The relationship between structure and in vitro antistaphylococcal effect of plant-derived stilbenes

Zakova, Tereza and Rondevaldova, Johana and Bernardos, Andrea and Landa, Premysl and Kokoska, Ladislav (2018) The relationship between structure and in vitro antistaphylococcal effect of plant-derived stilbenes. Acta Microbiologica et Immunologica Hungarica, 65 (4). pp. 467-476. ISSN 1217-8950

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Abstract

Staphylococcus aureus is a major human pathogen that is responsible for both hospital- and community-acquired infections. Stilbenes are polyphenol compounds of plant origin known to possess a variety of pharmacological properties, such as antibacterial, antiviral, and antifungal effects. This study reports the in vitro growth-inhibitory potential of eight naturally occurring stilbenes against six standard strains and two clinical isolates of S. aureus, using a broth microdilution method, and expressing the results as minimum inhibitory concentrations (MICs). Pterostilbene (MICs = 32–128 μg/ml), piceatannol (MICs = 64–256 μg/ml), and pinostilbene (MICs = 128 μg/ml) are among the active compounds that possess the strongest activity against all microorganisms tested, followed by 3′-hydroxypterostilbene, isorhapontigenin, oxyresveratrol, and rhapontigenin with MICs 128–256 μg/ml. Resveratrol (MIC = 256 μg/ml) exhibited only weak inhibitory effect. Furthermore, structure–activity relationships were studied. Hydroxyl groups at ortho-position (B-3′ and -4′) played crucial roles for the inhibitory effect of hydroxystilbene piceatannol. Compounds with methoxy groups at ring A (3′-hydroxypterostilbene, pinostilbene, and pterostilbene) produced stronger effect against S. aureus than their analogues (isorhapontigenin and rhapontigenin) with methoxy groups at ring B. These findings provide arguments for further investigation of stilbenes as prospective leading structures for development of novel antistaphylococcal agents for topical treatment of skin infections.

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