359455-05-3Relevant academic research and scientific papers
Total Synthesis and Biological Evaluation of Paenilamicins from the Honey Bee Pathogen Paenibacillus larvae
Bulatov, Timur,Dang, Tam,Ebeling, Julia,Genersch, Elke,Gensel, Sebastian,Koller, Timm O.,Mainz, Andi,Voigt, Kerstin,Wilson, Daniel N.,Süssmuth, Roderich D.
, p. 288 - 296 (2022/01/19)
Paenilamicins are a group of complex polycationic peptide secondary metabolites with antibacterial and antifungal activities produced by the devastating honey bee brood pathogen Paenibacillus larvae causing the lethal brood disease American Foulbrood (AFB
Biomimetic total synthesis and antimicrobial evaluation of anachelin H
Gademann, Karl,Bethuel, Yann,Locher, Hans H.,Hubschwerlen, Christian
, p. 8361 - 8370 (2008/09/18)
(Chemical Equation Presented) The first biomimetic total synthesis of the iron chelator anachelin H isolated from the cyanobacterium Anabaena cylindrica is reported. A first generation approach delivered one enantiomeric series of the polyketide fragment. Comparison of the 1H NMR data suggested the relative configuration of this anachelin fragment. The relative and absolute configuration of anachelin H was then established by total synthesis. A second generation approach involved the enzymatic conversion of N,N-dimethyltyramine to the anachelin chromophore. It was demonstrated that the enzyme tyrosinase is activated by the product during this reaction, the anachelin chromophore can serve as a tyrosinase activator. Anachelin H was evaluated against a panel of eleven bacterial and fungal pathogens, and moderate antibiotic activity (32 μg/mL) against Moraxella catarrhalis was found.
Total synthesis of anachelin H
Gademann, Karl,Bethuel, Yann
, p. 4707 - 4710 (2007/10/03)
(Chemical Equation Presented) The first total synthesis of anachelin H is reported. Starting from L-Ser, a stereodivergent synthesis of the polyketide fragment resulting in all possible diastereoisomers is described. The alkaloid peptide fragment is prepa
A straightforward enantiospecific synthesis of N-(Z)-galantinic butyl ester
Moreau, Xavier,Campagne, Jean-Marc
, p. 4467 - 4469 (2007/10/03)
A short and efficient access to the naturally occurring amino acid galantinic acid is reported using two highly diastereoselective reactions, namely a vinylogous Mukaiyama reaction and a 1,3-hydroxy directed Evans reduction.
