scholarly journals Enzymatic Approach to the Synthesis of Enantiomerically Pure Hydroxy Derivatives of 1,3,5-Triaza-7-phosphaadamantane

Author(s):  
Małgorzata Kwiatkowska ◽  
Jarosław Błaszczyk ◽  
Lesław Sieroń ◽  
Piotr Kiełbasiński
2018 ◽  
Vol 16 (17) ◽  
pp. 3168-3176 ◽  
Author(s):  
Gastón Silveira-Dorta ◽  
Sampad Jana ◽  
Lucie Borkova ◽  
Joice Thomas ◽  
Wim Dehaen

An easy, good-yielding access to functionalized enantiomerically pure 1,2,3-triazole derivatives of amino acids using commercially available ketones and amino esters is described.


ChemInform ◽  
1990 ◽  
Vol 21 (1) ◽  
Author(s):  
J. E. AUDIA ◽  
L. BOISVERT ◽  
A. D. PATTEN ◽  
A. VILLALOBOS ◽  
S. J. DANISHEFSKY

1989 ◽  
Vol 54 (15) ◽  
pp. 3738-3740 ◽  
Author(s):  
James E. Audia ◽  
Louise Boisvert ◽  
Arthur D. Patten ◽  
Anabella Villalobos ◽  
Samuel J. Danishefsky

2003 ◽  
Vol 56 (9) ◽  
pp. 861 ◽  
Author(s):  
Martin G. Banwell ◽  
Cai Chun ◽  
Alison J. Edwards ◽  
Markus M. Vögtle

bis-Crotonate and related α,β-unsaturated ester derivatives of readily available and enantiomerically pure cis-1,2-dihydrocatechols engage, upon heating in refluxing toluene, in two competitive intramolecular Diels–Alder reactions to give varying mixtures of chromatographically separable and pseudo-enantiomeric bicyclo[2.2.2]oct-2-enes. Such adducts, many of which have been characterized by single-crystal X-ray analysis, are likely to serve as useful building blocks in natural products synthesis.


2021 ◽  
Vol 14 (11) ◽  
pp. 1141
Author(s):  
Fernando Durães ◽  
Sara Cravo ◽  
Joana Freitas-Silva ◽  
Nikoletta Szemerédi ◽  
Paulo Martins-da-Costa ◽  
...  

Antimicrobial peptides are one of the lines of defense produced by several hosts in response to bacterial infections. Inspired by them and recent discoveries of xanthones as bacterial efflux pump inhibitors, chiral amides with a xanthone scaffold were planned to be potential antimicrobial adjuvants. The chiral derivatives of xanthones were obtained by peptide coupling reactions between suitable xanthones with enantiomerically pure building blocks, yielding derivatives with high enantiomeric purity. Among 18 compounds investigated for their antimicrobial activity against reference strains of bacteria and fungi, antibacterial activity for the tested strains was not found. Selected compounds were also evaluated for their potential to inhibit bacterial efflux pumps. Compound (R,R)-8 inhibited efflux pumps in the Gram-positive model tested and three compounds, (S,S)-8, (R)-17 and (R,S)-18, displayed the same activity in the Gram-negative strain used. Studies were performed on the inhibition of biofilm formation and quorum-sensing, to which the enantiomeric pair 8 displayed activity for the latter. To gain a better understanding of how the active compounds bind to the efflux pumps, docking studies were performed. Hit compounds were proposed for each activity, and it was shown that enantioselectivity was noticeable and must be considered, as enantiomers displayed differences in activity.


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