The IN/I-Alkylation of Agelastatin A Modulates Its Chemical Reactivity
Agelastatin A is a marine alkaloid with potent biological activity. To date, at least 17 different strategies have achieved its total synthesis, along with many analogues. The present study focuses on the acidity stability of some N-methyl derivatives of agelastatin A. The study made use of chemical...
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Veröffentlicht in: | Molecules (Basel, Switzerland) Switzerland), 2023-09, Vol.28 (19) |
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description | Agelastatin A is a marine alkaloid with potent biological activity. To date, at least 17 different strategies have achieved its total synthesis, along with many analogues. The present study focuses on the acidity stability of some N-methyl derivatives of agelastatin A. The study made use of chemical reactions and spectroscopic acquisitions. The chemical structure of some derivatives can undergo a profound rearrangement. The results could shed light on the mechanism of action of agelastatin A and suggest the preparation of analogues with improved pharmacological efficacy. |
doi_str_mv | 10.3390/molecules28196821 |
format | Article |
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To date, at least 17 different strategies have achieved its total synthesis, along with many analogues. The present study focuses on the acidity stability of some N-methyl derivatives of agelastatin A. The study made use of chemical reactions and spectroscopic acquisitions. The chemical structure of some derivatives can undergo a profound rearrangement. The results could shed light on the mechanism of action of agelastatin A and suggest the preparation of analogues with improved pharmacological efficacy.</description><identifier>ISSN: 1420-3049</identifier><identifier>EISSN: 1420-3049</identifier><identifier>DOI: 10.3390/molecules28196821</identifier><language>eng</language><publisher>MDPI AG</publisher><subject>Amines ; Organic compounds ; Synthesis</subject><ispartof>Molecules (Basel, Switzerland), 2023-09, Vol.28 (19)</ispartof><rights>COPYRIGHT 2023 MDPI AG</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,864,27924,27925</link.rule.ids></links><search><creatorcontrib>D’Ambrosio, Michele</creatorcontrib><title>The IN/I-Alkylation of Agelastatin A Modulates Its Chemical Reactivity</title><title>Molecules (Basel, Switzerland)</title><description>Agelastatin A is a marine alkaloid with potent biological activity. To date, at least 17 different strategies have achieved its total synthesis, along with many analogues. The present study focuses on the acidity stability of some N-methyl derivatives of agelastatin A. The study made use of chemical reactions and spectroscopic acquisitions. The chemical structure of some derivatives can undergo a profound rearrangement. The results could shed light on the mechanism of action of agelastatin A and suggest the preparation of analogues with improved pharmacological efficacy.</description><subject>Amines</subject><subject>Organic compounds</subject><subject>Synthesis</subject><issn>1420-3049</issn><issn>1420-3049</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqVi8sKgkAYhYcoyC4P0G5eQJ2LpS5FklzUItzHoL86NTrQjIFvn0GLtnEW58aH0I4Sj_OY-J1WUA4KDItofIgYnSGHBoy4nATx_Ccv0cqYOyGMBnTvoKxoAecXP3cT9RiVsFL3WNc4aUAJY6fe4wSfdTVMHxicW4PTFjpZCoWvIEorX9KOG7SohTKw_foaedmxSE9uIxTcZF9r-xTlpOqD6h5qOe1JGDIah5wy_jfwBkBzSq4</recordid><startdate>20230901</startdate><enddate>20230901</enddate><creator>D’Ambrosio, Michele</creator><general>MDPI AG</general><scope/></search><sort><creationdate>20230901</creationdate><title>The IN/I-Alkylation of Agelastatin A Modulates Its Chemical Reactivity</title><author>D’Ambrosio, Michele</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-gale_infotracacademiconefile_A7721973123</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Amines</topic><topic>Organic compounds</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>D’Ambrosio, Michele</creatorcontrib><jtitle>Molecules (Basel, Switzerland)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>D’Ambrosio, Michele</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The IN/I-Alkylation of Agelastatin A Modulates Its Chemical Reactivity</atitle><jtitle>Molecules (Basel, Switzerland)</jtitle><date>2023-09-01</date><risdate>2023</risdate><volume>28</volume><issue>19</issue><issn>1420-3049</issn><eissn>1420-3049</eissn><abstract>Agelastatin A is a marine alkaloid with potent biological activity. To date, at least 17 different strategies have achieved its total synthesis, along with many analogues. The present study focuses on the acidity stability of some N-methyl derivatives of agelastatin A. The study made use of chemical reactions and spectroscopic acquisitions. The chemical structure of some derivatives can undergo a profound rearrangement. The results could shed light on the mechanism of action of agelastatin A and suggest the preparation of analogues with improved pharmacological efficacy.</abstract><pub>MDPI AG</pub><doi>10.3390/molecules28196821</doi></addata></record> |
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source | DOAJ Directory of Open Access Journals; MDPI - Multidisciplinary Digital Publishing Institute; EZB-FREE-00999 freely available EZB journals; PubMed Central; Free Full-Text Journals in Chemistry |
subjects | Amines Organic compounds Synthesis |
title | The IN/I-Alkylation of Agelastatin A Modulates Its Chemical Reactivity |
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