作为苯二氮䓬受体配体的β-咔啉II：β-咔啉-3-羧酸酰胺的合成及苯二氮䓬受体亲和力
Beta-carbolines as benzodiazepine receptor ligands II: Synthesis and benzodiazepine receptor affinity of beta-carboline-3-carboxylic acid amides.
作者信息
Lippke K P, Müller W E, Schunack W G
出版信息
J Pharm Sci. 1985 Jun;74(6):676-80. doi: 10.1002/jps.2600740620.
PMID:2991493
Abstract
Numerous beta-carboline-3-carboxamides were synthesized by amidation of beta-carboline-3-carboxylic acid, with various amino acids and amino acid esters serving as amine components, and tested in respect to their affinity for the benzodiazepine receptor in mouse brain membranes. The title compounds have affinities in the low micromolar range. The results are discussed with respect to their relevance for a possible beta-carboline structure containing the endogenous ligand of the benzodiazepine receptor.
摘要
通过β-咔啉-3-羧酸与各种氨基酸和氨基酸酯作为胺组分进行酰胺化反应，合成了许多β-咔啉-3-甲酰胺，并对其在小鼠脑膜中与苯二氮䓬受体的亲和力进行了测试。标题化合物的亲和力在低微摩尔范围内。根据它们与可能含有苯二氮䓬受体内源性配体的β-咔啉结构的相关性对结果进行了讨论。
相似文献
1
Beta-carbolines as benzodiazepine receptor ligands II: Synthesis and benzodiazepine receptor affinity of beta-carboline-3-carboxylic acid amides.作为苯二氮䓬受体配体的β-咔啉II：β-咔啉-3-羧酸酰胺的合成及苯二氮䓬受体亲和力
J Pharm Sci. 1985 Jun;74(6):676-80. doi: 10.1002/jps.2600740620.
2
[Esters of beta-carboline-3-carboxylic acids with alicyclic alcohols--synthesis and benzodiazepine receptor affinity].[β-咔啉-3-羧酸与脂环醇的酯类——合成及苯二氮䓬受体亲和力]
Arch Pharm (Weinheim). 1990 Jan;323(1):9-12. doi: 10.1002/ardp.19903230104.
3
Synthesis of novel 3-substituted beta-carbolines as benzodiazepine receptor ligands: probing the benzodiazepine receptor pharmacophore.新型3-取代β-咔啉作为苯二氮䓬受体配体的合成：探索苯二氮䓬受体药效基团
J Med Chem. 1988 Sep;31(9):1854-61. doi: 10.1021/jm00117a029.
4
beta-Carbolines as benzodiazepine receptor ligands. 1. Synthesis and benzodiazepine receptor interaction of esters of beta-carboline-3-carboxylic acid.β-咔啉作为苯二氮䓬受体配体。1. β-咔啉-3-羧酸酯的合成及其与苯二氮䓬受体的相互作用
J Med Chem. 1983 Apr;26(4):499-503. doi: 10.1021/jm00358a008.
5
Synthesis of beta-carboline-benzodiazepine hybrid molecules: use of the known structural requirements for benzodiazepine and beta-carboline binding in designing a novel, high-affinity ligand for the benzodiazepine receptor.β-咔啉-苯二氮䓬杂合分子的合成：利用苯二氮䓬和β-咔啉结合的已知结构要求设计一种新型的、高亲和力的苯二氮䓬受体配体。
J Med Chem. 1987 Jul;30(7):1248-54. doi: 10.1021/jm00390a023.
6
Synthetic routes to 4-amino-3-carboxy-beta-carboline derivatives: incidental formation of novel furo[3,4-c]-beta-carbolin-2-ones displaying high affinities for the benzodiazepine receptor.4-氨基-3-羧基-β-咔啉衍生物的合成路线：意外形成对苯二氮䓬受体具有高亲和力的新型呋喃并[3,4-c]-β-咔啉-2-酮。
J Med Chem. 1995 Jan 6;38(1):189-98. doi: 10.1021/jm00001a024.
7
[Oligopeptides of beta-carboline-3-carboxylic acid--synthesis and affinity for benzodiazepine receptors].[β-咔啉-3-羧酸的寡肽——合成及其对苯二氮䓬受体的亲和力]
Arch Pharm (Weinheim). 1987 Feb;320(2):145-53. doi: 10.1002/ardp.19873200210.
8
Synthesis and benzodiazepine receptor affinities of rigid analogues of 3-carboxy-beta-carbolines: demonstration that the benzodiazepine receptor recognizes preferentially the s-cis conformation of the 3-carboxy group.3-羧基-β-咔啉刚性类似物的合成及其对苯二氮䓬受体的亲和力：证明苯二氮䓬受体优先识别3-羧基的s-顺式构象。
J Med Chem. 1989 Aug;32(8):1799-804. doi: 10.1021/jm00128a023.
9
3-Amino-beta-carboline derivatives and the benzodiazepine receptor. Synthesis of a selective antagonist of the sedative action of diazepam.
J Med Chem. 1985 Jun;28(6):824-8. doi: 10.1021/jm00383a024.
10
Beta-carbolines: synthesis and neurochemical and pharmacological actions on brain benzodiazepine receptors.
J Med Chem. 1982 Sep;25(9):1081-91. doi: 10.1021/jm00351a015.
引用本文的文献
1
The Broad Aryl Acid Specificity of the Amide Bond Synthetase McbA Suggests Potential for the Biocatalytic Synthesis of Amides.酰胺键合成酶 McbA 对广泛的芳基酸具有特异性，这表明其具有生物催化合成酰胺的潜力。
Angew Chem Int Ed Engl. 2018 Sep 3;57(36):11584-11588. doi: 10.1002/anie.201804592. Epub 2018 Aug 7.
Zotero 插件