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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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Main Authors: Ghawanmeh, Abdullah A., Al-Bajalan, Hussein M., Mackeen, Mukram Mohamed, Alali, Feras Q., K. F., Chong
Format: Article
Language:English
Published: Elsevier 2019
Subjects:
TP Chemical technology
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
http://umpir.ump.edu.my/id/eprint/26482/
https://doi.org/10.1016/j.ejmech.2019.111788
https://doi.org/10.1016/j.ejmech.2019.111788
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spelling my.ump.umpir.264822019-12-06T04:07:27Z 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 https://doi.org/10.1016/j.ejmech.2019.111788 https://doi.org/10.1016/j.ejmech.2019.111788
institution Universiti Malaysia Pahang
building UMP Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaysia Pahang
content_source UMP Institutional Repository
url_provider http://umpir.ump.edu.my/
language English
topic TP Chemical technology
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
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.
format Article
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.
title Recent developments on (−)-colchicine derivatives: Synthesis and structure-activity relationship
title_short 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_sort recent developments on (−)-colchicine derivatives: synthesis and structure-activity relationship
publisher Elsevier
publishDate 2019
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
http://umpir.ump.edu.my/id/eprint/26482/
https://doi.org/10.1016/j.ejmech.2019.111788
https://doi.org/10.1016/j.ejmech.2019.111788
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score 13.211869

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