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

Author(s)

Coqueiro, Aline ^{[1, 2]} ; Regasini, Luis Octavio ^[1] ; Stapleton, Paul ^[2] ; Bolzani, Vanderlan da Silva ^[1] ; Gibbons, Simon ^[2]

Affiliation

^[1] Sao Paulo State Univ, Inst Chem, Dept Organ Chem, BR-14800900 Araraquara - Brazil

^[2] UCL Sch Pharm, Dept Pharmaceut & Biol Chem, London WC1N 1AX - England

• Document type: Journal article
• Source: Journal of Natural Products; v. 77, n. 8, p. 1972-1975, AUG 2014.
• Web of Science Citations: 12

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. (AU)

• FAPESP's process: 03/00886-7 - Phytochemical study of Pterogyne nitens (Leguminosae), synthesis and pharmacological evaluation of natural guandine alkaloids and of potential antitumoral analogues
• Grantee: Luis Octávio Regasini
• Support Opportunities: Scholarships in Brazil - Doctorate (Direct)
• FAPESP's process: 06/61187-7 - Bioguided fractionation for selection of potential antioxidant, antimalarial and antibiotic substances in Kielmeyera variabilis (Clusiaceae) and Brosimum glaziovii (Moraceae) species
• Grantee: Aline Coqueiro
• Support Opportunities: Scholarships in Brazil - Doctorate