Identification of Tricyclic Guanidino Compounds from the Tetrodotoxin-Bearing Newt Taricha granulosa
Tetrodotoxin (TTX), one of the most famous natural toxins, possesses a rare and complex chemical structure. TTX is distributed worldwide in marine animals (such as pufferfish (Fugu), snails and crabs) and terrestrial amphibians (newts and frogs). Despite the high interest in TTX, the biosynthesis remains unresolved.
Dr. Yuta Kudo, Assistant Professor of Frontier Research Institute for Interdisciplinary Sciences, Dr. Mari Yotsu-Yamashita, Professor of Graduate School of Agricultural Science discovered the novel skeletal guanidino compounds from the TTX-bearing newt. The structures were elucidated via detailed chemical analysis. This work is an interdisciplinary and international collaboration with Dr. Charles T. Hanifin, Associate Professor of Department of Biology, Utah State University, Uintah Basin Campus. Based on the structures of novel compounds, the biosynthetic and shunt pathways of TTX in terrestrial organisms were proposed. These results suggests that the branched biosynthetic and shunt pathways of TTX produce the varied guanidino compounds. These results published online in “Organic Letters” on April 8, 2021.
Yuta Kudo, Charles T. Hanifin, and Mari Yotsu-Yamashita* (*corresponding author),
"Identification of Tricyclic Guanidino Compounds from the Tetrodotoxin-Bearing Newt Taricha granulosa",