Department of Chemistry, Virginia Military Institute, Lexington, Virginia 24450, USA.
J Nat Prod. 2010 Mar 26;73(3):313-6. doi: 10.1021/np900697s.
Analysis of the extracts of male ants of Monomorium minimum and Monomorium ebeninum by GC-MS and GC-FTIR revealed the presence of tyramides 2 and 4c, for which the structures were established by comparison with synthetic samples. These compounds and their analogues 1 and 3 were also found in males of other Monomorium species, males of Myrmicaria opaciventris, and males of several Solenopsis (Diplorhoptrum) species. Vapor-phase FTIR spectra revealed critically important structural clues to two of the tyramides, which had methyl branching in the tyramide acyl moiety. Tyramide 4c exhibited a strong intramolecular amide NH hydrogen bond where an alpha-keto group was deduced to be present in the acyl moiety and also showed the overlap of this ketone group frequency with that of the amide nu(C horizontal lineO). The biological function of these compounds is uncertain; however, their role in ant-mating behavior may be suggested by a large body of evidence.
通过 GC-MS 和 GC-FTIR 对小家蚁和黄猄蚁雄蚁提取物进行分析，发现存在酪胺 2 和 4c，其结构通过与合成样品进行比较而建立。这些化合物及其类似物 1 和 3 也存在于其他小家蚁属、暗褐林蚁雄蚁和一些 Solenopsis（双刺）属物种的雄蚁中。气相 FTIR 光谱揭示了两种酪胺的关键结构线索，它们在酪胺酰基部分具有甲基支链。酪胺 4c 表现出强烈的分子内酰胺 NH 氢键，其中酰基部分推断存在α-酮基，并且酰胺 nu(C 横线 O)的频率也与该酮基的频率重叠。这些化合物的生物学功能尚不确定；然而，大量证据表明，它们在蚂蚁交配行为中的作用可能暗示了这一点。
