Biotechnology Research Center and Department of Biotechnology, Toyama Prefectural University , Imizu, Toyama 939-0398, Japan.
Department of Physical Chemistry, Osaka University of Pharmaceutical Sciences , Takatsuki, Osaka 569-1041, Japan.
Org Lett. 2017 Mar 17;19(6):1406-1409. doi: 10.1021/acs.orglett.7b00318. Epub 2017 Mar 3.
Nonthmicin (1), a new polyether polyketide bearing a chlorinated tetronic acid, was isolated from the culture extract of a soil-derived Actinomadura strain. The structure of 1 was elucidated by interpretation of NMR and MS spectroscopic data, and the absolute configuration of 1 was proposed on the basis of the crystal structure of its dechloro congener ecteinamycin (2) also isolated from the same strain. Tetronic acids modified by halogenation have never been reported from natural products. Compounds 1 and 2 were found to have neuroprotective activity and antimetastatic properties at submicromolar concentrations in addition to antibacterial activity.
非噻霉素（1）是一种新型的多醚多酮类化合物，含有一个氯化四氢酸，从土壤来源的放线菌菌株的培养提取物中分离得到。通过对 NMR 和 MS 光谱数据的解释，确定了 1 的结构，并根据从同一菌株分离得到的去氯类似物埃替菌素（2）的晶体结构，提出了 1 的绝对构型。由卤素修饰的四氢酸从未在天然产物中报道过。化合物 1 和 2 除了具有抗菌活性外，在亚微摩尔浓度下还具有神经保护活性和抗转移特性。
