Chemotaxonomic implications of the venom chemistry of someMonomorium “antarcticum” populations |
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| Authors: | Tappey H Jones Susan M Stahly A Warwick Don Murray S Blum |
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| Affiliation: | (1) Laboratory of Chemistry, National Heart, Lung, and Blood Institute, 20892 Bethesda, Maryland;(2) Department of Chemistry, College of William and Mary, 23185 Williamsburg, Virginia;(3) Department of Zoology, University of Otago, P.O. Box 56, Dunedin, New Zealand;(4) Department of Entomology, University of Georgia, 30602 Athens, Georgia |
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| Abstract: | A comparative analysis of the venom alkaloids produced by ants in the genusMonomorium (= Chelaner) collected on North Island and South Island, New Zealand, has been undertaken. All of the ants producetrans-2, 5-dialkylpyrrolidines along with 3,5-dialkylpyrrolizidines. The structures and sterochemistry of the novel alkaloidstrans-2-butyl-5-(8-nonenyl) pyrrolidine, (5E,8Z)-3,5-di(5-hexenyl)pyrrolizidine, and (5Z,8E)-3-methyl-5-(8-nonenyl)pyrrolizidine were established by unambiguous synthesis. The geographic distribution and the chemotaxonomic significance of the alkaloids produced by these ants are discussed. |
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| Keywords: | Ants Monomorium Hymenoptera Formicidae 2 5-dialkylpyrrolidines 3 5-dialkylpyrrolizidines ant venom alkaloids chemotaxonomy |
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