Research Topics
Species | Jürg GertschSummaryAffiliation: Swiss Federal Institute of Technology Country: Switzerland Publications
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Detail Information
Publications
Beta-caryophyllene is a dietary cannabinoidJürg Gertsch
Institute of Pharmaceutical Sciences, Department of Chemistry and Applied Biosciences, Eidgenossische Technische Hochschule ETH Zurich, 8092 Zurich, Switzerland
Proc Natl Acad Sci U S A 105:9099-104. 2008..These results identify (E)-BCP as a functional nonpsychoactive CB(2) receptor ligand in foodstuff and as a macrocyclic antiinflammatory cannabinoid in Cannabis...
Immunomodulatory lipids in plants: plant fatty acid amides and the human endocannabinoid systemJürg Gertsch
Institute of Pharmaceutical Sciences, ETH Zurich, Zurich, Switzerland
Planta Med 74:638-50. 2008..The interference of plant FAAs with the animal endocannabinoid system could thus be a fortunate evolutionary cross point with yet unexplored therapeutic potential...
How scientific is the science in ethnopharmacology? Historical perspectives and epistemological problemsJürg Gertsch
Department of Chemistry and Applied Biosciences, ETH Zurich, Wolfgang Pauli Str 10, CH 8093 Zurich, Switzerland
J Ethnopharmacol 122:177-83. 2009..Given the almost exponential increase of scientific papers published it may be the moment to adapt to a falsificationist methodology...
New natural noncannabinoid ligands for cannabinoid type-2 (CB2) receptorsJürg Gertsch
Institute of Pharmaceutical Sciences, ETH Zurich, Zurich, Switzerland
J Recept Signal Transduct Res 26:709-30. 2006..This review focuses on N-alkyl amide secondary metabolites from plants and underscores that this group of compounds may provide novel lead structures for the development of CB2-directed drugs...
Echinacea alkylamides modulate TNF-alpha gene expression via cannabinoid receptor CB2 and multiple signal transduction pathwaysJuerg Gertsch
Swiss Federal Institute of Technology, Institute of Pharmaceutical Sciences, Wolfgang Pauli Str 10 CH 8093 Zurich, Switzerland
FEBS Lett 577:563-9. 2004..This study is the first to report a possible molecular mechanism of action of Echinacea, highlighting the role of alkylamides as potent immunomodulators and potential ligands for CB2 receptors...
Phyllanthus piscatorum, ethnopharmacological studies on a women's medicinal plant of the Yanomamï AmerindiansJürg Gertsch
Swiss Federal Institute of Technology Zurich, Institute of Pharmaceutical Sciences, Winterthurerstrasse 190, 8057 Zurich, Switzerland
J Ethnopharmacol 91:181-8. 2004....
Alkylamides from Echinacea are a new class of cannabinomimetics. Cannabinoid type 2 receptor-dependent and -independent immunomodulatory effectsStefan Raduner
Department of Chemistry and Applied Biosciences, ETH Zurich, Wolfgang Pauli Strasse 10, CH 8093 Zurich, Switzerland
J Biol Chem 281:14192-206. 2006....
Influence of helenanolide-type sesquiterpene lactones on gene transcription profiles in Jurkat T cells and human peripheral blood cells: anti-inflammatory and cytotoxic effectsJürg Gertsch
Institute for Pharmaceutical Sciences, Swiss Federal Institute of Technology Zurich, Winterthurerstrasse 190, 8057 Zurich, Switzerland
Biochem Pharmacol 66:2141-53. 2003..Thus, it can be concluded that the biological effects of SLs are not only due to NF-kappa B inhibition, but must be coupled to other mechanisms...
Antifungal, antiprotozoal, cytotoxic and piscicidal properties of Justicidin B and a new arylnaphthalide lignan from Phyllanthus piscatorumJürg Gertsch
Department of Chemistry and Applied Biosciences, Institute of Pharmaceutical Sciences, Swiss Federal Institute of Technology ETH Zurich, Zurich, Switzerland
Planta Med 69:420-4. 2003..Both compounds were piscicidal against zebra fish and it is shown for the first time that piscatorin (2) and justicidin B (1) are the piscicidal principles of P. piscatorum, exhibiting a potency that is comparable to rotenone...
Synergistic immunomopharmacological effects of N-alkylamides in Echinacea purpurea herbal extractsAndrea Chicca
ETH Zurich, Department of Chemistry and Applied Biosciences, CH 8093 Zurich, Switzerland
Int Immunopharmacol 9:850-8. 2009..We show that N-alkylamides act in concert and exert pleiotropic effects modulating the endocannabinoid system by simultaneously targeting the CB2 receptor, endocannabinoid transport and degradation...
Making epothilones fluoresce: design, synthesis, and biological characterization of a fluorescent N12-aza-epothilone (azathilone)Jürg Gertsch
Department of Chemistry and Applied Biosciences, Institute of Pharmaceutical Sciences, Swiss Federal Institute of Technology ETH Zurich, HCI H405, Wolfgang Pauli Strasse 10, 8093 Zurich, Switzerland
Chembiochem 10:2513-21. 2009..Collectively, these data demonstrate that the cellular effects of 3 and, by inference, also of other azathilones are the result of their interactions with the cellular MT network...
Epothilone analogues with benzimidazole and quinoline side chains: chemical synthesis, antiproliferative activity, and interactions with tubulinSilvia Anthoine Dietrich
Swiss Federal Institute of Technology ETH Zurich, Department of Chemistry and Applied Biosciences, HCI H405, Wolfgang Pauli Str 10, 8093 Zurich, Switzerland
Chemistry 15:10144-57. 2009..The potent inhibition of human cancer cell growth by epothilone analogues bearing functionalized benzimidazole side chains suggests that these systems might be conjugated with tumor-targeting moieties to form tumor-targeted prodrugs...
Differential effects of natural product microtubule stabilizers on microtubule assembly: single agent and combination studies with taxol, epothilone B, and discodermolideJürg Gertsch
Swiss Federal Institute of Technology ETH Zurich, Department of Chemistry and Applied Biosciences, Institute of Pharmaceutical Sciences, HCI H405, Wolfgang Pauli Strasse 10, Zurich, Switzerland
Chembiochem 10:166-75. 2009....
Self-assembling cannabinomimetics: supramolecular structures of N-alkyl amidesStefan Raduner
Department of Chemistry and Applied Biosciences, ETH Zurich, Wolfgang Pauli Strasse 10, CH 8093 Zurich, Switzerland
J Nat Prod 70:1010-5. 2007..These findings have important implications for biological studies with this class of compounds...
Synthesis and biological activity of new functionalized epothilones for prodrug design and tumor targetingSilvia Anthoine Dietrich
Swiss Federal Institute of Technology ETH Zurich, Institute of Pharmaceutical Sciences, ETH Honggerberg, HCI H 405, CH 8093 Zurich
Chimia (Aarau) 64:136-9. 2010..The additional functional groups may be used to synthesize conjugates of epothilone derivatives with a variety of tumor-targeting moieties...
Total synthesis of hypermodified epothilone analogs with potent in vitro antitumor activityChristian N Kuzniewski
Swiss Federal Institute of Technology ETH Zurich, HCI H405, Wolfgang Pauli Str 10, CH 8093 Zurich, Switzerland
Org Lett 10:1183-6. 2008....
Synthesis and SAR of C12-C13-oxazoline derivatives of epothilone ABernhard Pfeiffer
Swiss Federal Institute of Technology ETH Zurich, Zurich, Switzerland
Bioorg Med Chem Lett 19:3760-3. 2009..The most potent compounds showed comparable activity with the natural product epothilone A. Modeling studies provide a preliminary rationale for the observed SAR...
Curcumin differentially modulates mRNA profiles in Jurkat T and human peripheral blood mononuclear cellsJürg Gertsch
Swiss Federal Institute of Technology Zurich, Institute of Pharmaceutical Sciences, Winterthurerstrasse 190, 8057 Zurich, Switzerland
Bioorg Med Chem 11:1057-63. 2003..These findings confirm previous reports on the anti-neoplastic potential of curcumin and show that this compound differentially modulates the expression profile of Th1 cells and PBMCs...
Epothilones as lead structures for the synthesis-based discovery of new chemotypes for microtubule stabilizationFabian Feyen
Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology ETH Zurich, HCI H405, Wolfgang Pauli Strasse 10, CH 8093 Zurich, Switzerland
Acc Chem Res 41:21-31. 2008....
Stereoselective synthesis of 12,13-cyclopropyl-epothilone B and side-chain-modified variantsRaphael Schiess
Swiss Federal Institute of Technology ETH Zürich, HCI H405, Wolfgang Pauli Str 10, CH 8093 Zürich, Switzerland
Org Lett 13:1436-9. 2011..Formation of the macrocycle was achieved through RCM-based ring closure and introduction of the cyclopropane moiety involved a highly selective Charette cyclopropanation of allylic alcohol 7...
Natural products as leads for anticancer drug discovery: discovery of new chemotypes of microtubule stabilizers through reengineering of the epothilone scaffoldKarl Heinz Altmann
Swiss Federal Institute of Technology ETH Zürich Institute of Pharmaceutical Sciences, ETH Honggerberg, HCI H 405, CH 8093 Zurich
Chimia (Aarau) 64:8-13. 2010..The latter modification leads to aza-macrolides that may be described as 'non-natural natural products'...
Total synthesis and configurational assignment of the marine natural product haliclamideBernhard Pfeiffer
Department of Chemistry and Applied Biosciences, Institute of Pharmaceutical Sciences, ETH Zurich, HCI H405, Wolfgang Pauli Str 10, CH 8093 Zurich, Switzerland
J Org Chem 78:2553-63. 2013..The antiproliferative activity of synthetic haliclamide against several human cancer cell lines was found to be in the high μM range. The compound showed no antifungal or antibiotic activity...
Identification of serotonin 5-HT1A receptor partial agonists in gingerAndreas Nievergelt
Department of Chemistry and Applied Biosciences, ETH 8093 Zurich, Switzerland
Bioorg Med Chem 18:3345-51. 2010..In addition, the intestinal absorption of gingerols and shogaols was simulated and their interactions with P-glycoprotein were measured, suggesting a favourable pharmacokinetic profile for the 5-HT(1A) active compounds...
Anticancer drugs from nature--natural products as a unique source of new microtubule-stabilizing agentsKarl Heinz Altmann
Department of Chemistry and Applied Biosciences, Institute of Pharmaceutical Sciences, Swiss Federal Institute of Technology ETH, HCI H405, Wolfgang Pauli Str 10, CH 8093, Zurich, Switzerland
Nat Prod Rep 24:327-57. 2007..These compounds represent a whole new range of structurally diverse lead structures for anticancer drug discovery...
Total synthesis of (-)-zampanolide and structure-activity relationship studies on (-)-dactylolide derivativesDidier Zurwerra
Department of Chemistry and Applied Biosciences, Institute of Pharmaceutical Sciences, Zurich, Switzerland
Chemistry 18:16868-83. 2012..Oxidation of the aldehyde functionality of ent-2 gave a carboxylic acid that was converted into the corresponding N-hexyl amide. The latter showed only μM antiproliferative activity, thus being several hundred-fold less potent than 1...
