State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering , Lanzhou University , Lanzhou 730000 , People's Republic of China.
College of Pharmacy , Gansu University of Chinese Medicine , Lanzhou 730000 , People's Republic of China.
Org Lett. 2019 Mar 1;21(5):1551-1554. doi: 10.1021/acs.orglett.9b00475. Epub 2019 Feb 21.
A pair of enantiomeric polyketides, (+)- and (-)-alternamgin (1), featuring an unprecedented 6/6/6/6/5/6/6 seven ring backbone, were isolated from the endophytic fungi Alternaria sp. MG1. The relative configuration of 1 was determined using X-ray diffraction, and the absolute configurations of (±)-1 were confirmed by comparing the experimental and calculated ECD data. Plausible biosynthetic pathways for 1 were proposed. Compound (-)-1 exhibited moderate necrosis rates to Hela and HepG2 cells, but (+)-1 only showed similar necrosis rates to HepG2 cells.
一对对映聚酮类化合物 (+)-和 (-)-alternamgin (1),具有前所未有的 6/6/6/6/5/6/6 个七元环骨架,从内生真菌 Alternaria sp. MG1 中分离得到。1 的相对构型通过 X 射线衍射确定,(±)-1 的绝对构型通过比较实验和计算的 ECD 数据确定。提出了 1 的可能生物合成途径。化合物 (-)-1 对 Hela 和 HepG2 细胞表现出中等的坏死率,但 (+)-1 仅对 HepG2 细胞表现出相似的坏死率。