| Title: | Frogolide - An Unprecedented Sesquiterpene Macrolactone from Scent Glands of African Frogs |
| Author(s): | Menke M; Melnik K; Peram PS; Starnberger I; Hodl W; Vences M; Schulz S; |
| Address: | "Institute of Organic Chemistry, Technische Universitat Braunschweig, Hagenring 30, 38106 Braunschweig, Germany. Department for Integrative Zoology, Althanstrasse 14, 1090 Vienna, Austria. Institute of Zoology, Technische Universitat Braunschweig, Mendelsohnstrasse 4, 38106 Braunschweig, Germany" |
| ISSN/ISBN: | 1434-193X (Print) 1099-0690 (Linking) |
| Abstract: | "Some amphibians use chemical signals in addition to optical and acoustical signals to transmit information. Males of mantellid frogs from Madagascar and hyperoliid frogs from Africa emit complex, species- and sex-specific bouquets of volatiles from their femoral or gular glands. We report here on the identification, synthesis, and determination of the absolute configuration of a macrocyclic lactone occurring in several species of both families, (S)-3,7,11-dodec-6,10-dien-12-olide (S-14, frogolide). Macrolides are a preferred compound class of frog volatiles. Nevertheless, frogolide is the first macrocyclic lactone obviously derived from the terpene pathway, in contrast to known frog macrolides that are usually formed via the fatty acid biosynthetic pathway" |
| Keywords: | Lactones Macrocycles Natural products Pheromones Terpenoids; |
| Notes: | "PubMed-not-MEDLINEMenke, Markus Melnik, Kristina Peram, Pardha S Starnberger, Iris Hodl, Walter Vences, Miguel Schulz, Stefan eng P 25612/FWF_/Austrian Science Fund FWF/Austria Germany 2018/08/07 European J Org Chem. 2018 Mar 24; 2018(20-21):2651-2656. doi: 10.1002/ejoc.201800199" |
