PDF(Pubmed)
Abstract：
Isoflavones are a class of natural products that exhibit a wide range of interesting biological properties, including antioxidant, hepatoprotective, antimicrobial, and anti-inflammatory activities. Scandenone (1), osajin (2), and 6,8-diprenylgenistein (3) are natural prenylated isoflavones that share the same polyphenol framework. In this research, the key intermediate 15 was used for the synthesis of the natural isoflavones 1-3, establishing a stereoselective synthetic method for both linear and angular pyran isoflavones. The antibacterial activities of 1-3 were also evaluated, and all of them displayed good antibacterial activity against Gram-positive bacteria. Among them, 2 was the most potent one against MRSA, with a MIC value of 2 μg/mL, and the SEM assay indicated that the bacterial cell membranes of both MRSA and E. faecalis could be disrupted by 2. These findings suggest that this type of isoflavone could serve as a lead for the development of novel antibacterial agents for the treatment of Gram-positive bacterial infections.
摘要：
异黄酮是一类天然产品，表现出广泛的有趣的生物学特性，包括抗氧化剂，保肝,抗菌，和抗炎活性。Scandenone(1),奥沙津(2),和6,8-二异戊烯基染料木黄酮(3)是具有相同多酚骨架的天然异戊烯基异黄酮。在这项研究中,关键中间体15用于合成天然异黄酮1-3，建立了线性和角吡喃异黄酮的立体选择性合成方法。还评估了1-3的抗菌活性，并且它们都对革兰氏阳性细菌表现出良好的抗菌活性。其中,2是对抗MRSA最有效的一种，MIC值为2μg/mL，SEM分析表明，MRSA和粪肠球菌的细菌细胞膜均可被2破坏。这些发现表明，这种类型的异黄酮可以作为开发用于治疗革兰氏阳性细菌感染的新型抗菌剂的线索。
