2015
Structure Diversification of Vancomycin through Peptide-Catalyzed, Site-Selective Lipidation: A Catalysis-Based Approach To Combat Glycopeptide-Resistant Pathogens
Yoganathan S, Miller SJ. Structure Diversification of Vancomycin through Peptide-Catalyzed, Site-Selective Lipidation: A Catalysis-Based Approach To Combat Glycopeptide-Resistant Pathogens. Journal Of Medicinal Chemistry 2015, 58: 2367-2377. PMID: 25671771, PMCID: PMC4364393, DOI: 10.1021/jm501872s.Peer-Reviewed Original ResearchConceptsStructure diversificationLipid chain lengthStructure-activity relationship studiesPeptide catalystsCatalytic approachAliphatic hydroxylDerivatization sitesDerivatives 9aGlycopeptide-resistant pathogensNovel antibiotic leadsChain lengthLipid chainsRelationship studiesAntibiotic leadsCatalystCatalysisAntibiotic-resistant infectionsHydroxylHereinScaffoldsBioactivityChainSpectraLipidationIncorporation
2013
Chemical Tailoring of Teicoplanin with Site-Selective Reactions
Pathak TP, Miller SJ. Chemical Tailoring of Teicoplanin with Site-Selective Reactions. Journal Of The American Chemical Society 2013, 135: 8415-8422. PMID: 23692563, PMCID: PMC3800266, DOI: 10.1021/ja4038998.Peer-Reviewed Original ResearchConceptsNew compoundsSelective cross-coupling reactionsChemical reactionsOrthogonal chemical reactionsSite-selective reactionsTotal chemical synthesisCross-coupling reactionsNatural product derivativesTwo-step accessChemical tailoringChemical synthesisProduct derivativesChemical modificationPoor selectivityAntibacterial propertiesAntibiotic teicoplaninReactionChemical alterationImproved analoguesCompoundsUnmet challengeAnaloguesSelectivitySemisynthesisComplex structure