Chinese Journal of Organic Chemistry >
Synthesis and Antibacterial Activities of Osthole Derivatives Containing Phosphonateptide Fragment
Received date: 2024-08-19
Revised date: 2024-10-21
Online published: 2024-10-29
Supported by
Guizhou Provincial Science and Technology Plan (Qiankehe Foundation ZK[2024]265); National College Students? Innovation and Entrepreneurship Training Program(202310661006)
Based on previous research, the structures of osthole derivatives with potential antibacterial activities were optimized. Twenty-one novel derivatives containing phosphonateptide were designed and synthesized. The antibacterial activities against S. aureus, E. coli, methicillin-resistant S. aureus (MRSA) and fluoroquinolone-resistant E. coli (FREC) were evaluated. The results showed that the minimum inhibitory concentrations (MICs) of diethyl (E)-((2-(4-(7-methoxy-2-oxo-2H-chromen- 8-yl)-2-methylbut-2-enamido)acetamido)(3,4,5-trimethoxy phenyl)methyl)phosphonate (5f) were 0.25, 1.00, 1.00, 2.00 μg/mL respectively, and the MICs of diethyl (E)-((2-(4-(7-methoxy-2-oxo-2H-chromen-8-yl)-2-methylbut-2-enamido)acetamido)- (4-methylthiazol-2-yl)methyl)phosphonate (5u) were 0.25, 2.00, 1.00, 2.00 μg/mL, respectively. Its antibacterial activities were superior to the control drugs of oxacillin and norfloxacin, which will be further developed as novel candidates for antibacterial drugs. The binding with phosphonateptide can enhance their anti-S. aureus and anti-MRSA activities, and keep significant anti-E. coli and anti-FREC activities.
Jiaqiang Yang , Xurong Zhou , Yangmi Chen , Huixian She . Synthesis and Antibacterial Activities of Osthole Derivatives Containing Phosphonateptide Fragment[J]. Chinese Journal of Organic Chemistry, 2025 , 45(4) : 1306 -1314 . DOI: 10.6023/cjoc202407015
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