Re-investigation of venom chemistry of Solenopsis fire ants. II. Identification of novel alkaloids in S. invicta

Toxicon

Volumn 53, Issue 5, 2009, Pages 479-486

  Chen, Li ^a   Fadamiro, Henry Y ^a  

^a AUBURN UNIVERSITY   (United States)

Author keywords

Alkaloid; Fire ant; Solenopsins; Solenopsis invicta; Venom

Indexed keywords

2,6 DIALKYL DELTA 1,2 PIPERIDINE DERIVATIVE; 2,6 DIALKYL DELTA 1,6 PIPERIDINE DERIVATIVE; 2,6 DIALKYLPIPERIDINE DERIVATIVE; ALKALOID; PIPERIDINE DERIVATIVE; SILICA GEL; UNCLASSIFIED DRUG; VENOM;

ANIMAL EXPERIMENT; ANT; ARTICLE; CHEMICAL STRUCTURE; COLUMN CHROMATOGRAPHY; CONTROLLED STUDY; MASS FRAGMENTOGRAPHY; NONHUMAN; PRIORITY JOURNAL; SEPARATION TECHNIQUE; SOLENOPSIS INVICTA; STEREOISOMERISM;

ALKALOIDS; ANIMALS; ANT VENOMS; ANTS; CHEMICAL FRACTIONATION; CHROMATOGRAPHY, GEL; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; PIPERIDINES; SILICON DIOXIDE;

SOLENOPSIS; SOLENOPSIS GEMINATA; SOLENOPSIS INVICTA;

EID: 61449096470     PISSN: 00410101     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.toxicon.2009.01.016     Document Type: Article

References (19)

1. Blum M.S., Walder J.R., and Callahan P.S. Chemical, insecticidal, and antibiotic properties of fire ant venom. Science 128 3319 (1958) 307-308
2. Blum M.S., Brand J.M., Duffield R.M., and Snelling R.R. Chemistry of the venom of Solenopsis aurea (Hymenoptera: Formicidae). Annals of the Entomological Society of America 66 3 (1973) 702
3. Blum M.S., Fales H.M., Leadbetter G., Leonhardt B.A., and Duffield R.M. A new dialkylpiperidine in the venom of the fire ant Solenopsis invicta. Journal of Natural Toxins 1 2 (1992) 57-63
4. Brand J.M. Fire ant venom alkaloids: their contribution to chemosystematics and biochemical evolution. Biochemical Systematics and Ecology 6 4 (1978) 337-340
5. Brand J.M., Blum M.S., Fales H.M., and MacConnell J.G. Fire ant venoms: comparative analyses of alkaloidal components. Toxicon 10 3 (1972) 259-271
6. Brand J.M., Blum M.S., and Barlin M.R. Fire ant venoms: intraspecific and interspecific variation among castes and individuals. Toxicon 11 4 (1973) 325-331
7. Brand J.M., Blum M.S., and Ross H.H. Biochemical evolution in fire ant venoms. Insect Biochemistry 3 1 (1973) 45-51
8. Chen L., and Fadamiro H.Y. Re-investigation of venom chemistry in Solenopsisfire ants. I. Identification of novel alkaloids in S. richteri. Toxicon 53 5 (2009) 469-478
9. Deslippe R.J., and Guo Y. Venom alkaloids of fire ants in relation to worker size and age. Toxicon 38 2 (2000) 223-232
10. Hill R.K., and Yuri T. An approach to natural 2-alkyl-6-methylpiperidines via N-acyllactam rearrangement. Tetrahedron 33 13 (1977) 1569-1571
11. Javors M.A., Zhou W., Maas J.W., Han S., and Keenan R.W. Effects of fire ant venom alkaloids on platelet and neutrophil function. Life Sciences 53 14 (1993) 1105-1112
12. Jefford C.W., and Wang J.B. An enantiospecific synthesis of solenopsin A. Tetrahedron Letters 34 18 (1993) 2911-2914
13. Jones T.H., Blum M.S., and Fales H.M. Ant venom alkaloids from Solenopsis and Monomorium species: recent developments. Tetrahedron 38 13 (1982) 1949-1958
14. Jouvenaz D.P., Blum M.S., and MacConnell J.G. Antibacterial activity of venom alkaloids from the imported fire ant, Solenopsis invicta Buren. Antimicrobial Agents and Chemotherapy 2 4 (1972) 291-293
15. Leclercq S., Thirionet I., Broeders F., Daloze D., Vander Meer R.K., and Braekman J.C. Absolute configuration of the solenopsins, venom alkaloids of the fire ants. Tetrahedron 50 28 (1994) 8465-8478
16. MacConnell J.G., Blum M.S., and Fales H.M. Alkaloid from fire ant venom: identification and synthesis. Science 168 3933 (1970) 840-841
17. MacConnell J.G., Blum M.S., and Fales H.M. Chemistry of fire ant venom. Tetrahedron 27 6 (1971) 1129-1139
18. MacConnell J.G., Blum M.S., Buren W.F., Williams R.N., and Fales H.M. Fire ant venoms: chemotaxonomic correlations with alkaloidal compositions. Toxicon 14 1 (1976) 69-78
19. Vander Meer R.K., and Lofgren C.S. Use of chemical characters in defining populations of fire ants, Solenopsis saevissima complex, (Hymenoptera: Formicidae). Florida Entomologist 71 3 (1988) 323-332