Synthesis and SAR study of novel tetrodotoxin analogs.

河豚毒素（TTX）是最著名的海洋毒素之一，最初是从河豚中分离出来的。已知TTX选择性地与钠通道的元素结合，从而抑制其在细胞膜中的功能。因此，TTX被用作分析通过钠通道发生的各种重要现象的工具。因此，合成比现有的更多的TTX及其类似物是非常重要的。本文主要研究了d-葡萄糖和肌醇在实际用量下的旋光性和部分脱氧ttx的合成及其稳定同位素标记。因此，合成上述目标化合物的关键化合物是由d -葡萄糖在24-28个步骤中制备的。8-和9-脱氧ttx的全合成及其稳定同位素标记正在进行中。

Tetrodotoxin (TTX), one of the best-known marine toxins, was originally isolated from puffer fish. It is known that TTX selectively combines with elements of the sodium channel, thus inhibiting its function in the cell membrane. Therefore, TTX is utilized as a tool for the analysis of various vital phenomena, which occur via the sodium channel. Therefore, it is considered very important to synthesize larger amounts of TTX and its analogues than those available now. In this work, syntheses of optically active- and partially deoxygenated-TTX from D-glucose and myo-inositol in practical amounts, and its stable isotopic labeling are studied. As a result, a crucial key compound for synthesizing the above target compounds is prepared from D-glucose in 24-28 steps. Total synthesis of 8- and 9-deoxyTTX from the key compounds and its stable isotope labeling are now in progress.