Amino acid motifs in natural products: synthesis of O-acylated derivatives of (2S,3S)-3-hydroxyleucine

Scholarly Works

• Wang, Y.; Dong, J.; Li, F.; Wang, C.; Zhou, X.; Jiang, Q.; Liao, H.; Dang, J.; Li, G.; Xue, D. A HAT process of N-pyridyl radical cations for the synthesis of benzophenone-type bioisosteres. Organic Chemistry Frontiers 2024, 11, 5712–5719. doi:10.1039/d4qo01338g
• Xiao, Y.; Dong, J.; Wang, Y.; Liao, H.; Dang, J.; Li, G.; Xue, D. Photoinduced Multicomponent Heteroarylation of [1.1.1]Propellane with Katritzky Pyridinium Salts. Organic letters 2024, 26, 7026–7030. doi:10.1021/acs.orglett.4c02571
• Wang, B.; Xiao, S.; Zhao, X.; Zhao, L.; Zhang, Y.; Cheng, J.; Zhang, J. Recent Advances in the Hydroxylation of Amino Acids and Its Derivatives. Fermentation 2023, 9, 285. doi:10.3390/fermentation9030285
• Rohrbacher, C.; Zscherp, R.; Weck, S. C.; Klahn, P.; Ducho, C. Synthesis of an Antimicrobial Enterobactin-Muraymycin Conjugate for Improved Activity Against Gram-Negative Bacteria. Chemistry (Weinheim an der Bergstrasse, Germany) 2022, 29, e202202408. doi:10.1002/chem.202202408
• Darcel, L.; Das, S.; Bonnard, I.; Banaigs, B.; Inguimbert, N. Thirtieth Anniversary of the Discovery of Laxaphycins. Intriguing Peptides Keeping a Part of Their Mystery. Marine drugs 2021, 19, 473. doi:10.3390/md19090473
• Grela, K.; Kajetanowicz, A.; Szadkowska, A.; Czaban-Jóźwiak, J. Organic Reactions - Alkene Cross-Metathesis Reactions. Organic Reactions 2021, 1–1189. doi:10.1002/0471264180.or106.01
• Niro, G.; Weck, S. C.; Ducho, C. Merging Natural Products: Muraymycin-Sansanmycin Hybrid Structures as Novel Scaffolds for Potential Antibacterial Agents. Chemistry (Weinheim an der Bergstrasse, Germany) 2020, 26, 16875–16887. doi:10.1002/chem.202003387
• Kim, I.; Im, H.; Lee, H.; Hong, S. N-Heterocyclic carbene-catalyzed deaminative cross-coupling of aldehydes with Katritzky pyridinium salts. Chemical science 2020, 11, 3192–3197. doi:10.1039/d0sc00225a
• Heib, A.; Niro, G.; Weck, S. C.; Koppermann, S.; Ducho, C. Muraymycin Nucleoside Antibiotics: Structure-Activity Relationship for Variations in the Nucleoside Unit. Molecules (Basel, Switzerland) 2019, 25, 22. doi:10.3390/molecules25010022
• Babii, O.; Afonin, S.; Ishchenko, A. Y.; Schober, T.; Negelia, A. O.; Tolstanova, G.; Garmanchuk, L. V.; Ostapchenko, L.; Komarov, I. V.; Ulrich, A. S. Structure–Activity Relationships of Photoswitchable Diarylethene-Based β-Hairpin Peptides as Membranolytic Antimicrobial and Anticancer Agents. Journal of medicinal chemistry 2018, 61, 10793–10813. doi:10.1021/acs.jmedchem.8b01428
• Wiegmann, D.; Koppermann, S.; Ducho, C. Aminoribosylated Analogues of Muraymycin Nucleoside Antibiotics. Molecules (Basel, Switzerland) 2018, 23, 3085. doi:10.3390/molecules23123085
• Spork, A. P.; Koppermann, S.; Wohnig, S. S. N.; Linder, R.; Ducho, C. Analogues of Muraymycin Nucleoside Antibiotics with Epimeric Uridine-Derived Core Structures. Molecules (Basel, Switzerland) 2018, 23, 2868. doi:10.3390/molecules23112868
• Deng, T.; Thota, G. K.; Li, Y.; Kang, Q. Enantioselective conjugate addition of hydroxylamines to α,β-unsaturated 2-acyl imidazoles catalyzed by a chiral-at-metal Rh(III) complex. Organic Chemistry Frontiers 2017, 4, 573–577. doi:10.1039/c6qo00865h
• Herndon, J. W. The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2014. Coordination Chemistry Reviews 2016, 317, 1–121. doi:10.1016/j.ccr.2015.09.012
• Wiegmann, D.; Koppermann, S.; Wirth, M.; Niro, G.; Leyerer, K.; Ducho, C. Muraymycin nucleoside-peptide antibiotics: uridine-derived natural products as lead structures for the development of novel antibacterial agents. Beilstein journal of organic chemistry 2016, 12, 769–795. doi:10.3762/bjoc.12.77
• Lemke, A.; Ducho, C. Synthesis of Deuterium-Labelled 3-Hydroxy-L-arginine: Comparative Studies on Different Protecting-Group Strategies. European Journal of Organic Chemistry 2015, 2016, 87–98. doi:10.1002/ejoc.201501109
• Ries, O.; Carnarius, C.; Steinem, C.; Ducho, C. Membrane-interacting properties of the functionalised fatty acid moiety of muraymycin antibiotics. MedChemComm 2015, 6, 879–886. doi:10.1039/c4md00526k
• Spork, A. P.; Büschleb, M.; Ries, O.; Wiegmann, D.; Boettcher, S.; Mihalyi, A.; Bugg, T. D. H.; Ducho, C. Lead structures for new antibacterials: stereocontrolled synthesis of a bioactive muraymycin analogue. Chemistry (Weinheim an der Bergstrasse, Germany) 2014, 20, 15292–15297. doi:10.1002/chem.201404775

Explore citations to this article at