RESUMO
Azeotropic reflux chromatography (in which the eluent is continuously recycled by means of refluxing) was used to separate a mixture of spiroketal intermediates in the scale-up synthesis of spongistatin 1, leading to an improved separation and an approximately 35-fold reduction in the amount of solvent used.
RESUMO
A series of N-alkylated and aminomethylated derivatives of chloroorienticin B, a vancomycin-related glycopeptide antibiotic, were synthesized. Doubly-modified derivatives having both hydrophobic and hydrophilic substituents exhibited potent antibacterial activity against MRSA and VRE along with considerable water-solubility.
Assuntos
Antibacterianos/síntese química , Antibacterianos/farmacologia , Enterococcus/efeitos dos fármacos , Resistência a Meticilina , Staphylococcus aureus/efeitos dos fármacos , Resistência a Vancomicina , Vancomicina/síntese química , Vancomicina/farmacologia , Antibacterianos/química , Testes de Sensibilidade Microbiana , Solubilidade , Vancomicina/análogos & derivados , Vancomicina/químicaRESUMO
An efficient and practical method was established for solid-phase parallel synthesis of the peptide-bearing carboxamide derivatives of chloroorienticin B, and over 80 compounds were synthesized simultaneously. Among the derivatives prepared, compounds having both tryptophan and tyrosine residues (1-3) were found to possess potent antibacterial activity against VRE.