The analysis of volatiles released by marine Salinispora bacteria uncovered a new class of natural compounds displaying an unusual bicyclic [3.1.0]‐lactone skeleton. Although only sub‐μg quantities of the compounds were available, the combination of analytical methods, computational spectroscopy, and synthesis allowed unambiguous structural identification of the compounds, called salinilactones, without the need for isolation. Orthogonal hyphenated methods, GC/MS and solid‐phase GC/IR allowed to propose a small set of structures consistent with the data. A candidate structure was selected by comparison of DFT‐calculated IR spectra and the experimental IR‐spectrum. Synthesis confirmed the structure and absolute configuration of three bicyclic lactones, salinilactones A–C. The salinilactones are structurally closely related to the A‐factor class of compounds, autoregulators from streptomycete bacteria. They exhibited inhibitory activity against Salinispora and Streptomyces strains.

中文翻译：

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结合 GC/MS、GC/IR、DFT 计算和合成对痕量成分进行结构解析——盐内酯、盐孢菌中前所未有的双环内酯

对海洋盐孢菌释放的挥发物的分析发现了一类新的天然化合物，显示出不寻常的双环[3.1.0]-内酯骨架。虽然这些化合物的数量只有亚微克，但分析方法、计算光谱学和合成的结合可以对这些称为盐内酯的化合物进行明确的结构鉴定，而无需分离。正交联用方法、GC/MS 和固相 GC/IR 允许提出一小组与数据一致的结构。通过比较 DFT 计算的红外光谱和实验红外光谱来选择候选结构。合成证实了三种双环内酯（salinilactones A–C）的结构和绝对构型。盐内酯在结构上与 A 因子类化合物（链霉菌的自动调节剂）密切相关。它们对盐孢菌属和链霉菌属菌株表现出抑制活性。