Synthesis of paenipeptin C' analogues employing solution-phase CLipPA chemistry.

Autor: Tong JTW; School of Chemical Sciences, The University of Auckland, 23 Symonds Street, Auckland 1010, New Zealand. m.brimble@auckland.ac.nz and Maurice Wilkins Centre for Molecular Biodiscovery, The University of Auckland, 3 Symonds Street, Auckland, New Zealand., Kavianinia I; School of Chemical Sciences, The University of Auckland, 23 Symonds Street, Auckland 1010, New Zealand. m.brimble@auckland.ac.nz and School of Biological Sciences, The University of Auckland, 3A Symonds Street, Auckland 1010, New Zealand and Maurice Wilkins Centre for Molecular Biodiscovery, The University of Auckland, 3 Symonds Street, Auckland, New Zealand., Ferguson SA; Department of Microbiology and Immunology, School of Medical Sciences, University of Otago, 720 Cumberland Street, Dunedin 9054, New Zealand., Cook GM; Department of Microbiology and Immunology, School of Medical Sciences, University of Otago, 720 Cumberland Street, Dunedin 9054, New Zealand., Harris PWR; School of Chemical Sciences, The University of Auckland, 23 Symonds Street, Auckland 1010, New Zealand. m.brimble@auckland.ac.nz and School of Biological Sciences, The University of Auckland, 3A Symonds Street, Auckland 1010, New Zealand and Maurice Wilkins Centre for Molecular Biodiscovery, The University of Auckland, 3 Symonds Street, Auckland, New Zealand., Brimble MA; School of Chemical Sciences, The University of Auckland, 23 Symonds Street, Auckland 1010, New Zealand. m.brimble@auckland.ac.nz and School of Biological Sciences, The University of Auckland, 3A Symonds Street, Auckland 1010, New Zealand and Maurice Wilkins Centre for Molecular Biodiscovery, The University of Auckland, 3 Symonds Street, Auckland, New Zealand.
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2020 May 29. Date of Electronic Publication: 2020 May 29.
DOI: 10.1039/d0ob00950d
Abstrakt: We herein report the synthesis of analogues of the antimicrobial lipopeptide, paenipeptin C', by installing varying lipid moieties using thiol-ene CLipPA (Cysteine Lipidation on a Peptide or Amino Acid) chemistry. Biological evaluation against both Gram-negative and Gram-positive strains indicated that several analogues possessed potent broad-spectrum antimicrobial activity.
Databáze: MEDLINE