Research Topics
| Dirk MencheSummaryAffiliation: University of Heidelberg Country: Germany Publications
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Detail Information
Publications
Modular total synthesis of archazolid A and BDirk Menche
Institut fur Organische Chemie, Ruprecht Karls Universitat Heidelberg, Im Neuenheimer Feld 270, D 69120 Heidelberg
J Org Chem 74:7220-9. 2009..The expedient and flexible strategy will enable further SAR studies of the archazolids and more detailed evaluations of target-inhibitor interactions...- Stereochemical determination and complex biosynthetic assembly of etnangien, a highly potent RNA polymerase inhibitor from the myxobacterium Sorangium cellulosumDirk Menche
University of Heidelberg, Department of Organic Chemistry, INF 270, D 69120 Heidelberg, Germany
J Am Chem Soc 130:14234-43. 2008.... - New methods for stereochemical determination of complex polyketides: configurational assignment of novel metabolites from myxobacteriaDirk Menche
Department of Organic Chemistry, University of Heidelberg, Heidelberg, Germany
Nat Prod Rep 25:905-18. 2008..These methods are presented in their applications to structurally novel polyketide classes from myxobacteria... - Design, synthesis and biological evaluation of simplified analogues of the RNA polymerase inhibitor etnangienDirk Menche
Institut fur Organische Chemie, Ruprecht Karls Universitat Heidelberg, INF 270, D 69120 Heidelberg, Germany
Bioorg Med Chem Lett 20:939-41. 2010..Novel simplified analogues of the potent RNA polymerase inhibitor etnangien were obtained by total synthesis and evaluated for antibacterial activity against Gram-positive bacteria and one Gram-negative bacterium... - Stereoselective total synthesis of etnangien and etnangien methyl esterPengfei Li
Institut fur Organische Chemie, Ruprecht Karls Universitat Heidelberg, Im Neuenheimer Feld 270, D 69120 Heidelberg, Germany
J Org Chem 75:2429-44. 2010..The expedient and flexible strategy of the etnangiens should be amenable to designed analogues of these RNA-polymerase inhibitors, thus enabling further exploration of the promising biological potential of these macrolide antibiotics... - Total synthesis of etnangienPengfei Li
Institut fur Organische Chemie, Ruprecht Karls Universitat Heidelberg, INF 270, D 69120 Heidelberg, Germany
J Am Chem Soc 131:11678-9. 2009..The convergent approach should be amenable to designed analogues... - Design, synthesis and biological evaluation of simplified side chains of the macrolide antibiotic etnangienMario Altendorfer
Organische Chemie, Ruprecht Karls Universitat Heidelberg, INF 270, D 69120 Heidelberg, Germany
Bioorg Med Chem Lett 22:5731-4. 2012..Novel simplified side chains of the potent RNA polymerase inhibitor etnangien were designed, synthesized and evaluated for antibacterial activity against Gram-positive bacteria and one Gram-negative bacterium... - Archazolid A-15-O-β-D-glucopyranoside and iso-archazolid B: potent V-ATPase inhibitory polyketides from the myxobacteria Cystobacter violaceus and Archangium gephyraNicole Horstmann
Institut für Organische Chemie, Ruprecht Karls Universität Heidelberg, Im Neuenheimer Feld 270, D 69120 Heidelberg, Germany
J Nat Prod 74:1100-5. 2011..iso-Archazolid B presents the most potent archazolid known... - Diastereodivergent aldol reactions of beta-alkoxy ethyl ketones: modular access to (1,4)-syn and -anti polypropionatesFatih Arikan
University of Heidelberg, Department of Organic Chemistry, INF 270, 69120 Heidelberg, Germany
Org Lett 10:3521-4. 2008..To achieve good selectivities in this diastereodivergent approach, selection of the protective group on the beta-oxygen of the enolate (R (2)) was of critical importance... - Stereodivergent synthesis of 1,3-syn- and -anti-tetrahydropyrimidinonesMichael Morgen
University of Heidelberg, Department of Organic Chemistry, INF 270, D 69120 Heidelberg, Germany
Org Lett 12:4494-7. 2010..The cyclization proceeds with excellent yield (up to 99%) and selectivity (up to dr > 20:1), purely based on substrate control. The product pyrimidines can be readily transformed into the corresponding free syn- and anti-amines... 
On the verge of axial chirality: atroposelective synthesis of the AB-biaryl fragment of vancomycinGerhard Bringmann
Institut fur Organische Chemie, Universitat Wurzburg, Am Hubland, D 97074 Wurzburg, Germany
Org Lett 4:2833-6. 2002..Starting from a still configurationally unstable lactone-bridged precursor, we obtained this biaryl with high atroposelectivity (dr 94:6) by ring cleavage with dynamic kinetic diastereomeric resolution...- Modular synthesis of polyene side chain analogues of the potent macrolide antibiotic etnangien by a flexible coupling strategy based on hetero-bis-metallated alkenesMario Altendorfer
University of Heidelberg, Department of Organic Chemistry, INF 270, D 69120 Heidelberg, Germany, EU
Org Biomol Chem 11:2116-39. 2013.... - Efficient synthesis of diverse hetero-bis-metallated alkenes as modular reagents towards highly conjugated and isolated olefinic systemsMario Altendorfer
University of Heidelberg, Department of Organic Chemistry, INF 270, D 69120 Heidelberg, Germany, EU
Chem Commun (Camb) 48:8267-9. 2012..The utility of these reagents was further demonstrated in a concise and modular construction of extended polyene side chains of the potent polyketide antibiotic etnangien... - Full stereochemical determination of ajudazols A and B by bioinformatics gene cluster analysis and total synthesis of ajudazol B by an asymmetric ortholithiation strategySebastian Essig
Institut fur Organische Chemie, Ruprecht Karls Universitat Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany
J Am Chem Soc 134:19362-5. 2012.... - Synthesis and biological evaluation of a water-soluble derivative of the potent V-ATPase inhibitor archazolidElke Persch
Institut fur Organische Chemie, Ruprecht Karls Universitat Heidelberg, INF 270, 69120 Heidelberg, Germany
Bioorg Med Chem Lett 22:7735-8. 2012..The first water-soluble analogue was then designed, synthesized, and evaluated for V-ATPase inhibitory activity in vitro... - Cycloadditions in the total synthesis of sporolide BPengfei Li
Institut fur Organische Chemie, Ruprecht Karls Universitat Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany
Angew Chem Int Ed Engl 48:5078-80. 2009..These approaches should be considered in complex target syntheses... - Concise synthesis of the macrocyclic core of rhizopodin by a Heck macrocyclization strategyMichael Dieckmann
Institut fur Organische Chemie, Ruprecht Karls Universitat Heidelberg, INF 270, D 69120, Heidelberg, Germany
J Org Chem 77:10782-8. 2012.... - Stereocontrolled synthesis of the C8-C22 fragment of rhizopodinManuel Kretschmer
Universitat Heidelberg, Institut fur Organische Chemie, INF 270, D 69120 Heidelberg, Germany
Org Lett 14:382-5. 2012..This route demonstrates the applicability of these methodologies in complex natural product synthesis... - Atropo-enantioselective total synthesis of knipholone and related antiplasmodial phenylanthraquinonesGerhard Bringmann
Institut fur Organische Chemie, Universitat Wurzburg, Am Hubland, D 97074 Wurzburg, Germany
J Org Chem 67:5595-610. 2002..The synthetic availability of these natural biaryls, their precursors, and their unnatural analogs permitted a broader investigation of the antiplasmodial activities of these interesting biaryls... - Total synthesis and antibacterial activity of dysidavarone ABjörn Schmalzbauer
Kekule Institut fur Organische Chemie und Biochemie, University of Bonn, Gerhard Domagk Str 1, 53121 Bonn, Germany
Org Lett 15:964-7. 2013..Dysidavarone A showed potent antimicrobial and antiproliferative activities based on characteristic morphological changes of treated cells... - Stereoselective synthesis of 1,3-anti diols by an Ipc-mediated domino aldol-coupling/reduction sequenceMichael Dieckmann
Universitat Heidelberg, Institut fur Organische Chemie, INF 270, D 69120 Heidelberg, Germany
Org Lett 15:228-31. 2013..The sequence proceeds with excellent anti-selectivities and enables the rapid construction of complex polyketide fragments... - Stereochemical determination of Archazolid A and B, highly potent vacuolar-type ATPase inhibitors from the Myxobacterium Archangium gephyraJorma Hassfeld
, Medizinische Chemie and Umweltmikrobiologie, Mascheroder Weg 1, D-38124 Braunschweig, Germany
Org Lett 8:4751-4. 2006.... - Total synthesis of archazolid ADirk Menche
, Medicinal Chemistry, Inhoffenstrasse 7, 38124 Braunschweig, Germany
J Am Chem Soc 129:6100-1. 2007 - Gaboroquinones A and B and 4'-O-demethylknipholone-4'-O-beta-D-glucopyranoside, phenylanthraquinones from the roots of Bulbine frutescensBerhanu M Abegaz
Department of Chemistry, University of Botswana, Private Bag 0022, Gaborone, Botswana
J Nat Prod 65:1117-21. 2002..Compounds 2, 3, and 4 showed moderate to good antiplasmodial and antitrypanosomal activities in vitro... - Synthesis of novel 11-desmethyl analogues of laulimalide by Nozaki-Kishi couplingIan Paterson
University Chemical Laboratory, Lensfield Road, Cambridge CB2 1EW, U K
Org Lett 6:1293-5. 2004..This methodology should allow modular introduction of other, unnatural, side chains. [reaction: see text].. - Design, synthesis and biological evaluation of novel, simplified analogues of laulimalide: modification of the side chainIan Paterson
University Chemical Laboratory, Lensfield Road, Cambridge CB2 1EW, UK, EU
Bioorg Med Chem Lett 15:2243-7. 2005.... - Efficient one-pot synthesis of biologically active polysubstituted aromatic aminesDirk Menche
Helmholtz Zentrum für Infektionsforschung GmbH, Medizinische Chemie, Inhoffenstr 7, 38124 Braunschweig, Germany
Bioorg Med Chem 15:7311-7. 2007.... - Simultaneous determination of the conformation and relative configuration of archazolide a by using nuclear overhauser effects, J couplings, and residual dipolar couplingsChristophe Fares
Max Planck Institute for Biophysical Chemistry, NMR Based Structural Biology, Am Fassberg 11, 37077 Gottingen, Germany
Angew Chem Int Ed Engl 47:3722-6. 2008 - Success in tubulysin D synthesisFlorenz Sasse
Nat Chem Biol 3:87-9. 2007 - Design, synthesis, and biological evaluation of novel analogues of archazolid: a highly potent simplified V-ATPase inhibitorDirk Menche
Helmholtz Zentrum für Infektionsforschung GmbH, Medizinische Chemie, Inhoffenstrasse 7, 38124 Braunschweig, Germany
Bioorg Med Chem Lett 17:1732-5. 2007.... - The first hydroxylated archazolid from the myxobacterium Cystobacter violaceus: isolation, structural elucidation and V-ATPase inhibitionDirk Menche
Helmholtz Zentrum für Infektionsforschung GmbH, Medicinal Chemistry and Chemical Biology, Braunschweig, Germany
J Antibiot (Tokyo) 60:328-31. 2007..This novel metabolite was evaluated for growth inhibition of murine connective tissue cells and V-ATPase inhibition in comparison to other known archazolids... - Directed reductive amination of beta-hydroxy-ketones: convergent assembly of the ritonavir/lopinavir coreDirk Menche
Gesellschaft fur Biotechnologische Forschung mbH, Medizinische Chemie, Mascheroder Weg 1, D 38124 Braunschweig, Germany
Org Lett 9:267-70. 2007..The method was expanded to an asymmetric aldol reductive amination sequence to allow a highly convergent synthesis of the hydroxy-amine core of the HIV-protease inhibitors ritonavir and lopinavir. [reaction: see text]...