Meijere, Armin de

[["dc.bibliographiccitation.issue","18"],["dc.bibliographiccitation.journal","ChemInform"],["dc.bibliographiccitation.volume","40"],["dc.contributor.author","Lygin, Alexander V."],["dc.contributor.author","Larionov, Oleg V."],["dc.contributor.author","Korotkov, Vadim S."],["dc.contributor.author","de Meijere, Armin"],["dc.date.accessioned","2021-12-08T12:29:43Z"],["dc.date.available","2021-12-08T12:29:43Z"],["dc.date.issued","2009"],["dc.identifier.doi","10.1002/chin.200918119"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/96186"],["dc.language.iso","en"],["dc.notes.intern","DOI-Import GROB-476"],["dc.relation.eissn","1522-2667"],["dc.relation.issn","0931-7597"],["dc.rights.uri","http://doi.wiley.com/10.1002/tdm_license_1.1"],["dc.title","ChemInform Abstract: Oligosubstituted Pyrroles Directly from Substituted Methyl Isocyanides and Acetylenes."],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","6363"],["dc.bibliographiccitation.issue","31"],["dc.bibliographiccitation.journal","Organic & Biomolecular Chemistry"],["dc.bibliographiccitation.lastpage","6374"],["dc.bibliographiccitation.volume","10"],["dc.contributor.author","de Meijere, Armin"],["dc.contributor.author","Korotkov, Vadim S."],["dc.contributor.author","Lygin, Alexander V."],["dc.contributor.author","Larionov, Oleg V."],["dc.contributor.author","Sokolov, Viktor V."],["dc.contributor.author","Graef, Tine"],["dc.contributor.author","Es-Sayed, Mazen"],["dc.date.accessioned","2018-11-07T09:15:11Z"],["dc.date.available","2018-11-07T09:15:11Z"],["dc.date.issued","2012"],["dc.description.abstract","Successful biochemical studies of the natural products belactosin A and C and their acylated congeners have shown a beta-lactonecarboxamide moiety to be a possible core structure of powerful proteasome inhibitors. As a part of further investigations, variously decorated simplified beta-lactonecarboxamides have been synthesized in order to understand structure-biological activity relations in detail, to find ways of improving their biological activity and stability and to reduce the complexity of their preparation. Biological tests showed that the best compounds possess a high potential against phytopathogenic fungi in the greenhouse."],["dc.identifier.doi","10.1039/c2ob25586c"],["dc.identifier.isi","000306480100015"],["dc.identifier.pmid","22735304"],["dc.identifier.purl","https://resolver.sub.uni-goettingen.de/purl?gs-1/10202"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/27613"],["dc.notes.intern","Merged from goescholar"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Royal Soc Chemistry"],["dc.relation.issn","1477-0520"],["dc.rights","Goescholar"],["dc.rights.uri","https://goescholar.uni-goettingen.de/licenses"],["dc.title","Synthesis and biological activity of simplified belactosin C analogues"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dc.type.version","published_version"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","3338"],["dc.bibliographiccitation.issue","16"],["dc.bibliographiccitation.journal","Organic & Biomolecular Chemistry"],["dc.bibliographiccitation.lastpage","3342"],["dc.bibliographiccitation.volume","7"],["dc.contributor.author","Limbach, Michael"],["dc.contributor.author","Lygin, Alexander V."],["dc.contributor.author","Korotkov, Vadim S."],["dc.contributor.author","Es-Sayed, Mazen"],["dc.contributor.author","de Meijere, Armin"],["dc.date.accessioned","2018-11-07T08:35:17Z"],["dc.date.available","2018-11-07T08:35:17Z"],["dc.date.issued","2009"],["dc.description.abstract","A sequence of Michael addition of a primary amine onto methyl 2-chloro-2-cyclopropylidene-acetate (1), acylation of the adduct with alpha-bromo acid chlorides under modified Schotten-Baumann conditions and ring-closing twofold nucleophilic substitution on the thus formed bishalides 3a-e with aliphatic or aromatic amines according to a very simple protocol with final acid/base extraction or filtration over silica gel for purification leads to the 3-spirocyclopropanated 5-oxopiperazine-2-carboxylates 2 or in two cases, after intermolecular transesterification of 2, to bicyclic oxopiperazines 6, with a remarkable variability of the substituents R(1)-R(3) in 39-99% yields ( 20 examples). Starting with alpha-bromophenylacetic acid chloride, the trans-configured 6-phenyl-5-oxopiperazine-2-carboxylates are formed preferentially."],["dc.identifier.doi","10.1039/b908548c"],["dc.identifier.isi","000268481500022"],["dc.identifier.pmid","19641793"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/18027"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Royal Soc Chemistry"],["dc.relation.issn","1477-0520"],["dc.title","Facile synthesis of structurally diverse 5-oxopiperazine-2-carboxylates as dipeptide mimics and templates"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.issue","12"],["dc.bibliographiccitation.journal","ChemInform"],["dc.bibliographiccitation.volume","38"],["dc.contributor.author","Korotkov, Vadim S."],["dc.contributor.author","Larionov, Oleg V."],["dc.contributor.author","de Meijere, Armin"],["dc.date.accessioned","2021-12-08T12:29:33Z"],["dc.date.available","2021-12-08T12:29:33Z"],["dc.date.issued","2007"],["dc.identifier.doi","10.1002/chin.200712053"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/96119"],["dc.language.iso","en"],["dc.notes.intern","DOI-Import GROB-476"],["dc.relation.eissn","1522-2667"],["dc.relation.issn","0931-7597"],["dc.rights.uri","http://doi.wiley.com/10.1002/tdm_license_1.1"],["dc.title","Cyclopropyl Building Blocks for Organic Synthesis. Part 128. Ln(OTf)3-Catalyzed Insertion of Aryl Isocyanides into the Cyclopropane Ring."],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","7504"],["dc.bibliographiccitation.issue","20"],["dc.bibliographiccitation.journal","The Journal of Organic Chemistry"],["dc.bibliographiccitation.lastpage","7510"],["dc.bibliographiccitation.volume","72"],["dc.contributor.author","Korotkov, Vadim S."],["dc.contributor.author","Larionov, Oleg V."],["dc.contributor.author","Hoftneister, Anja"],["dc.contributor.author","Magull, Joerg"],["dc.contributor.author","de Meijere, Armin"],["dc.date.accessioned","2018-11-07T10:58:27Z"],["dc.date.available","2018-11-07T10:58:27Z"],["dc.date.issued","2007"],["dc.description.abstract","[GRAPHICS] GaCl3 has been found to efficiently catalyze the formal cycloadditions of diazene derivatives 6 onto 2-arylcyclopropane-1, 1-dicarboxylates 5, giving rise to the pyrazolidine derivatives 7. The insertion into the cyclopropane ring proceeds with complete regioselectivity to furnish 5-arylpyrazolidine-1,2,3,3-tetracarboxylates exclusively; however, the cis-configured azo compound N-phenyltriazolinedione gave the two possible regioisomeric pyrazolidine derivatives in ratios varying from 1:1.5 to 1:3. Conceivable mechanisms of these transformations are being discussed."],["dc.identifier.doi","10.1021/jo0704816"],["dc.identifier.isi","000249698200003"],["dc.identifier.pmid","17824644"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/50484"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Amer Chemical Soc"],["dc.relation.issn","0022-3263"],["dc.title","GaCl3-Catalyzed insertion of diazene derivatives into the cyclopropane ring"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","7791"],["dc.bibliographiccitation.issue","22"],["dc.bibliographiccitation.journal","Organic & Biomolecular Chemistry"],["dc.bibliographiccitation.lastpage","7798"],["dc.bibliographiccitation.volume","9"],["dc.contributor.author","Korotkov, Vadim S."],["dc.contributor.author","Ludwig, Antje"],["dc.contributor.author","Larionov, Oleg V."],["dc.contributor.author","Lygin, Alexander V."],["dc.contributor.author","Groll, Michael"],["dc.contributor.author","de Meijere, Armin"],["dc.date.accessioned","2018-11-07T09:01:51Z"],["dc.date.available","2018-11-07T09:01:51Z"],["dc.date.issued","2011"],["dc.description.abstract","Successful biochemical studies of the natural products belactosin A and C as well as their more stable acylated derivatives have proved them to be powerful proteasome inhibitors and thereby potential candidates as pharmacologically relevant active compounds. In order to understand their structure-biological activity relations in detail and to findways of improving their biological activity, four new modified belactosin congeners have been synthesized and tested. One of them (compound 6) turned out to be a more potent inhibitor against HeLa cells than the known proteasome inhibitor MG132."],["dc.description.sponsorship","Degussa Foundation (Evonik Industries AG)"],["dc.identifier.doi","10.1039/c1ob05661a"],["dc.identifier.isi","000296203700029"],["dc.identifier.pmid","21946808"],["dc.identifier.purl","https://resolver.sub.uni-goettingen.de/purl?gs-1/10465"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/24529"],["dc.notes.intern","Merged from goescholar"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Royal Soc Chemistry"],["dc.relation.issn","1477-0520"],["dc.rights","Goescholar"],["dc.rights.uri","https://goescholar.uni-goettingen.de/licenses"],["dc.title","Synthesis and biological activity of optimized belactosin C congeners"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dc.type.version","published_version"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","3542"],["dc.bibliographiccitation.issue","21"],["dc.bibliographiccitation.journal","Synthesis"],["dc.bibliographiccitation.lastpage","3546"],["dc.contributor.author","Korotkov, Vadim S."],["dc.contributor.author","Larionov, Oleg V."],["dc.contributor.author","de Meijere, Armin"],["dc.date.accessioned","2018-11-07T08:59:02Z"],["dc.date.available","2018-11-07T08:59:02Z"],["dc.date.issued","2006"],["dc.description.abstract","The insertion of two molecules of an aryl isocyanide into bisacceptor-activated cyclopropane derivatives has been observed for the first time. The reaction proceeds best under the catalysis of Pr(OTf)(3) and offers a facile access to the synthetically useful and potentially pharmacologically relevant substituted dialkyl 3-(arylamino)-2-(arylimino)cyclopent-3-ene-1,1-dicarboxylates in moderate yields (21-65%)."],["dc.identifier.doi","10.1055/s-2006-942514"],["dc.identifier.isi","000242403700003"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/23790"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Georg Thieme Verlag Kg"],["dc.relation.issn","0039-7881"],["dc.title","Ln(OTf)(3)-catalyzed insertion of aryl isocyanides into the cyclopropane ring"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.issue","6"],["dc.bibliographiccitation.journal","ChemInform"],["dc.bibliographiccitation.volume","39"],["dc.contributor.author","Korotkov, Vadim S."],["dc.contributor.author","Larionov, Oleg V."],["dc.contributor.author","Hofmeister, Anja"],["dc.contributor.author","Magull, Joerg"],["dc.contributor.author","de Meijere, Armin"],["dc.date.accessioned","2021-12-08T12:29:38Z"],["dc.date.available","2021-12-08T12:29:38Z"],["dc.date.issued","2008"],["dc.identifier.doi","10.1002/chin.200806111"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/96151"],["dc.language.iso","en"],["dc.notes.intern","DOI-Import GROB-476"],["dc.relation.eissn","1522-2667"],["dc.relation.issn","0931-7597"],["dc.rights.uri","http://doi.wiley.com/10.1002/tdm_license_1.1"],["dc.title","ChemInform Abstract: Cyclopropyl Building Blocks in Organic Synthesis. Part 141. GaCl3-Catalyzed Insertion of Diazene Derivatives into the Cyclopropane Ring."],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","3665"],["dc.bibliographiccitation.issue","19"],["dc.bibliographiccitation.journal","European Journal of Organic Chemistry"],["dc.bibliographiccitation.lastpage","3671"],["dc.contributor.author","de Meijere, Armin"],["dc.contributor.author","Limbach, Michael"],["dc.contributor.author","Janssen, Andre"],["dc.contributor.author","Lygin, Alexander V."],["dc.contributor.author","Korotkov, Vadim S."],["dc.date.accessioned","2018-11-07T08:41:37Z"],["dc.date.available","2018-11-07T08:41:37Z"],["dc.date.issued","2010"],["dc.description.abstract","Under a newly developed set of mild conditions [EtN(iPr)(2), LiI, DMF, 20 degrees C, 3 d], methyl 2-chloro-2-cyclopropylideneacetate (1) smoothly undergoes Michael addition of various benzylamines (4 examples) with ensuing ring enlargement and elimination to give in very good yields (8199 %) the correspondingly substituted methyl 2-(benzylamino)cyclobutenecarboxylates 3a-d, which were subsequently converted into the N-Boc-protected derivatives 4a-d. After hydrolysis of the esters, the free beta-amino acids 5a,b were cleanly condensed with the methyl esters of glycine, (S)-proline, (S)-phenylglycine and (S)-tryptophan to give the dipeptides 6a-8a, 9b in 58-89% yield. The cyclic dipeptides 15e,f, consisting of a 2-aminocyclobutenecarboxylic acid and a glycine fragment, were obtained in 38 and 45 % yield, respectively, upon treatment of the spirocyclopropanated chlorohexahydrodiazepinediones 10e,f with sodium cyanide in DMSO at elevated temperatures. Palladium-catalyzed hydrogenation of 4a afforded methyl N-Boc-2-amino-cyclobutanecarboxylate 19 as a mixture of cis and trans isomers."],["dc.identifier.doi","10.1002/ejoc.201000283"],["dc.identifier.isi","000280220800014"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/19515"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Wiley-blackwell"],["dc.relation.issn","1434-193X"],["dc.title","Versatile Access to 2-Aminocyclobutene-1-carboxylic Acid Derivatives and Their Incorporation into Small Peptides"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","7810"],["dc.bibliographiccitation.issue","27"],["dc.bibliographiccitation.journal","Angewandte Chemie International Edition"],["dc.bibliographiccitation.lastpage","7814"],["dc.bibliographiccitation.volume","54"],["dc.contributor.author","Groll, Michael"],["dc.contributor.author","Korotkov, Vadim S."],["dc.contributor.author","Huber, Eva M."],["dc.contributor.author","de Meijere, Armin"],["dc.contributor.author","Ludwig, Antje"],["dc.date.accessioned","2018-11-07T09:55:40Z"],["dc.date.available","2018-11-07T09:55:40Z"],["dc.date.issued","2015"],["dc.description.abstract","Broad-spectrum proteasome inhibitors are applied as anticancer drugs, whereas selective blockage of the immunoproteasome represents a promising therapeutic rationale for autoimmune diseases. We here aimed at identifying minimal structural elements that confer 5c or 5i selectivity on proteasome inhibitors. Based on the natural product belactosinC, we synthesized two -lactones featuring a dimethoxybenzyl moiety and either a methylpropyl (pseudo-isoleucin) or an isopropyl (pseudo-valine) P1 side chain. Although the two compounds differ only by one methyl group, the isoleucine analogue is six times more potent for 5i (IC50=14nM) than the valine counterpart. Cell culture experiments demonstrate the cell-permeability of the compounds and X-ray crystallography data highlight them as minimal fragments that occupy primed and non-primed pockets of the active sites of the proteasome. Together, these results qualify -lactones as a promising lead-structure motif for potent nonpeptidic proteasome inhibitors with diverse pharmaceutical applications."],["dc.description.sponsorship","Deutsche Forschungsgemeinschaft (DFG) [GR1861/10-1]"],["dc.identifier.doi","10.1002/anie.201502931"],["dc.identifier.isi","000356886600011"],["dc.identifier.pmid","25973989"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/36804"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Wiley-v C H Verlag Gmbh"],["dc.relation.issn","1521-3773"],["dc.relation.issn","1433-7851"],["dc.title","A Minimal -Lactone Fragment for Selective 5c or 5i Proteasome Inhibitors"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]