College of Pharmacy, Binzhou Medical University, Yantai 264003, China.
College of Pharmacy, Binzhou Medical University, Yantai 264003, China.
Bioorg Chem. 2019 Oct;91:103167. doi: 10.1016/j.bioorg.2019.103167. Epub 2019 Jul 31.
Three new alkaloids, iizukines C-E (1-3), including two aspochalasins (1 and 2), and one brasiliamide derivative (3), along with two known aspochalasins, rosellichalasin (4) and cytochalasin Z17 (5), were isolated from the culture of Aspergillus iizukae. Compound 1 was the first aspochalasin uniquely featuring a 1,2,4-triazole functionality, and 3 showed a pair of NMR signals in CDCl with a ratio of about 2:1 due to the existence of conformational isomers. Their structures were determined by extensive spectroscopic analyses and single-crystal X-ray diffractions. In particular, the 1,2,4-triazole moiety in 1 was assigned on the basis of extremely valuable H-N HMBC spectrum. Compound 1 exhibited cytotoxic effect towards HL-60 and A549 cell lines with IC values of 3.8 and 7.2 μM, respectively.
从 Aspergillus iizukae 的培养物中分离得到了三种新的生物碱,即 iizukines C-E(1-3),包括两种 aspochalasins(1 和 2)和一种 brasiliamide 衍生物(3),以及两种已知的 aspochalasins,rosellichalasin(4)和 cytochalasin Z17(5)。化合物 1 是第一个具有 1,2,4-三唑官能团的独特的 aspochalasin,3 在 CDCl 中显示出一对 NMR 信号,其比例约为 2:1,这是由于构象异构体的存在。它们的结构通过广泛的光谱分析和单晶 X 射线衍射确定。特别是,1 中的 1,2,4-三唑部分是根据极其有价值的 H-N HMBC 光谱确定的。化合物 1 对 HL-60 和 A549 细胞系表现出细胞毒性作用,IC 值分别为 3.8 和 7.2 μM。