Fire Ant Venom Alkaloid, Isosolenopsin A, a Potent and Selective Inhibitor of Neuronal Nitric Oxide Synthase

  title={Fire Ant Venom Alkaloid, Isosolenopsin A, a Potent and Selective Inhibitor of Neuronal Nitric Oxide Synthase},
  author={G B Yi and D. Mc Clendon and Durisala Desaiah and J. Goddard and Adrian Lister and Jenni Moffitt and Robert K Vander Meer and Richard de Shazo and K. S. Lee and Robin William Rockhold},
  journal={International Journal of Toxicology},
  pages={81 - 86}
Massive, multiple fire ant, Solenopsis invicta, stings are often treated aggressively, particularly in the elderly, despite limited evidence of systemic toxicity due to the venom. Over 95% of the S. invicta venom is composed of piperidine alkaloid components, whose toxicity, if any, is unknown. To assess a possible pharmacological basis for systemic toxicity, an alkaloid-rich, protein-free methanol extract of the venom from whole ants was assayed for inhibitory activity on the following nitric… 

Figures from this paper

Cardiodepressant and neurologic actions of Solenopsis invicta (imported fire ant) venom alkaloids.

  • G. HowellJ. Butler R. Rockhold
  • Biology, Medicine
    Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology
  • 2005

Analysis of Protein Composition and Bioactivity of Neoponera villosa Venom (Hymenoptera: Formicidae)

The venom of N. villosa was able to induce hemolysis in human erythrocytes and also induced release of both pro- inflammatory cytokines, as the anti-inflammatory cytokine release by murine macrophages, which allow better understanding of the composition and complexity of N.'s villosa venom in the human body, as well as the possible mechanisms of action after the bite.

Cytotoxic Alkaloids from Microcos paniculata with Activity at Neuronal Nicotinic Receptors

Three new piperidine alkaloids, microgrewiapines A-C, and a number of known compounds were isolated from cytotoxic fractions of the separate chloroform-soluble extracts of the stem bark, branches, and leaves of M. paniculata, leading to pure compounds being characterized showing activity at the cellular and receptor levels.

The Biochemical Toxin Arsenal from Ant Venoms

The present review details the unique structures and pharmacologies of known ant venom proteinaceous and alkaloidal toxins and their potential as a source of novel bioinsecticides and therapeutic agents.

Synthesis and Insecticidal Activity of Fire Ant Venom Alkaloid-Based 2-Methyl-6-alkyl-Δ1,6-piperideines

A series of racemic 2-methyl-6-alkyl-Δ1,6-piperideines were synthesized for chemical confirmation of the natural products found in fire ant venom, and the evaluation of their biological activity.

Alkaloids from Microcos paniculata with cytotoxic and nicotinic receptor antagonistic activities.

Microgrewiapine A was found to be a selective cytotoxic agent for colon cancer cells over normal colon cells and to exhibit nicotinic receptor antagonistic activity for both the hα3β4 and hα4β2 receptor subtypes.

Identification, expression and characterization of the recombinant Sol g 4.1 protein from the venom of the tropical fire ant Solenopsis geminata

The primary structure of Sol g 4.1 venom protein showed high similarity to that of venom proteins in the Solenopsis 2 and 4 family, which is life-threatening and produce IgE-mediated anaphylactic reactions in allergic individuals.

Diversity of peptide toxins from stinging ant venoms.

Pyridine alkaloids in the venom of imported fire ants.

Pyridine alkaloids were detected for the first time in fire ants using solid-phase microextraction coupled with gas chromatography-mass spectrometry (SPME-GC-MS), and ten 2-methyl-6-alkyl (or alkenyl)pyridines (1-10) were found theFirst time in the venom of imported fire ants.



Mechanism of action of fire ant (Solenopsis) venoms. I. Lytic release of histamine from mast cells.

  • N. Lind
  • Biology
    Toxicon : official journal of the International Society on Toxinology
  • 1982

Histamine release by fire ant (Solenopsis) venom.

  • G. ReadN. LindC. Oda
  • Biology, Chemistry
    Toxicon : official journal of the International Society on Toxinology
  • 1978

Antibacterial Activity of Venom Alkaloids from the Imported Fire Ant, Solenopsis invicta Buren1

A fourth alkaloid, trans-2-methyl-6-(cis-6-pentadecenyl)piperidine, which was available in minute quantity and was tested by disc-diffusion only, was ineffective against all organisms.

Inhibition of neuronal nitric oxide synthase by N-phenacyl imidazoles.

Spectral changes observed in the presence of compound A indicate that this inhibitor exerts its effect without interaction with heme iron, and compounds A and B, inhibit nNOS "noncompetitively" versus arginine, but "competitiveably" versus BH(4).

Fire ant venoms: comparative analyses of alkaloidal components.

Biosynthesis of the Solenopsins, venom alkaloids of the fire ants

Ants of the genus S o l e n o p s i s (Myrmicinae) secrete a venom consisting of a mixture of 2-methyl-6-alkylpiperidines accompanied in some cases by N-methylated, imino, or side-chain-unsaturated

Imported fire ant hypersensitivity. Studies of human reactions to fire ant venom.

In Vitro and In Vivo Inhibition of Rat Brain Nitric Oxide Synthase Activity by Phencyclidine

Results suggest that inhibition of brain NOS by PCP might be one of the mechanisms through which PCP causes neurotoxicity.

Inhibition of rat cerebellar nitric oxide synthase by 7‐nitro indazole and related substituted indazoles

The results indicate that 7‐NI is a potent and competitive inhibitor of rat brain NOS in vitro and also inhibits N OS in different brain regions and in the adrenal gland in vivo.