molecular docking studies |
| title_full | Benzofuran–appended 4-aminoquinazoline hybrids as epidermal growth factor receptor tyrosine kinase inhibitors: synthesis, biological evaluation and molecular docking studies |
| title_fullStr | Benzofuran–appended 4-aminoquinazoline hybrids as epidermal growth factor receptor tyrosine kinase inhibitors: synthesis, biological evaluation and molecular docking studies |
| title_full_unstemmed | Benzofuran–appended 4-aminoquinazoline hybrids as epidermal growth factor receptor tyrosine kinase inhibitors: synthesis, biological evaluation and molecular docking studies |
| title_short | Benzofuran–appended 4-aminoquinazoline hybrids as epidermal growth factor receptor tyrosine kinase inhibitors: synthesis, biological evaluation and molecular docking studies |
| title_sort | benzofuran appended 4 aminoquinazoline hybrids as epidermal growth factor receptor tyrosine kinase inhibitors synthesis biological evaluation and molecular docking studies |
| topic | Benzofuran-aminoquinazolines cytotoxicity apoptosis EGFR-TK molecular docking |
| url | http://dx.doi.org/10.1080/14756366.2018.1510919 |
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