Recent developments on (−)-colchicine derivatives: Synthesis and structure-activity relationship
(−)-Colchicine, an anti-microtubulin polymerization agent, is a valuable medication and the drug of choice for gout, Behçet’s disease and familial Mediterranean fever. It has a narrow therapeutic index due to its high toxicity towards normal cells. Nonetheless, numerous (−)-colchicine derivatives ha...
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| Format: | Article |
| Language: | English |
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Elsevier
2019
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| Online Access: | http://umpir.ump.edu.my/id/eprint/26482/1/Recent%20developments%20on%20%28%E2%88%92%29-colchicine%20derivatives%20_%20synthesis%20and%20structure.pdf |
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| author | Ghawanmeh, Abdullah A. Al-Bajalan, Hussein M. Mackeen, Mukram Mohamed Alali, Feras Q. K. F., Chong |
| author_facet | Ghawanmeh, Abdullah A. Al-Bajalan, Hussein M. Mackeen, Mukram Mohamed Alali, Feras Q. K. F., Chong |
| author_sort | Ghawanmeh, Abdullah A. |
| collection | UMP |
| description | (−)-Colchicine, an anti-microtubulin polymerization agent, is a valuable medication and the drug of choice for gout, Behçet’s disease and familial Mediterranean fever. It has a narrow therapeutic index due to its high toxicity towards normal cells. Nonetheless, numerous (−)-colchicine derivatives have been synthesized and studied for their structure-activity relationship and preferential toxicity. Different functional groups such as amides, thioamides, N-arylurea and 8,12-diene cyclic have been incorporated into (−)-colchicine, resulting in derivatives (with moieties) that include electron-withdrawing and electron-donating groups. This review article focuses on recent developments in the chemical synthesis of (−)-colchicine derivatives, the substituents used, the functional groups linked to the substituents, the moieties and biological studies. Moreover, the current classification of derivatives based on the (−)-colchicine rings, namely ring A, B, and C (−)-colchicine derivatives, is discussed. This work demonstrates and summarizes the significance of (−)-colchicine derivatives in the biological field, and discusses their promising therapeutics for the future. |
| first_indexed | 2024-03-06T12:37:19Z |
| format | Article |
| id | UMPir26482 |
| institution | Universiti Malaysia Pahang |
| language | English |
| last_indexed | 2024-03-06T12:37:19Z |
| publishDate | 2019 |
| publisher | Elsevier |
| record_format | dspace |
| spelling | UMPir264822019-12-06T04:07:27Z http://umpir.ump.edu.my/id/eprint/26482/ Recent developments on (−)-colchicine derivatives: Synthesis and structure-activity relationship Ghawanmeh, Abdullah A. Al-Bajalan, Hussein M. Mackeen, Mukram Mohamed Alali, Feras Q. K. F., Chong TP Chemical technology (−)-Colchicine, an anti-microtubulin polymerization agent, is a valuable medication and the drug of choice for gout, Behçet’s disease and familial Mediterranean fever. It has a narrow therapeutic index due to its high toxicity towards normal cells. Nonetheless, numerous (−)-colchicine derivatives have been synthesized and studied for their structure-activity relationship and preferential toxicity. Different functional groups such as amides, thioamides, N-arylurea and 8,12-diene cyclic have been incorporated into (−)-colchicine, resulting in derivatives (with moieties) that include electron-withdrawing and electron-donating groups. This review article focuses on recent developments in the chemical synthesis of (−)-colchicine derivatives, the substituents used, the functional groups linked to the substituents, the moieties and biological studies. Moreover, the current classification of derivatives based on the (−)-colchicine rings, namely ring A, B, and C (−)-colchicine derivatives, is discussed. This work demonstrates and summarizes the significance of (−)-colchicine derivatives in the biological field, and discusses their promising therapeutics for the future. Elsevier 2019-10-18 Article PeerReviewed pdf en http://umpir.ump.edu.my/id/eprint/26482/1/Recent%20developments%20on%20%28%E2%88%92%29-colchicine%20derivatives%20_%20synthesis%20and%20structure.pdf Ghawanmeh, Abdullah A. and Al-Bajalan, Hussein M. and Mackeen, Mukram Mohamed and Alali, Feras Q. and K. F., Chong (2019) Recent developments on (−)-colchicine derivatives: Synthesis and structure-activity relationship. European Journal of Medicinal Chemistry, 185 (111788). pp. 1-16. ISSN 0223-5234. (Published) https://doi.org/10.1016/j.ejmech.2019.111788 https://doi.org/10.1016/j.ejmech.2019.111788 |
| spellingShingle | TP Chemical technology Ghawanmeh, Abdullah A. Al-Bajalan, Hussein M. Mackeen, Mukram Mohamed Alali, Feras Q. K. F., Chong Recent developments on (−)-colchicine derivatives: Synthesis and structure-activity relationship |
| title | Recent developments on (−)-colchicine derivatives: Synthesis and structure-activity relationship |
| title_full | Recent developments on (−)-colchicine derivatives: Synthesis and structure-activity relationship |
| title_fullStr | Recent developments on (−)-colchicine derivatives: Synthesis and structure-activity relationship |
| title_full_unstemmed | Recent developments on (−)-colchicine derivatives: Synthesis and structure-activity relationship |
| title_short | Recent developments on (−)-colchicine derivatives: Synthesis and structure-activity relationship |
| title_sort | recent developments on colchicine derivatives synthesis and structure activity relationship |
| topic | TP Chemical technology |
| url | http://umpir.ump.edu.my/id/eprint/26482/1/Recent%20developments%20on%20%28%E2%88%92%29-colchicine%20derivatives%20_%20synthesis%20and%20structure.pdf |
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