Macrolides and alcohols as scent gland constituents of the Madagascan frog Mantidactylus femoralis and their intraspecific diversity
| Autor: | Dennis Poth, Stefan Schulz, Pardha Saradhi Peram, Miguel Vences |
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| Rok vydání: | 2013 |
| Předmět: |
Sympatry
Male Scent gland Ranidae Pharmaceutical Science Zoology Chemical communication Intraspecific competition Gas Chromatography-Mass Spectrometry Pheromones Analytical Chemistry Phylogenetics Drug Discovery Madagascar Animals Humans Scent Glands Mantidactylus femoralis Phylogeny Pharmacology Volatile Organic Compounds biology Molecular Structure Ecology Organic Chemistry biology.organism_classification Complementary and alternative medicine Mantidactolide B Sex pheromone Alcohols Molecular Medicine Macrolides |
| Zdroj: | Journal of natural products. 76(9) |
| ISSN: | 1520-6025 |
| Popis: | Acoustic and, to a lesser degree, visual signals are the predominant means of signaling in frogs. Nevertheless, certain lineages such as the mantelline frogs from Madagascar use the chemical communication channel as well. Males possess femoral glands on the hind legs, which recently have been shown to contain volatile compounds used in communication as pheromones. Many mantelline species occur in sympatry, and so far species recognition is regarded to occur mainly by acoustic signals. The analysis of the gland constituents of Mantidactylus femoralis by GC/MS revealed the presence of volatile macrolides and secondary alcohols. The new natural products mantidactolides A (4) and B (6), as well as several methyl carbinols, were identified, and their structures were confirmed by synthesis. The analysis of individuals from different locations of Madagascar revealed the presence of two groups characterized by specific patterns of compounds. While one group contained the alcohols and mantidactolide B, the other showed specific presence of the macrolides phoracantholide I (1) and mantidactolide A (4). Genetic analysis of some individuals showed no congruence between genetic relatedness and gland constituents. Several other individuals from related species had different gland compositions. This suggests that a basic set of biosynthetic machinery might be available to a broader group of related species. |
| Databáze: | OpenAIRE |
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