Synthesis of linear and cyclic guazatine derivatives endowed with antibacterial activity

Giorgio Maccari, Stefania Sanfilippo, Filomena De Luca, Davide Deodato, Alexandru Casian, Maria Chiara Dasso Lang, Claudio Zamperini, Elena Dreassi, Gian Maria Rossolini, Jean Denis Docquier, Maurizio Botta

Research output: Contribution to journalArticlepeer-review


Antibiotic resistance has reached alarming levels in many clinically-relevant human pathogens, and there is an increasing clinical need for new antibiotics active on drug-resistant Gram-negative pathogens who rapidly evolve towards pandrug resistance phenotypes. Here, we report on two related classes of guanidinic compounds endowed with antibacterial activity. The two best compounds (9a and 13d) exhibited the most potent antibacterial activity with MIC values ranging 0.12-8 μg/ml with most tested pathogens, including both Gram-positive and Gram-negative bacteria. Interestingly, MIC values were not affected (1-8 μg/ml) when measured using recent clinical isolates with various antibiotic resistance determinants. The results reported herein identify guazatine derivatives as an interesting starting point for the optimization of a potentially novel class of antibacterial agents.

Original languageEnglish
Pages (from-to)5525-5529
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Issue number23
Publication statusPublished - Dec 1 2014


  • Antibacterial
  • Drug resistant bacteria
  • Guanidinic compounds
  • Macrocycles

ASJC Scopus subject areas

  • Biochemistry
  • Clinical Biochemistry
  • Molecular Biology
  • Molecular Medicine
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science
  • Medicine(all)


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