Pure Appl. Chem., 2012, Vol. 84, No. 6, pp. 1445-1453
http://dx.doi.org/10.1351/PAC-CON-11-09-10
Published online 2012-04-02
Synthesis of saxitoxins
Abstract:
Saxitoxin (STX), a neurotoxin isolated from Alaskan butter clam, Saxidomus giganteus, inhibits voltage-gated sodium channels by binding to the pore-forming p-loop region. Here we describe stereospecific syntheses of STX and its natural derivatives, (+)‑decarbamoylsaxitoxin (dcSTX) and (+)-gonyautoxin3 (GTX3).
Keywords
alkaloid synthesis; guanidine alkaloid; intramolecular reactivity; natural product synthesis; saxitoxin.