In Vitro Antibacterial Activity of Prenylated Guanidine Alkaloids from Pterogyne nitens and Synthetic Analogues

  • J Nat Prod. 2014 Aug 22;77(8):1972-5. doi: 10.1021/np500281c.
Aline Coqueiro  1  2 ,  Luis Octávio Regasini  1 ,  Paul Stapleton  2 ,  Vanderlan da Silva Bolzani  1 ,  Simon Gibbons  2
Affiliations
  • 1. Department of Organic Chemistry, Institute of Chemistry, São Paulo State University , Rua Prof. Francisco Degni 55, Araraquara14800-900, Brazil.
  • 2. Department of Pharmaceutical and Biological Chemistry, UCL School of Pharmacy , 29-39 Brunswick Square, London WC1N 1AX, United Kingdom.
PMID: 25089583 DOI: 10.1021/np500281c
Abstract

The present investigation deals with the Antibiotic activity of eight natural guanidine Alkaloids and two synthetic analogues against a variety of clinically relevant methicillin-resistant Staphylococcus aureus strains. Galegine (1) and pterogynidine (2) were the most potent compounds, with a minimum inhibitory concentration of 4 mg/L, to all tested strains. The preliminary chemical features correlating to anti-MRSA activity showed that the size of the side chain and the substitution pattern in the guanidine core played a key role in the Antibacterial activity of the imino group. Guanidine Alkaloids 1 and 2 are promising molecular models for further synthetic derivatives and, thus, for medicinal chemistry studies.

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