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Graduate School of Chemical and Molecular Sciences Zurich

Publications

2017

Christophe Thommen, Markus Neuburger, and Karl Gademann
Collective Syntheses of Icetexane Natural Products Based on Biogenetic Hypotheses
Chem. Eur. J. 2017, accepted.

2016

José Gomes, Christophe Daeppen, Raphael Liffert, Joel Roesslein, Elias Kaufmann, Annakaisa Heikinheimo, Markus Neuburger, and Karl Gademann
Formal Total Synthesis of (−)-Jiadifenolide and Synthetic Studies toward seco-Prezizaane-Type Sesquiterpenes
J. Org. Chem. 2016, published online.

Manuel Scherer, Dominik Bezold, and Karl Gademann
Toxicity of the Aeruginosin Chlorosulfopeptides Investigated by Chemical Synthesis
Angew. Chem. Int. Ed. 2016, 55, 9427-9431.

Suman De Sarkar, Judith F. Blom, Yann Bethuel, Friedrich Jüttner, and Karl Gademann
Allelopathic Activity of the Iron Chelator Anachelin – A Molecular Hybrid with a Dual Mode of Action
Helv. Chim. Acta 2016, 99, 760-773.

Santiago Lascano, Kang-Da Zhang, Robin Wehlauch, Karl Gademann, Naomi Sakai, Stefan Matile
The third orthogonal dynamic covalent bond
Chemical Science 2016, 7, 4720-4724.

Erika A. Crane and Karl Gademann
Capturing Biological Activity in Natural Product Fragments by Chemical Synthesis
Angew. Chem. Int. Ed. 2016, 55, 3882-3902.

Marta Pinto-Carbó, Simon Sieber, Steven Dessein, Thomas Wicker, Brecht Verstraete, Karl Gademann, Leo Eberl and Aurelien Carlier
Evidence of horizontal gene transfer between obligate leaf nodule symbionts
ISME J. 2016, 10, 2092–2105.

Susanne Faltermann, Verena Grundler, Karl Gademann, Jakob Pernthaler, Karl Fent
Comparative effects of nodularin and microcystin-LR in zebrafish: 2. Uptake and molecular effects in eleuthero-embryos and adult liver with focus on endoplasmic reticulum stres
Aquatic Toxicology 2016, 171, 77-87.

2015

Christophe Daeppen, Marcel Kaiser, Markus Neuburger, and Karl Gademann
Preparation of Antimalarial Endoperoxides by a Formal [2 + 2 + 2] Cycloaddition
Org. Lett. 2015, 17, 5420–5423

Isabel P. Kerschgens and Karl Gademann
Direct Preparation of Pyrrolizidines Using Imines and Isonitriles
Synthesis 2015, 47, 3153-3160

Elias Kaufmann, Hiromu Hattori, Hideki Miyatake-Ondozabal, and Karl Gademann
Total Synthesis of the Glycosylated Macrolide Antibiotic Fidaxomicin
Org. Lett. 2015, 17, 3514–3517

Simon Sieber, Aurélien Carlier, Markus Neuburger, Giselher Grabenweger, Leo Eberl, Karl Gademann
Isolation and Total Synthesis of Kirkamide, an Aminocyclitol from an Obligate Leaf Nodule Symbiont
Angew. Chem. Int. Ed. 2015, 54, 7968-7970. Download the paper postprint

Verena Grundler, Susanne Faltermann, Karl Fent, Karl Gademann
Preparation of Fluorescent Microcystin Derivatives by Direct Arginine Labelling and Their Biological Evaluation
ChemBioChem 2015, 16, 1657-1662.

Karl Gademann
Copy, Edit, and Paste: Natural Product Approaches to Biomaterials and Neuroengineering
Acc. Chem. Res. 2015, 48, 731–739. (open access)

Hideki Miyatake Ondozabal, Elias Kaufmann and Karl Gademann
Total Synthesis of the Protected Aglycon of Fidaxomicin (Tiacumicin B, Lipiarmycin A3)
Angew. Chem. Int. Ed. 2015, 54, 1933-1936.

Samuel Bader, Michael Lüscher, and Karl Gademann
Synthesis of Maculalactone A and Derivatives for Environmental Fate Tracking Studies
Org. Biomol. Chem. 2015, 13, 199-206.

2014

Verena Grundler, Karl Gademann
Direct Arginine Modification in Native Peptides and Application to Chemical Probe Development
ACS Med. Chem. Lett. 2014, 5, 1290-1295.

Esther Kohler, Verena Grundler, Daniel Häussinger, Rainer Kurmayer, Karl Gademann, Jakob Pernthaler, Judith F. Blom
The toxicity and enzyme activity of a chlorine and sulfate containing aeruginosin isolated from a non-microcystin-producing Planktothrix strain
Harmful Algae 2014, 39, 154-160.

Patrick Burch, Fabian Schmid, Karl Gademann
Neuritogenic Surfaces Using Natural Product Analogs
Advanced Healthcare Materials 2014, 3, 1415-1419.

Fabian Schmid, Maurizio Bernasconi, Henning J. Jessen, Andreas Pfaltz, Karl Gademann
Catalytic Enantioselective Total Synthesis of (–)-Pyridovericin
Synthesis 2014, 864-870.

Cyril Portmann, Simon Sieber, Silvan Wirthensohn, Judith F. Blom, Laeticia Da Silva, Emilie Baudat, Marcel Kaiser, Reto Brun, and Karl Gademann
Balgacyclamides, Antiplasmodial Heterocyclic Peptides from Microcystis aeruguinosa EAWAG 251
J. Nat. Prod. 2014, 77, 557-562.

Patrick Burch, Andrea Chicca, Jürg Gertsch, and Karl Gademann
Functionally Optimized Neuritogenic Farinosone C Analogs: SAR-Study and Investigations on their Mode of Action
ACS Med. Chem. Lett. 2014, 5, 172-177.

2013

José Gomes, Natalie Huber, Alexander Grunau, Leo Eberl and Karl Gademann
Fluorescent Labeling Agents for Quorum Sensing Receptors (FLAQS) in Live Cells
Chem. Eur. J. 2013, 19, 9766-9770.

Raphael Liffert, Johannes Hoecker, Chandan Kumar Jana, Tom M. Woods, Patrick Burch, Henning Jessen, Markus Neuburger and Karl Gademann
Withanolide A: Synthesis and Structural Requirements for Neurite Outgrowth
Chem. Sci. 2013, 4, 2851-2857.

Christophe Thommen, Chandan Kumar Jana, Markus Neuburger, and Karl Gademann
Syntheses of Taiwaniaquinone F and Taiwaniaquinol A via an Unusual Remote C–H Functionalization
Org. Lett. 2013, 15, 1390–1393.

Johannes Hoecker, Raphael Liffert, Patrick Burch, Robin Wehlauch and Karl Gademann
Caged retinoids as photoinducible activators: implications for cell differentiation and neurite outgrowth
Org. Biomol. Chem. 2013, 3314-3321.

Malika Makhlouf Brahmi, Cyril Portmann, Danilo D'Ambrosio, Tom M. Woods, Damiano Banfi, Patrick Reichenbach, Laeticia Da Silva, Emilie Baudat, Gerardo Turcatti, Joachim Lingner and Karl Gademann
Telomerase Inhibitors from Cyanobacteria: Isolation and Synthesis of Sulfoquinovosyl Diacylglycerols from Microcystis aeruguinosa PCC 7806
Chem. Eur. J. 2013, 19, 4596 – 4601.

Hideki Miyatake Ondozabal, Linda Bannwart and Karl Gademann
Enantioselective Total Synthesis of Virosaine A and Bubbialidine
Chemical Communications 2013, 49, 1921-1923

Johannes Hoecker and Karl Gademann
Enantioselective Total Syntheses and Absolute Configuration of JBIR-02 and Mer-A2026B
Org. Lett. 2013, 15, 670–673.

Patrick Burch, Massimo Binaghi, Manuel Scherer, Corinna Wentzel, David Bossert, Luc Eberhardt, Markus Neuburger, Peter Scheiffele and Karl Gademann
Total Synthesis of Gelsemiol
Chem. Eur. J. 2013, 19, 2589–2591.

Fabian Schmid, Henning J. Jessen, Patrick Burch and Karl Gademann
Truncated Militarinone Fragments Identified by Total Chemical Synthesis Induce Neurite Outgrowth
MedChemComm 2013, 4, 135-139

José Gomes, Alexander Grunau, Adrien K. Lawrence, Leo Eberl and Karl Gademann
Bioinspired, Releasable Quorum Sensing Modulators
Chemical Communications 2013, 49, 155-157

José Gomes, Alexander Grunau, Adrien K. Lawrence, Leo Eberl and Karl Gademann
Bioinspired Surfaces Against Bacterial Infections (SCS Fall meeting laureates issue)
Chimia 2013, 67, 275-278

2012

Robin Wehlauch, Johannes Hoecker and Karl Gademann
Nitrocatechols as Tractable Surface Release Systems
ChemPlusChem 2012, 77, 1071-1074. Download the paper postprint

Carles Cantó, Riekelt H. Houtkooper, Eija Pirinen, Dou Y. Youn, Maaike H. Oosterveer, Yana Cen, Pablo J. Fernandez-Marcos, Hiroyasu Yamamoto, Pénélope A. Andreux, Philippe Cettour-Rose, Karl Gademann, Chris Rinsch, Kristina Schoonjans, Anthony A. Sauve, Johan Auwerx
The NAD+ Precursor Nicotinamide Riboside Enhances Oxidative Metabolism and Protects against High-Fat Diet-Induced Obesity
Cell Metabolism 2012, 15, 838-847.

Elangovan Elamparuthi, Cindy Fellay Markus Neuburger and Karl Gademann
Total Synthesis of Cyrneine A
Angew. Chem. Int. Ed. 2012, 51, 4071-4073.

Jean-Yves Wach and Karl Gademann
Reduce to the Maximum: Truncated Natural Products as Powerful Modulators of Biological Processes
Synlett 2012, 163-170.

2011

Karl Gademann
Controlling Protein Transport by Small Molecules
Current Drug Targets 2011, 12, 1574-1580.

Henning J. Jessen, Andreas Schumacher, Fabian Schmid, Andreas Pfaltz and Karl Gademann
Catalytic Enantioselective Total Synthesis of (+)-Torrubiellone C
Org. Lett. 2011, 13, 4368–4370.

Chandan K. Jana, Johannes Hoecker, Tom M. Woods, Henning J. Jessen, Markus Neuburger and Karl Gademann
Synthesis of Withanolide A, Biological Evaluation of its Neuritogenic Properties and Studies on Secretase Inhibition
Angew. Chem. Int. Ed. 2011, 50, 8407-8411.

Henning J. Jessen, Andreas Schumacher, Travis Shaw, Andreas Pfaltz and Karl Gademann
A Unified Approach for the Stereoselective Total Synthesis of Pyridone Alkaloids and Their Neuritogenic Activity
Angew. Chem. Int. Ed. 2011, 50, 4222-4226.

Karl Gademann
Out in the Green: Biologically Active Metabolites Produced by Cyanobacteria
Chimia 2011, 65, 416-419.

2010

Henning J. Jessen and Karl Gademann
4-Hydroxy-2-pyridone alkaloids: Structures and synthetic approaches
Natural Product Reports 2010, 27, 1168-1185.

Hans H. Locher, Daniel Ritz, Philipe Pfaff, Mika Gaertner, Adreja Knezevic, Daniela Sabato, Susanne Schroeder, Damien Barbaras, Karl Gademann
Dimers of Nostocarboline with Potent Antibacterial Activity
Chemotherapy 2010, 56, 318-324.

William Okello, Cyril Portmann, Marcel Erhard, Karl Gademann, Rainer Kurmayer
Occurrence of microcystin-producing cyanobacteria in Ugandan freshwater habitats
Environ. Toxicol. 2010, 25, 367-380.

Chandan Kumar Jana, Rosario Scopelliti, Karl Gademann
A Synthetic Entry into the Taiwaniaquinoids Based on a Biogenetic Hypothesis: Total Synthesis of (-)-Taiwaniaquinone H
Chem. Eur. J. 2010, 16, 7692-7695.

Chandan Kumar Jana, Rosario Scopelliti, Karl Gademann
Connecting C19 Norditerpenoids to C20 Diterpenes: Total Syntheses of 6-Hydroxy-5,6-dehydrosugiol, 6-Hydroxysugiol, and Taiwaniaquinone H, and Formal Synthesis of Dichroanone
Synthesis 2010, 2223-2232.

Karl Gademann, Cyril Portmann, Judith F. Blom, Michael Zeder, Friedrich Jüttner
Multiple Toxin Production in the Cyanobacterium Microcystis: Isolation of the Toxic Protease Inhibitor Cyanopeptolin 1020
J. Nat. Prod. 2010, 74, 980-984.

William Okello, Veronika Ostermayer, Cyril Portmann, Karl Gademann, Rainer Kurmayer
Spatial isolation favours the divergence in microcystin net production by Microcystis in Ugandan freshwater lakes
Water Research 2010, 44, 2803-2814.

Jean-Yves Wach, Stephan Güttinger, Ulrike Kutay, Karl Gademann
The Cytotoxic Styryl Lactone Goniothalamin is an Inhibitor of Nucleocytoplasmic Transport
Bioorg. Med. Chem. Lett. 2010, 20, 2843-2846.

Henning J. Jessen and Karl Gademann
Total Synthesis of the Marine Alkaloid Palau'amine
Angew. Chem. Int. Ed. 2010, 49, 2972-2974.

Barbora Malisova, Samuele Tosatti, Marcus Textor, Karl Gademann, Stefan Zürcher
Poly(ethylene glycol) Adlayers Immobilized to Metal Oxide Substrates Through Catechol Derivatives: Influence of Assembly Conditions on Formation and Stability
Langmuir 2010, 26, 4018-4026.

Simone Bonazzi, Oliv Eidam, Stephan Güttinger, Jean-Yves Wach, Ivo Zemp, Ulrike Kutay, Karl Gademann
Anguinomycins and Derivatives: Total Syntheses, Modeling and Biological Evaluation of the Inhibition of Nucleocytoplasmic Transport
J. Am. Chem. Soc. 2010, 132, 1432-1442.

Simone Bonazzi, Damien Barbaras, Luc Patiny, Rosario Scopelliti, Patricia Schneider, Stewart T. Cole, Marcel Kaiser, Reto Brun, Karl Gademann
Antimalarial and antitubercular nostocarboline and eudistomin derivatives: Synthesis, in vitro and in vivo biological evaluation
Bioorg. Med. Chem. 2010, 18, 1464-1476.

Simone Bonazzi, Massimo Binaghi, Cindy Fellay, Jean-Yves Wach, Karl Gademann
Synthetic Studies on the Sporolides: Exploration of the Enediyne Route
Synthesis 2010, 631-642.

Sina Saxer, Cyril Portmann, Samuele Tosatti, Karl Gademann, Stefan Zürcher, Marcus Textor
Surface Assembly of Catechol-Functionalized Poly(l-lysine)-graft-poly(ethylene glycol) Copolymer on Titanium Exploiting Combined Electrostatically Driven Self-Organization and Biomimetic Strong Adhesion
Macromolecules 2010, 43, 1050-1060.

Sina Saxer, Uwe Pieles, Martin Elsener, Michael Horisberger, Samuele Tosatti, Marcus Textor, Karl Gademann, Stefan Zürcher
Design of a high-throughput device for screening surface modification protocols
Progress in Organic Coatings 2010, 67, 20-27.

2009

Jean-Yves Wach, Karl Gademann
Enantioselective Synthesis of the Sporolide Quinone Acid Fragment
Synlett 2009, 2849-2851.

Henning J. Jessen, Damien Barbaras, Matthias Hamburger, Karl Gademann
Total Synthesis and Neuritotrophic Activity of Farinosone C and Derivatives
Org. Lett. 2009, 11, 3446-3449.

Karl Gademann, Joanna Kobylinska.
Antimalarial Natural Products of Marine and Freshwater Origin
Chem. Rec. 2009, 9, 187-198.

Karl Gademann, Joanna Kobylinska, Jean-Yves Wach, Tom M. Woods
Surface Modifications Based on the Cyanobacterial Siderophore Anachelin: from Structure to Functional Biomaterials Design
BioMetals 2009, 22, 595-604.

Cyril Portmann, Cora Prestinari, Theresa Myers, Judith Scharte, Karl Gademann
Directed Biosynthesis of Phytotoxic Alkaloids in the Cyanobacterium Nostoc 78-12A
ChemBioChem 2009, 10, 889-895.

Paul G. Becher, Heike I. Baumann, Karl Gademann, Friedrich Jüttner
The Cyanobacterial Alkaloid Nostocarboline: an Inhibitor of Acetylcholinesterase and Trypsin
Journal of Applied Phycology 2009, 21, 103-110.
 

2008

Cyril Portmann, Judith F. Blom, Marcel Kaiser, Reto Brun, Friedrich Jüttner, Karl Gademann
Isolation of Aerucyclamides C and D and Structure Revision of Microcyclamide 7806A: Heterocyclic Ribosomal Peptides from Microcystis aeruginosa PCC 7806 and their Antiparasite Evaluation

J. Nat. Prod. 2008, 71, 1891-1896.

Guntram Christiansen, Wesley Yoshida, Judith F. Blom, Cyril Portmann, Karl Gademann, Thomas Hemscheidt, Rainer Kurmayer
Isolation and Structure Determination of Two Microcystins and Sequence Comparisons of the McyABC Adenylation Domains in Planktothrix species
J. Nat. Prod. 2008, 71, 1881-1886.

Jean-Yves Wach, Barbora Malisova, Simone Bonazzi, Samuele Tosatti, Marcus Textor, Stefan Zürcher, Karl Gademann
Protein-Resistant Surfaces through Mild Dopamine Surface Functionalization
Chem. Eur. J. 2008, 14, 10579-10584.

Damien Barbaras, Karl Gademann
Stable β Turns of Tripeptides in Water through Cation-π Interactions
ChemBioChem 2008, 9, 2398-2401.

Jean-Yves Wach, Simone Bonazzi, Karl Gademann
Antimicrobial Surfaces Through Natural Product Hybrids
Angew. Chem. 2008, 120, 7232-7235; Angew. Chem. Int. Ed. 2008, 47, 7123-7126.

Damien Barbaras, Marcel Kaiser, Reto Brun, Karl Gademann
Potent and Selective Antiplasmodial Activity of the Cyanobacterial Alkaloid Nostocarboline and its Dimers
Bioorg. Med. Chem. Lett. 2008, 18, 4413-4415.

Cyril Portmann, Judith F. Blom, Karl Gademann, Friedrich Jüttner
Aerucyclamides A and B: Isolation and Synthesis of Toxic Ribosomal Heterocyclic Peptides from the Cyanobacterium Microcystis aeruginosa PCC 7806
J. Nat. Prod. 2008, 71, 1193-1196.

Adrien K. Lawrence and Karl Gademann
Aza-Annulation Strategies in Alkaloid Total Synthesis
Synthesis 2008, 331-351.

Karl Gademann and Cyril Portmann
Secondary Metabolites from Cyanobacteria: Complex Structures and Powerful Bioactivities
Curr. Org. Chem. 2008, 12, 326-341.

2004-2007

Simone Bonazzi, Stephan Güttinger, Ivo Zemp, Ulrike Kutay, Karl Gademann
Total Synthesis, Configuration, and Biological Evaluation of Anguinomycin C
Angew. Chem. 2007, 119, 8862-8865; Angew. Chem. Int. Ed. 2007, 46, 8707-8710.

Karl Gademann, Yann Bethuel, Hans H. Locher, Christian Hubschwerlen
Biomimetic Total Synthesis and Antimicrobial Evaluation of Anachelin H
J. Org. Chem. 2007, 72, 8361-8370.

Karl Gademann and Simone Bonazzi
Total Synthesis of Complex Cyanobacterial Alkaloids Without Using Protecting Groups
Angew. Chem. 2007, 119, 5754-5756; Angew. Chem. Int. Ed. 2007, 46, 5656-5658.

Karl Gademann
Cyanobacterial Natural Products for the Inhibition of Biofilm Formation and Biofouling
Chimia 2007, 61, 373-377.

Karl Gademann
Neurobiology of DOPA as a Neurotransmitter
ChemMedChem 2006, 1, 1284.

Karl Gademann
Natural Product Hybrids
Chimia 2006, 60, 841-845.

Stefan Zürcher, David Wäckerlin, Yann Bethuel, Barbora Malisova, Marcus Textor, Samuele Tosatti, Karl Gademann
Biomimetic Surface Modifications Based on the Cyanobacterial Iron Chelator Anachelin
J. Am. Chem. Soc. 2006, 128, 1064-1065.

Judith F. Blom, Tobias Brütsch, Damien Barbaras, Yann Bethuel, Hans H. Locher, Christian Hubschwerlen, Karl Gademann
Potent Algicides Based on the Cyanobacterial Alkaloid Nostocarboline
Org. Lett. 2006, 8, 737-740.

Yann Bethuel, Karl Gademann
Stereoselective Total Synthesis of (-)-Galantinic Acid
Synlett 2006, 1580-1582.

Karl Gademann
Mechanistic Studies on the Tyrosinase-Catalyzed Formation of the Anachelin Chromophore
ChemBioChem 2005, 6, 913-919.

Yann Bethuel, Karl Gademann
Synthesis and Evaluation of the Bis-Nor-Anachelin Chromophore as Potential Cyanobacterial Ligand
J. Org. Chem. 2005, 70, 6258-6264.

Paul G. Becher, Julien Beuchat, Karl Gademann, Friedrich Jüttner
Nostocarboline: Isolation and Synthesis of a New Cholinesterase Inhibitor from Nostoc 78-12A
J. Nat. Prod. 2005, 68, 1793-1795.

Karl Gademann, H. Budzikiewicz
The peptide alkaloid Anachelin: NMR Spectroscopic Evidence for β-Turn Formation in Aqueous Solution
Chimia 2004, 58, 212-214.

Karl Gademann, Yann Bethuel
A Biomimetic Route to the Peptide Alkaloid Anachelin
Angew. Chem. 2004, 116, 3389-3391; Angew. Chem. Int. Ed. Engl. 2004, 43, 3327-3329.

Karl Gademann, Yann Bethuel
Total Synthesis of Anachelin H
Org. Lett. 2004, 6, 4707-4710.
 

 

 

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