New 1,2,3-Triazole-genipin Analogues and Their Anti-Alzheimer’s Activity

[Image: see text] A novel series of 1,2,3-triazole-genipin analogues were designed, synthesized, and evaluated for neuroprotective activity, acetylcholinesterase (AChE), and butyrylcholinesterase (BuChE) inhibitory activity. The genipin analogues bearing bromoethyl- and diphenylhydroxy-triazole show...

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Autores principales: Silalai, Patamawadee, Jaipea, Suwichada, Tocharus, Jiraporn, Athipornchai, Anan, Suksamrarn, Apichart, Saeeng, Rungnapha
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9301951/
https://www.ncbi.nlm.nih.gov/pubmed/35874205
http://dx.doi.org/10.1021/acsomega.2c01593
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author Silalai, Patamawadee
Jaipea, Suwichada
Tocharus, Jiraporn
Athipornchai, Anan
Suksamrarn, Apichart
Saeeng, Rungnapha
author_facet Silalai, Patamawadee
Jaipea, Suwichada
Tocharus, Jiraporn
Athipornchai, Anan
Suksamrarn, Apichart
Saeeng, Rungnapha
author_sort Silalai, Patamawadee
collection PubMed
description [Image: see text] A novel series of 1,2,3-triazole-genipin analogues were designed, synthesized, and evaluated for neuroprotective activity, acetylcholinesterase (AChE), and butyrylcholinesterase (BuChE) inhibitory activity. The genipin analogues bearing bromoethyl- and diphenylhydroxy-triazole showed in vitro neuroprotective properties against H(2)O(2) toxicity along with potent inhibitory activity on BuChE with IC(50) values of 31.77 and 54.33 μM, respectively, compared with galantamine (IC(50) = 34.05 μM). The molecular docking studies of these genipin analogues showed good binding energy and interact well with the key amino acids of BuChE via hydrogen-bonding and hydrophobic interactions. Triazole genipins might be promising lead compounds as anti-Alzheimer’s agents.
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spelling pubmed-93019512022-07-22 New 1,2,3-Triazole-genipin Analogues and Their Anti-Alzheimer’s Activity Silalai, Patamawadee Jaipea, Suwichada Tocharus, Jiraporn Athipornchai, Anan Suksamrarn, Apichart Saeeng, Rungnapha ACS Omega [Image: see text] A novel series of 1,2,3-triazole-genipin analogues were designed, synthesized, and evaluated for neuroprotective activity, acetylcholinesterase (AChE), and butyrylcholinesterase (BuChE) inhibitory activity. The genipin analogues bearing bromoethyl- and diphenylhydroxy-triazole showed in vitro neuroprotective properties against H(2)O(2) toxicity along with potent inhibitory activity on BuChE with IC(50) values of 31.77 and 54.33 μM, respectively, compared with galantamine (IC(50) = 34.05 μM). The molecular docking studies of these genipin analogues showed good binding energy and interact well with the key amino acids of BuChE via hydrogen-bonding and hydrophobic interactions. Triazole genipins might be promising lead compounds as anti-Alzheimer’s agents. American Chemical Society 2022-07-06 /pmc/articles/PMC9301951/ /pubmed/35874205 http://dx.doi.org/10.1021/acsomega.2c01593 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Silalai, Patamawadee
Jaipea, Suwichada
Tocharus, Jiraporn
Athipornchai, Anan
Suksamrarn, Apichart
Saeeng, Rungnapha
New 1,2,3-Triazole-genipin Analogues and Their Anti-Alzheimer’s Activity
title New 1,2,3-Triazole-genipin Analogues and Their Anti-Alzheimer’s Activity
title_full New 1,2,3-Triazole-genipin Analogues and Their Anti-Alzheimer’s Activity
title_fullStr New 1,2,3-Triazole-genipin Analogues and Their Anti-Alzheimer’s Activity
title_full_unstemmed New 1,2,3-Triazole-genipin Analogues and Their Anti-Alzheimer’s Activity
title_short New 1,2,3-Triazole-genipin Analogues and Their Anti-Alzheimer’s Activity
title_sort new 1,2,3-triazole-genipin analogues and their anti-alzheimer’s activity
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9301951/
https://www.ncbi.nlm.nih.gov/pubmed/35874205
http://dx.doi.org/10.1021/acsomega.2c01593
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