Antibacterial secotirucallane triterpenes from the stem bark of Pseudocedrela kotschyi
AbstractThe antibacterial-guided investigation of the stem bark extract ofPseudocedrela kotschyiled to the isolation of a new secotirucallane triterpene derivative: 4-hydroxy-3,4-secotirucalla-7,24-dien-3,21-dioic acid (1), together with the known one: 3,4-secotirucalla-4(28),7,24-trien-3,21-dioic acid (2) and 3-methyl ester 3,4-secotirucalla-4(28),7,24-trien-3,21-dioic (3). The structures of the isolated compounds were elucidated on the basis of extensive 1D- and 2D-NMR spectroscopy. Extracts, fractions and compounds (1–3) were tested in vitro for antibacterial activity against two Gram positive bacteria (Bacillus subtilisandStaphylococcus aureusATCC 25923), and two Gram negative bacteria (Escherichia coliS2(1) andPseudomonas aeruginosa). The MeOH extract and the Hex/CH2Cl2(70:30) fraction showed significant levels of activity (MIC=64– 256 μg/mL) compared with the two reference drugs [ciprofloxacin: MIC (0.5–1 μg/mL) and amoxicillin: MIC (1–128 μg/mL)]. Moreover, the compound2isolated from this Hex/CH2Cl2(70:30) fraction had the greatest potential value againstS. aureus,E. coliandP. aeruginosa, with minimum inhibitory concentrations (MIC) ranging from 4–16 μg/mL.