Spedding M, Mir A K
Merrell Dow Research Institute, Strasbourg, France.
Br J Pharmacol. 1987 Oct;92(2):457-68. doi: 10.1111/j.1476-5381.1987.tb11343.x.
1 Palmitoyl carnitine, a lipid metabolite which accumulates in cytoplasmic membranes during ischaemia, has been shown to resemble the Ca2+ channel activator, Bay K 8644, in K+-depolarized smooth muscle. Palmitoyl carnitine caused concentration-dependent (1-1000 mumol l-1) augmentations in the sensitivity to Ca2+ of K+-depolarized taenia preparations from the guinea-pig caecum. The (+/-)-isomer was equieffective with the (-)-isomer, whereas carnitine was ineffective and palmitic acid relaxed the tissues. The shift to the left of Ca2+ concentration-response curves induced by palmitoyl carnitine (100 mumol l-1) was additive with that of Bay K 8644 (1 mumol l-1). 2 The interactions of palmitoyl carnitine with the different classes of calcium-antagonist were similar to those seen with Bay K 8644. Schild plots of the calcium-antagonist effects of nifedipine were shifted to the right following preincubation of the taenia with palmitoyl carnitine (30-300 mumol l-1). The inhibitory effects of verapamil were especially sensitive to palmitoyl carnitine (100 mumol l-1). Whereas the potency of diltiazem as a calcium-antagonist was reduced by palmitoyl carnitine (100 mumol l-1), the inhibitory effects of the lipophilic class III calcium-antagonists, cinnarizine and flunarizine, were entirely resistant to palmitoyl carnitine (100 mumol l-1). 3 Although palmitoyl carnitine has detergent properties in high concentrations and lyses red blood cells, these effects were not Ca2+-dependent, nor were they modified by calcium-antagonists. Other detergents did not have selective interactions with Ca2+ channels. 4 Palmitoyl carnitine inhibited [3H]-nitrendipine, [3H]-verapamil and [3H]-diltiazem binding to rat cortical membranes with IC50 values (mumol l-1) of 120 +/- 1, 95 +/- 17 and 120 +/- 15 mumol l-1 respectively. The inhibition showed little temperature-dependence, in contrast to that of Bay K 8644, except for a small reduction in the IC50 value for [3H]-verapamil binding at 37 degrees C (42 +/- 5 mumol l-1). Palmitoyl carnitine interacted selectively with the Ca2+ channel, in that effects on ligand binding to alpha-adrenoceptors, beta-adrenoceptors and 5-HT1A receptors occurred only at 5-10 fold higher concentrations. 5 It is concluded that palmitoyl carnitine, at concentrations which have previously been shown to occur in the cytoplasm during myocardial ischaemia, may interact directly with Ca2+ channels and may therefore be considered as an endogenous modulator of channel function. The site of action differs from that of other agents.
棕榈酰肉碱是一种脂质代谢产物,在缺血期间会在细胞质膜中积累。在钾离子去极化的平滑肌中,它已被证明类似于钙离子通道激活剂Bay K 8644。棕榈酰肉碱使豚鼠盲肠的钾离子去极化绦虫制剂对钙离子的敏感性呈浓度依赖性(1 - 1000 μmol l⁻¹)增强。(±)-异构体与(-)-异构体等效,而肉碱无效,棕榈酸可使组织松弛。棕榈酰肉碱(100 μmol l⁻¹)诱导的钙离子浓度 - 反应曲线向左移动与Bay K 8644(1 μmol l⁻¹)的移动相加。
棕榈酰肉碱与不同类别的钙拮抗剂的相互作用与Bay K 8644的相似。用棕榈酰肉碱(30 - 300 μmol l⁻¹)预孵育绦虫后,硝苯地平的钙拮抗剂作用的Schild图向右移动。维拉帕米的抑制作用对棕榈酰肉碱(100 μmol l⁻¹)特别敏感。虽然地尔硫䓬作为钙拮抗剂的效力被棕榈酰肉碱(100 μmol l⁻¹)降低,但亲脂性Ⅲ类钙拮抗剂桂利嗪和氟桂利嗪的抑制作用完全不受棕榈酰肉碱(100 μmol l⁻¹)影响。
虽然棕榈酰肉碱在高浓度时有去污剂特性并能裂解红细胞,但这些作用不是钙离子依赖性的,也不受钙拮抗剂的影响。其他去污剂与钙离子通道没有选择性相互作用。
棕榈酰肉碱抑制[³H]-尼群地平、[³H]-维拉帕米和[³H]-地尔硫䓬与大鼠皮质膜的结合,IC50值(μmol l⁻¹)分别为120 ± 1、95 ± 17和120 ± 15 μmol l⁻¹。与Bay K 8644不同,这种抑制几乎没有温度依赖性,除了在37℃时[³H]-维拉帕米结合的IC50值略有降低(42 ± 5 μmol l⁻¹)。棕榈酰肉碱与钙离子通道选择性相互作用,因为对配体与α-肾上腺素能受体、β-肾上腺素能受体和5-HT1A受体结合的影响仅在浓度高5 - 10倍时才出现。
得出结论,棕榈酰肉碱在先前已证明在心肌缺血期间会出现在细胞质中的浓度下,可能直接与钙离子通道相互作用,因此可被视为通道功能的内源性调节剂。其作用位点与其他药物不同。