Stability studies on the cyanobacterial nicotinic alkaloid anatoxin-A

Anatoxin-a (ANTX-a) is a potent nicotinic cholinergic bicyclic secondary amine produced by some toxigenic strains of Anabaena spp. cyanobacteria (LD50 = 0.20-0.25 mg/kg i.p., mouse). Studies were undertaken to examine the effects of sunlight, pH, oxygen, and copper and iron, known catalysts of nitrogen oxidation, on the stability of ANTX-a. Photolysis of this extremely potent toxin was demonstrated under conditions resembling those which occur naturally. First-order decay kinetics of ANTX-a in sunlight was both pH and light intensity dependent. In the solutions examined, which represented expected biological conditions, the half-life of ANTX-a was on the order of 1-2 hr. This compares to half-lives on the order of several days in the absence of sunlight, even in the presence of metal ions. Mouse bioassays indicate that the breakdown products of ANTX-a, by both mechanisms, are inactive. Sunlight photolysis is concluded to be a possible important detoxification route of ANTX-a.