A-Ring-Modified Triterpenoids and Their Spermidine–Aldimines with Strong Antibacterial Activity

Molbank. 2019;2019(3):M1078 DOI 10.3390/M1078

 

Journal Homepage

Journal Title: Molbank

ISSN: 1422-8599 (Print)

Publisher: MDPI AG

LCC Subject Category: Science: Chemistry: Inorganic chemistry

Country of publisher: Switzerland

Language of fulltext: English

Full-text formats available: PDF, HTML

 

AUTHORS

Oxana B. Kazakova (Ufa Institute of Chemistry of the Ufa Federal Research Centre of the Russian Academy of Sciences, 71 pr. Oktyabrya, Ufa 450054, Russia)
Jean Michel Brunel (Aix Marseille Université, INSERM, SSA, MCT, 13385 Marseille, France)
Elmira F. Khusnutdinova (Ufa Institute of Chemistry of the Ufa Federal Research Centre of the Russian Academy of Sciences, 71 pr. Oktyabrya, Ufa 450054, Russia)
Sophie Negrel (Aix Marseille Université, INSERM, SSA, MCT, 13385 Marseille, France)
Gulnara V. Giniyatullina (Ufa Institute of Chemistry of the Ufa Federal Research Centre of the Russian Academy of Sciences, 71 pr. Oktyabrya, Ufa 450054, Russia)
Tatyana V. Lopatina (Ufa Institute of Chemistry of the Ufa Federal Research Centre of the Russian Academy of Sciences, 71 pr. Oktyabrya, Ufa 450054, Russia)
Anastasiya V. Petrova (Ufa Institute of Chemistry of the Ufa Federal Research Centre of the Russian Academy of Sciences, 71 pr. Oktyabrya, Ufa 450054, Russia)

EDITORIAL INFORMATION

Blind peer review

Editorial Board

Instructions for authors

Time From Submission to Publication: 11 weeks

 

Abstract | Full Text

Synthesis of A-ring-modified lupane, oleanane and ursane type triterpenoid conjugates with spermidine through an aldimine linkage or diethylentriamine via an amide bond is described. These derivatives were evaluated for their in vitro antimicrobial properties against human pathogens. Except for derivatives <b>1</b> and <b>7</b>, all compounds have moderate to weak minimum inhibitory concentrations (MICs) against Gram-positive <i>Staphylococcus</i> <i>aureus</i> bacteria, with MICs varying from 3.125 to 200 &#181;M. Compound <b>11</b> is efficient against <i>Escherichia coli</i> and <i>Pseudomonas aeruginosa</i>, with MICs of 25 and 50 &#181;M, respectively, while all other derivatives do not possess important antimicrobial activities against these Gram-negative bacteria.