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Design, Synthesis and Antibacterial Assay of Pinosylvin Acid Derivatives

Wen Hou, Ping-Hua Sun, Zhi-Zhong Geng, Hong-Gui Xu, Jing Lin, Wei-Min Chen

Abstract


In this study, a series of Pinosylvin acid (PA) derivatives 3a-3g and 4e were designed and synthesized from 2-acetoxy-6-((diethoxyphosphoryl)methyl)-4-methoxybenzoate and aromatic aldehyde. All structures of target PA derivatives 3a-3g and 4e were characterized by 1H-NMR and MS. Corresponding in vitro antibacterial activities were evaluated by broth dilution method. Among 3a-3g, derivative 3e exhibited potent antibacterial activity against Staphylococcus aureus, Staphylococcus epidermidis, Bacillus subtilis and MRSA, with a value of MIC against MRSA reaching 16 g/mL. Another type of target compound, 4e, was optimized from 3e by structural modification. Its corresponding value of MIC against MRSA was up to 0.5•g/mL, which was 32-fold stronger than that of norfloxacin. Meanwhile, cytotoxic assay revealed 4e possessed a good selective index between bacterial and normal cells, indicating the potential apply of 4e as an antibacterial agent in clinical application. Based on this preliminary achievement, further investigations including in vivo antibacterial effect and in vivo toxicity tests are still in process.

Keywords


antibacterial activity, MRSA, pinosylvin acid derivatives, synthesis

Full Text:

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