Formicine ants: An arthropod source for the pumiliotoxin alkaloids of dendrobatid poison frogs - PubMed (original) (raw)
Formicine ants: An arthropod source for the pumiliotoxin alkaloids of dendrobatid poison frogs
Ralph A Saporito et al. Proc Natl Acad Sci U S A. 2004.
Abstract
A remarkable diversity of bioactive lipophilic alkaloids is present in the skin of poison frogs and toads worldwide. Originally discovered in neotropical dendrobatid frogs, these alkaloids are now known from mantellid frogs of Madagascar, certain myobatrachid frogs of Australia, and certain bufonid toads of South America. Presumably serving as a passive chemical defense, these alkaloids appear to be sequestered from a variety of alkaloid-containing arthropods. The pumiliotoxins represent a major, widespread, group of alkaloids that are found in virtually all anurans that are chemically defended by the presence of lipophilic alkaloids. Identifying an arthropod source for these alkaloids has been a considerable challenge for chemical ecologists. However, an extensive collection of neotropical forest arthropods has now revealed a putative arthropod source of the pumiliotoxins. Here we report on the presence of pumiliotoxins in formicine ants of the genera Brachymyrmex and Paratrechina, as well as the presence of these ants in the stomach contents of the microsympatric pumiliotoxin-containing dendrobatid frog, Dendrobates pumilio. These pumiliotoxins are major alkaloids in D. pumilio, and Brachymyrmex and Paratrechina ants now represent the only known dietary sources of these toxic alkaloids. These findings further support the significance of ant-specialization and alkaloid sequestration in the evolution of bright warning coloration in poison frogs and toads.
Figures
Fig. 1.
Structures of representative alkaloids common to myrmicine ants and poison frogs and toads.
Fig. 2.
Structures of alkaloids from dendrobatid poison frogs suspected to be of myrmicine ant origin.
Fig. 3.
Structures of pumiliotoxins A (307A) and B (323A) and other pumiliotoxins (PTX), allopumiliotoxins (aPTX), and a homopumiliotoxin (hPTX) found as major/minor alkaloids in skin extracts of poison frogs.
Fig. 4.
Pumiliotoxin-containing ants from Isla Bastimentos, Bocas del Toro, Panama. (A) B. longicornis. (B) P. steinheili. (Bar, 1 mm.) The images were created by J.T.L.
Comment in
- Tracking the cryptic pumiliotoxins.
Smith SQ, Jones TH. Smith SQ, et al. Proc Natl Acad Sci U S A. 2004 May 25;101(21):7841-2. doi: 10.1073/pnas.0402599101. Epub 2004 May 17. Proc Natl Acad Sci U S A. 2004. PMID: 15148376 Free PMC article. No abstract available.
Similar articles
- Convergent evolution of chemical defense in poison frogs and arthropod prey between Madagascar and the Neotropics.
Clark VC, Raxworthy CJ, Rakotomalala V, Sierwald P, Fisher BL. Clark VC, et al. Proc Natl Acad Sci U S A. 2005 Aug 16;102(33):11617-22. doi: 10.1073/pnas.0503502102. Epub 2005 Aug 8. Proc Natl Acad Sci U S A. 2005. PMID: 16087888 Free PMC article. - Scheloribatid mites as the source of pumiliotoxins in dendrobatid frogs.
Takada W, Sakata T, Shimano S, Enami Y, Mori N, Nishida R, Kuwahara Y. Takada W, et al. J Chem Ecol. 2005 Oct;31(10):2403-15. doi: 10.1007/s10886-005-7109-9. Epub 2005 Sep 28. J Chem Ecol. 2005. PMID: 16195851 - Oribatid mites as a major dietary source for alkaloids in poison frogs.
Saporito RA, Donnelly MA, Norton RA, Garraffo HM, Spande TF, Daly JW. Saporito RA, et al. Proc Natl Acad Sci U S A. 2007 May 22;104(21):8885-90. doi: 10.1073/pnas.0702851104. Epub 2007 May 14. Proc Natl Acad Sci U S A. 2007. PMID: 17502597 Free PMC article. - Alkaloids from amphibian skin: a tabulation of over eight-hundred compounds.
Daly JW, Spande TF, Garraffo HM. Daly JW, et al. J Nat Prod. 2005 Oct;68(10):1556-75. doi: 10.1021/np0580560. J Nat Prod. 2005. PMID: 16252926 Review.
Cited by
- Geographic and seasonal variation in alkaloid-based chemical defenses of Dendrobates pumilio from Bocas del Toro, Panama.
Saporito RA, Donnelly MA, Garraffo HM, Spande TF, Daly JW. Saporito RA, et al. J Chem Ecol. 2006 Apr;32(4):795-814. doi: 10.1007/s10886-006-9034-y. Epub 2006 May 5. J Chem Ecol. 2006. PMID: 16718571 - Spatial patterns of the frog Oophaga pumilio in a plantation system are consistent with conspecific attraction.
Folt B, Donnelly MA, Guyer C. Folt B, et al. Ecol Evol. 2018 Feb 14;8(5):2880-2889. doi: 10.1002/ece3.3748. eCollection 2018 Mar. Ecol Evol. 2018. PMID: 29531702 Free PMC article. - Rampant tooth loss across 200 million years of frog evolution.
Paluh DJ, Riddell K, Early CM, Hantak MM, Jongsma GF, Keeffe RM, Magalhães Silva F, Nielsen SV, Vallejo-Pareja MC, Stanley EL, Blackburn DC. Paluh DJ, et al. Elife. 2021 Jun 1;10:e66926. doi: 10.7554/eLife.66926. Elife. 2021. PMID: 34060471 Free PMC article. - A skin secretion metabolome analysis of the Greek Dodecanese Lycian salamanders: Preliminary evidence of dietary alkaloid sequestration in urodeles.
Eleftherakos K, Polymeni RM, Mikropoulou EV, Vougogiannopoulou K, Georgiadis C, Petrakis EA, Skaltsounis LA, Halabalaki M. Eleftherakos K, et al. PLoS One. 2024 Aug 29;19(8):e0300278. doi: 10.1371/journal.pone.0300278. eCollection 2024. PLoS One. 2024. PMID: 39208286 Free PMC article. - Alkaloids from single skins of the Argentinian toad Melanophryniscus rubriventris (ANURA, BUFONIDAE): An unexpected variability in alkaloid profiles and a profusion of new structures.
Garraffo HM, Andriamaharavo NR, Vaira M, Quiroga MF, Heit C, Spande TF. Garraffo HM, et al. Springerplus. 2012 Nov 23;1(1):51. doi: 10.1186/2193-1801-1-51. Print 2012 Dec. Springerplus. 2012. PMID: 23596558 Free PMC article.
References
- Daly, J. W., Garraffo, H. M. & Spande, T. F. (1999) in Alkaloids: Chemical and Biological Perspectives, ed. Pelletier, S. W. (Pergamon, New York), Vol. 13, pp. 1–161.
- Daly, J. W., Myers, C. W. & Whittaker, N. (1987) Toxicon 25, 1023–1095. - PubMed
- Daly, J. W., Garraffo, H. M., Spande, T. F., Jaramillo, C. & Rand, S. A. (1994) J. Chem. Ecol. 20, 943–955. - PubMed
- Jones, T. H., Gorman, J. S. T., Snelling, R. R., Delabie, J. H. Q., Blum, M. S., Garraffo, H. M., Jain, P., Daly, J. W. & Spande, T. F. (1999) J. Chem. Ecol. 25, 1179–1193.
- Daly, J. W., Garraffo, H. M., Jain, P., Spande, T. F., Snelling, R. R., Jaramillo, C. & Rand, S. A. (2000) J. Chem. Ecol. 26, 73–85.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources