Caste-Specific Tyramides from Myrmicine Ants
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- 作者：Tappey. H. Jones ; H. Martin Garraffo ; Thomas F. Spande ; Nirina R. Andriamaharavo ; Jeffrey S. T. Gorman ; Alexander J. Snyder ; Andrew W. Jeter ; Juan A. Torres ; Roy R. Snelling ; John W. Daly
- 刊名：Journal of Natural Products
- 出版年：2010
- 出版时间：March 26, 2010
- 年：2010
- 卷：73
- 期：3
- 页码：313-316
- 全文大小：124K
- 年卷期：v.73,no.3(March 26, 2010)
- ISSN：1520-6025
文摘
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 α-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 νC═O. The biological function of these compounds is uncertain; however, their role in ant-mating behavior may be suggested by a large body of evidence.