豚鼠回肠中作用于毒蕈碱受体的对映体化合物对的亲和力温度系数和吸附熵
Temperature coefficients of affinity and entropies of adsorption from enantiomeric pairs of compounds acting at muscarinic receptors in the guinea-pig ileum.
作者信息
Barlow R B, Burston K N
出版信息
Br J Pharmacol. 1979 Aug;66(4):581-5. doi: 10.1111/j.1476-5381.1979.tb13697.x.
Abstract
1 The affinities of a series of enantiomeric pairs of esters of phenylcyclohexylglycollic acid, of a pair of esters of alpha-methyltropic acid and of hyoscyamine methiodide have been measured for the muscarinic receptors of the guinea-pig ileum at 30 degrees and 37 degrees C and estimates have been made of their free energies, enthalpies and entropies of adsorption. 2 With (-)-S-hyoscyamine methiodide the enthalpy of adsorption is negative whereas with the (+)-R-enantiomer it is positive. 3 With the esters of phenylcyclohexylglycollic acid the size of the onium group appears to be as important as the stereochemical configuration in determining entropy. Large onium groups appear to be associated with an increase in entropy though this can only be measured approximately because of the narrow range of temperature which can be used.
摘要
- 已在30℃和37℃下测定了一系列苯基环己基乙醇酸酯对映体对、一对α-甲基托品酸酯以及甲硫酸东莨菪碱对豚鼠回肠毒蕈碱受体的亲和力，并估算了它们吸附的自由能、焓和熵。2. 对于（-）-S-甲硫酸东莨菪碱，吸附焓为负，而对于（+）-R-对映体，吸附焓为正。3. 对于苯基环己基乙醇酸酯，在决定熵时，鎓基团的大小似乎与立体化学构型同样重要。大的鎓基团似乎与熵的增加有关，不过由于可使用的温度范围较窄，这只能大致测定。
相似文献
1
Temperature coefficients of affinity and entropies of adsorption from enantiomeric pairs of compounds acting at muscarinic receptors in the guinea-pig ileum.豚鼠回肠中作用于毒蕈碱受体的对映体化合物对的亲和力温度系数和吸附熵
Br J Pharmacol. 1979 Aug;66(4):581-5. doi: 10.1111/j.1476-5381.1979.tb13697.x.
2
The actions of some esters of 4-hydroxyquinuclidine on guinea-pig ileum, atria and rat fundus strip.4-羟基奎宁环的某些酯类对豚鼠回肠、心房及大鼠胃底条的作用。
Br J Pharmacol. 1982 Nov;77(3):549-57. doi: 10.1111/j.1476-5381.1982.tb09330.x.
3
The selectivity of the (-)-and (+)-forms of hyoscine methiodide and of hyoscyamine camphorsulphonate for muscarinic (M2) receptors.东莨菪碱甲基碘化物的（-）-和（+）-形式以及莨菪碱樟脑磺酸盐对毒蕈碱（M2）受体的选择性。
Br J Pharmacol. 1986 Oct;89(2):439-44. doi: 10.1111/j.1476-5381.1986.tb10278.x.
4
Temperature coefficients of affinity constants for the binding of antagonists to muscarinic receptors in the rat cerebral cortex.大鼠大脑皮层中拮抗剂与毒蕈碱受体结合亲和力常数的温度系数
Br J Pharmacol. 1979 Aug;66(4):587-90. doi: 10.1111/j.1476-5381.1979.tb13698.x.
5
A comparison of affinity constants for muscarine-sensitive acetylcholine receptors in guinea-pig atrial pacemaker cells at 29 degrees C and in ileum at 29 degrees C and 37 degrees C.豚鼠心房起搏细胞在29℃时以及回肠在29℃和37℃时毒蕈碱敏感性乙酰胆碱受体亲和常数的比较。
Br J Pharmacol. 1976 Dec;58(4):613-20. doi: 10.1111/j.1476-5381.1976.tb08631.x.
6
Physicochemical properties and biological activity: thermodynamic properties of compounds related to acetylcholine assessed from depression of freezing-point and enthalpies of dilution.物理化学性质与生物活性：通过冰点降低和稀释焓评估与乙酰胆碱相关化合物的热力学性质。
Br J Pharmacol. 1974 Jul;51(3):413-26. doi: 10.1111/j.1476-5381.1974.tb10677.x.
7
Effects of 2 alpha-DHET and its optical isomers on muscarinic and nicotinic receptors.2α-二氢表雄酮及其光学异构体对毒蕈碱型和烟碱型受体的作用。
Life Sci. 1995;56(25):PL461-6. doi: 10.1016/0024-3205(95)00222-r.
8
[Comparative findings on the stereoselectivity of cholinoreceptors].[胆碱能受体立体选择性的比较研究结果]
Zh Evol Biokhim Fiziol. 1976 Sep-Oct;12(5):473-5.
9
Affinities of the protonated and non-protonated forms of hyoscine and hyoscine N-oxide for muscarinic receptors of the guinea-pig ileum and a comparison of their size in solution with that of atropine.东莨菪碱及其氮氧化物的质子化和非质子化形式对豚鼠回肠毒蕈碱受体的亲和力以及它们在溶液中的大小与阿托品的比较。
Br J Pharmacol. 1981 Apr;72(4):657-64. doi: 10.1111/j.1476-5381.1981.tb09146.x.
10
The contribution of charge to affinity at functional (M3) muscarinic receptors in guinea-pig ileum assessed from the effects of the carbon analogue of 4-DAMP methiodide.从4-DAMP甲碘化物的碳类似物的作用评估电荷对豚鼠回肠中功能性（M3）毒蕈碱受体亲和力的贡献。
Br J Pharmacol. 1992 Aug;106(4):819-22. doi: 10.1111/j.1476-5381.1992.tb14418.x.
引用本文的文献
1
Thermodynamics of antagonist binding to rat muscarinic M2 receptors: antimuscarinics of the pridinol, sila-pridinol, diphenidol and sila-diphenidol type.拮抗剂与大鼠毒蕈碱M2受体结合的热力学：普立地诺、硅普立地诺、地芬尼多和硅地芬尼多类型的抗毒蕈碱药
Br J Pharmacol. 1993 Jun;109(2):360-70. doi: 10.1111/j.1476-5381.1993.tb13578.x.
2
The size of the hydroxyl group and its contribution to the affinity of atropine for muscarine-sensitive acetylcholine receptors.羟基的大小及其对阿托品与毒蕈碱敏感性乙酰胆碱受体亲和力的贡献。
Br J Pharmacol. 1980;71(1):31-4. doi: 10.1111/j.1476-5381.1980.tb10905.x.
3
The size of hydroxyl groups in solution and the changes in size associated with the ionization of phenolic, carboxylic and amino groups in phenolic quaternary ammonium salts, nicotine and some amino acids: possible implications for drug-water and drug-receptor interactions.酚季铵盐、尼古丁和一些氨基酸溶液中羟基的大小以及与酚羟基、羧基和氨基电离相关的大小变化：对药物 - 水和药物 - 受体相互作用的可能影响。
Br J Pharmacol. 1980;71(1):17-30. doi: 10.1111/j.1476-5381.1980.tb10904.x.
4
Affinities of the protonated and non-protonated forms of hyoscine and hyoscine N-oxide for muscarinic receptors of the guinea-pig ileum and a comparison of their size in solution with that of atropine.东莨菪碱及其氮氧化物的质子化和非质子化形式对豚鼠回肠毒蕈碱受体的亲和力以及它们在溶液中的大小与阿托品的比较。
Br J Pharmacol. 1981 Apr;72(4):657-64. doi: 10.1111/j.1476-5381.1981.tb09146.x.
5
The actions of some esters of 4-hydroxyquinuclidine on guinea-pig ileum, atria and rat fundus strip.4-羟基奎宁环的某些酯类对豚鼠回肠、心房及大鼠胃底条的作用。
Br J Pharmacol. 1982 Nov;77(3):549-57. doi: 10.1111/j.1476-5381.1982.tb09330.x.
6
The effects of pH on the affinity of pirenzepine for muscarinic receptors in the guinea-pig ileum and rat fundus strip.pH对哌仑西平与豚鼠回肠及大鼠胃底条中毒蕈碱受体亲和力的影响。
Br J Pharmacol. 1982 Nov;77(3):559-63. doi: 10.1111/j.1476-5381.1982.tb09331.x.
7
Muscarinic cholinergic receptor binding in rat mast cells.大鼠肥大细胞中的毒蕈碱型胆碱能受体结合
Agents Actions. 1983 Jun;13(4):327-32. doi: 10.1007/BF01971484.
8
Enthalpy-entropy relationship in drug-cholinoceptor interaction: a new approach.药物与胆碱能受体相互作用中的焓-熵关系：一种新方法。
Br J Pharmacol. 1985 Aug;85(4):889-96. doi: 10.1111/j.1476-5381.1985.tb11088.x.
9
Temperature coefficients of affinity constants for the binding of antagonists to muscarinic receptors in the rat cerebral cortex.大鼠大脑皮层中拮抗剂与毒蕈碱受体结合亲和力常数的温度系数
Br J Pharmacol. 1979 Aug;66(4):587-90. doi: 10.1111/j.1476-5381.1979.tb13698.x.
本文引用的文献
1
A biophysical basis of ligand-induced activation of excitable membranes and associated enzymes. A thermodynamic study using acetylcholinesterase as a model receptor.配体诱导的可兴奋膜及相关酶激活的生物物理基础。以乙酰胆碱酯酶作为模型受体的热力学研究。
Can J Biochem. 1968 Nov;46(11):1397-409. doi: 10.1139/o68-209.
2
Ion size and activity at acetylcholine receptors.乙酰胆碱受体处的离子大小与活性
Mol Pharmacol. 1971 Jul;7(4):357-66.
3
Studies on the stereospecificity of closely related compounds which block postganglionic acetylcholine receptors in the guinea-pig ileum.对豚鼠回肠中阻断节后乙酰胆碱受体的密切相关化合物的立体特异性研究。
J Med Chem. 1973 May;16(5):439-46. doi: 10.1021/jm00263a003.
4
A comparison of affinity constants for muscarine-sensitive acetylcholine receptors in guinea-pig atrial pacemaker cells at 29 degrees C and in ileum at 29 degrees C and 37 degrees C.豚鼠心房起搏细胞在29℃时以及回肠在29℃和37℃时毒蕈碱敏感性乙酰胆碱受体亲和常数的比较。
Br J Pharmacol. 1976 Dec;58(4):613-20. doi: 10.1111/j.1476-5381.1976.tb08631.x.
5
The effects of replacing ester by amide on the biological properties of compounds related to acetylcholine.用酰胺取代酯对与乙酰胆碱相关化合物生物学性质的影响。
Br J Pharmacol. 1978 Jan;62(1):39-50. doi: 10.1111/j.1476-5381.1978.tb07004.x.
Zotero 插件