philanthotoxin-4.3.3类似物对双翅目幼虫神经肌肉突触传递的抑制作用：一项构效关系研究

Inhibition of dipteran larval neuromuscular synaptic transmission by analogues of philanthotoxin-4.3.3: a structure-activity study.

Benson J A, Schürmann F, Kaufmann L, Gsell L, Piek T

Plant Protection Division, CIBA-GEIGY Ltd, Basel, Switzerland.

Comp Biochem Physiol C Comp Pharmacol Toxicol. 1992 Jun;102(2):267-72. doi: 10.1016/0742-8413(92)90110-s.

Abstract

The blocking action of delta-philanthotoxin (PhTX-4.3.3), a wasp toxin composed of a polyamine chain, an aromatic amino acid (tyrosyl) nucleus and an aliphatic (butanoic) acid was studied, together with 33 structural analogues, at the glutamatergic neuromuscular synapse in larvae of the house fly, Musca domestica. 2. Shortening of the polyamine or the aliphatic acid chain, or removing the aromatic nucleus caused a decrease in potency. 3. An increase in potency was obtained by elongating the molecule in any of several directions: elongation of the polyamine chain with amine containing groups, by iodination of the aromatic moiety and by aliphatic or aromatic elongation of the butanoic acid.

摘要

研究了由多胺链、芳香族氨基酸（酪氨酰）核和脂肪族（丁酸）酸组成的黄蜂毒素δ- philanthotoxin（PhTX - 4.3.3）及其33种结构类似物对家蝇幼虫谷氨酸能神经肌肉突触的阻断作用。2. 多胺链或脂肪酸链缩短，或去除芳香核会导致效力降低。3. 通过在几个方向上延长分子可提高效力：用含胺基团延长多胺链、对芳香部分进行碘化以及对丁酸进行脂肪族或芳香族延长。