Hunt A H, Mynderse J S, Samlaska S K, Fukuda D S, Maciak G M, Kirst H A, Occolowitz J L, Swartzendruber J K, Jones N D
Lilly Research Laboratories, Eli Lilly and Company, Indianapolis, Indiana 46285.
J Antibiot (Tokyo). 1988 Jun;41(6):771-9. doi: 10.7164/antibiotics.41.771.
A58365A and A58365B, angiotensin converting enzyme inhibitors isolated from the culture filtrate of Streptomyces chromofuscus NRRL 15098, are homologous compounds of molecular formulas C12H13NO6 and C13H15NO6. The molecular similarities of the two inhibitors were established by comparison of their 1H NMR, 13C NMR, and UV spectra. Catalytic hydrogenation of A58365A led to a tetrahydro-deoxy derivative, C12H17NO5; extensive 1H NMR decoupling studies at 360 MHz allowed all the non-exchangeable protons of the derivative to be connected in a continuous substructure. This fragment was combined with information from other spectroscopic methods to suggest the structures for A58365A (1) and A58365B (2); the conclusions were confirmed by an X-ray crystallographic analysis of A58365A-dimethyl ester.
A58365A和A58365B是从暗褐链霉菌NRRL 15098的培养滤液中分离得到的血管紧张素转换酶抑制剂，它们是分子式分别为C12H13NO6和C13H15NO6的同源化合物。通过比较它们的1H NMR、13C NMR和紫外光谱确定了这两种抑制剂的分子相似性。A58365A经催化氢化得到一种四氢-脱氧衍生物C12H17NO5；在360 MHz下进行的广泛的1H NMR去耦研究使该衍生物的所有不可交换质子连接成一个连续的子结构。该片段与其他光谱方法的信息相结合，推测出A58365A（1）和A58365B（2）的结构；通过对A58365A-二甲酯的X射线晶体学分析证实了这些结论。
