Blankemeyer J T, White J B, Stringer B K, Friedman M
Department of Microbiology and Molecular Genetics, Oklahoma State University, Stillwater 74078, USA.
Food Chem Toxicol. 1997 Jul;35(7):639-46. doi: 10.1016/s0278-6915(97)00038-0.
alpha-Tomatine, a glycoside in which four carbohydrate residues are attached to the 3-OH group of the aglycone tomatidine, occurs naturally in tomatoes (Lycopersicon esculentum). The glycoalkaloid is reported to be involved in host-plant resistance against phytopathogens and to have a variety of pharmacological and toxicological properties in animals and humans. As part of an effort designed to establish the mechanism of action of glycoalkaloids in cells, frog embryos and frog skin were exposed to varying concentrations of alpha-tomatine and tomatidine. alpha-Tomatine increased the fluorescence-measured membrane permeability of frog embryos by about 600% compared with control values; the corresponding value for tomatidine was about 150%. alpha-Tomatine also diminished sodium-active transport in frog skin by about 16% compared with control values, as estimated from the change in the interstitial short-circuit current. Tomatidine had no effect on frog skin. As these findings complement similar results with glycoalkaloids from potatoes and eggplants, the fundamental mechanism governing their action both against fungi, insects and other phytopathogens and in animal and human cells may be disruption of cell membranes and changes in ion fluxes and interstitial currents of the membranes. The described methodologies should make it possible to define the relative potencies of both adverse and beneficial effects of glycoalkaloids and metabolites in cell membranes without the use of animals.
α-番茄碱是一种糖苷,其苷元番茄碱的3-OH基团上连接有四个碳水化合物残基,天然存在于番茄(番茄属)中。据报道,这种糖苷生物碱参与宿主植物对植物病原体的抗性,并在动物和人类中具有多种药理和毒理学特性。作为确定糖苷生物碱在细胞中作用机制的研究工作的一部分,将青蛙胚胎和青蛙皮肤暴露于不同浓度的α-番茄碱和番茄碱中。与对照值相比,α-番茄碱使青蛙胚胎的荧光测量膜通透性增加了约600%;番茄碱的相应值约为150%。根据间质短路电流的变化估计,与对照值相比,α-番茄碱还使青蛙皮肤中的钠主动转运减少了约16%。番茄碱对青蛙皮肤没有影响。由于这些发现补充了来自土豆和茄子的糖苷生物碱的类似结果,糖苷生物碱对真菌、昆虫和其他植物病原体以及在动物和人类细胞中的作用的基本机制可能是细胞膜的破坏以及膜离子通量和间质电流的变化。所描述的方法应该能够在不使用动物的情况下确定糖苷生物碱及其代谢产物在细胞膜中的有害和有益作用的相对效力。