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New butenolide derivatives from the marine sponge-derived fungus Aspergillus terreus
Bioorganic & Medicinal Chemistry Letters ( IF 2.7 ) Pub Date : 2017-12-22 , DOI: 10.1016/j.bmcl.2017.12.049
Yating Sun , Jingtang Liu , Lei Li , Chi Gong , Shuping Wang , Fan Yang , Huiming Hua , Houwen Lin

Two new butenolide derivatives (±)-asperteretal D ((±)-1) and asperteretal E (2) containing rare 2-benzyl-3-phenyl substituted lactone core, together with nine known analogues (311) were obtained from a fungus Aspergillus terreus derived from the marine sponge Phakellia fusca. All the structures were elucidated on the basis of extensive NMR spectroscopic data. The chiral chromatography analyses allowed the separation of the (±)-asperteretal D, of which the absolute configurations were determined by comparing the experimental to calculated electronic circular dichroic (ECD) spectra. Compounds (±)-1, 25, and 7 exhibited potent inhibitory activities against α-glucosidase with IC50 values ranging from 8.65 to 20.3 µM (positive control acarbose with an IC50 value of 320 µM). In addition, derivatives 58 also showed moderate antioxidant activities.



中文翻译:

来自海洋海绵的真菌曲霉曲霉的新丁烯内酯衍生物

两个新的丁烯酸内酯衍生物(±)-asperteretal d((±-1)和asperteretal E(2含稀土2-苄基-3-苯基取代的内酯芯,加上9个已知类似物()3 - 11)从一个获得真菌曲霉曲霉(Terperus terreus)来源于海洋海绵(Phakellia fusca)。根据广泛的NMR光谱数据阐明了所有结构。手性色谱分析允许分离(±)-沥青D,其绝对构型是通过将实验与计算的电子圆二向色(ECD)光谱进行比较来确定的。化合物(±)-12 -图5和图7显示出对α-葡糖苷酶的有效抑制活性,IC 50值为8.65至20.3 µM(阳性对照阿卡波糖,IC 50值为320 µM)。此外,衍生品5 - 8也表现出适度的抗氧化活性。

更新日期:2017-12-22
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