Glossmann H, Hering S, Savchenko A, Berger W, Friedrich K, Garcia M L, Goetz M A, Liesch J M, Zink D L, Kaczorowski G J
Institute für Biochemische Pharmakologie, Innsbruck, Austria.
Proc Natl Acad Sci U S A. 1993 Oct 15;90(20):9523-7. doi: 10.1073/pnas.90.20.9523.
A pharmacologically active agent was easily extracted by aqueous or organic solvents from laboratory plastic tubes (Falcon Blue Max) and has been chemically identified as bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate. This compound (approximately 12 micrograms per tube approximately 25 nmol) blocked 1,4-dihydropyridine-sensitive 45Ca2+ uptake into GH3 cells with an IC50 value of 3.6 microM, inhibited Sr2+ currents through L-type Ca2+ channels in A7r5 smooth-muscle cells in whole-cell patch-clamp experiments after extracellular application, and affected the high-affinity binding of Ca2+ entry-blocker ligands to a variety of preparations. Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate is a highly potent (IC50 values < 10 nM) inhibitor at the phenylalkylamine- and benzothiazepine-selective drug-binding domains of the alpha 1 subunit of L-type Ca2+ channels. This compound behaves as a heterotropic allosteric regulator for the 1,4-dihydropyridine-selective domain in purified Ca(2+)-channel preparations from rabbit skeletal muscle. (+)-Tetrandrine stimulation of 1,4-dihydropyridine binding to the membrane-bound L-type Ca2+ channel is inhibited by the compound in a competitive manner (Ki value = 6.8 nM). Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate is therefore classified as the prototype of another class of L-type Ca(2+)-channel blockers that binds to the alpha 1 subunit at the drug-binding domains selective for (+)-tetrandrine or (+)-cis-diltiazem. This compound is identical to Tinuvin 770, which is used worldwide as a light stabilizer for polyolefins.
一种具有药理活性的物质很容易从实验室塑料试管(Falcon Blue Max)中被水或有机溶剂提取出来,并且已通过化学方法鉴定为癸二酸双(2,2,6,6 - 四甲基 - 4 - 哌啶基)酯。该化合物(每管约12微克,约25纳摩尔)能以3.6微摩尔的半数抑制浓度(IC50)阻断1,4 - 二氢吡啶敏感的45Ca2+摄入GH3细胞,在细胞外施加后,通过全细胞膜片钳实验抑制A7r5平滑肌细胞中L型钙通道的Sr2+电流,并影响钙通道阻滞剂配体与多种制剂的高亲和力结合。癸二酸双(2,2,6,6 - 四甲基 - 4 - 哌啶基)酯是L型钙通道α1亚基的苯烷基胺和苯并噻氮䓬选择性药物结合结构域的高效抑制剂(IC50值<10纳摩尔)。在从兔骨骼肌纯化的钙通道制剂中,该化合物对1,4 - 二氢吡啶选择性结构域起异源性变构调节剂的作用。该化合物以竞争性方式抑制(+) - 粉防己碱对膜结合L型钙通道的1,4 - 二氢吡啶结合的刺激作用(抑制常数Ki值 = 6.8纳摩尔)。因此,癸二酸双(2,2,6,6 - 四甲基 - 4 - 哌啶基)酯被归类为另一类L型钙通道阻滞剂的原型,这类阻滞剂在对(+) - 粉防己碱或(+) - 顺式地尔硫䓬有选择性的药物结合结构域与α1亚基结合。该化合物与Tinuvin 770相同,Tinuvin 770在全球范围内用作聚烯烃的光稳定剂。