摘要/Abstract

首次合成了Bartericin A（1），2'，6'-二羟基-5'-（2"-羟基-3"-甲基-3"-丁烯基）-4'-甲氧基查尔酮（2），Xanthohumol D（3）和Angusticornin B（4）4个羟基异戊烯基查尔酮类天然产物.为了探讨天然产物中不同官能团对其核心骨架结构抗菌活性的影响，设计合成了衍生物6.所合成的目标产物和未知中间体化合物经过¹H NMR、¹³C NMR、IR、HRMS进行了确证.选取大肠杆菌[CMCC（B）44102]、绿脓杆菌[CMCC（B）10104]、金黄色葡萄球菌[CMCC（B）260003]和枯草芽孢杆菌[CMCC（B）63 501]，采用稀释点样法对所合成的4个天然产物及1个新型衍生物进行了抗菌活性评估.结果显示，天然产物1、4和衍生物6对革兰氏阳性菌金黄色葡萄球菌和枯草芽孢杆菌表现出了一定的抑制活性.天然产物3对枯草芽孢杆菌表现出了较为明显的抑制活性，但对其他3种菌株无抑制活性（最小抑菌浓度>200 μg/mL）.
关键词: 羟基异戊烯基, 查尔酮, 天然产物, 抗菌活性
Four natural chalcones, bartericin A (1), 2',6'-dihydroxy-5'-(2"-hydroxy-3"-methyl-3"-butenyl)-4'-methoxychalcone (2), xanthohumol D (3) and angusticornin B (4) were synthesized for the first time and all of them shared 5'-hydroxyisoprenyl group in common. One of their deriative, compound 6, was also prepared in order to investigate the effect of different functional group in natural products on antibacterial activity of the core structure. After confirming their structures by ¹H NMR, ¹³C NMR, IR and HRMS, 1~4 and 6 were evaluated for their antibacterial activities against Bacillus subtilis[CMCC(B)63 501], Staphylococcus aureus[CMCC(B)260003], Escherichia coli[CMCC(B)44102] and Pseudomonas aeruginosa[CMCC(B)10104]. In this assay micro-dilution method was employed. The results showed that compounds 1, 4 and 6 exhibited moderate activity against gram-positive bacteria Bacillus subtilis and Staphylococcus aureus. Meanwhile compound 3 showed significant activity towards Bacillus subtilis but no activity to the other 3 strains even in 200 μg/mL concentration.
Key words: hydroxyisoprenyl, chalcone, natural product, antibacterial activity


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