Design, Synthesis, and Development of Stereochemical Constraints into -Amino Acid Residues: Gabapentin Structural Data Role in Nerve Pain Medication

2016 ◽  
Author(s):  
V.S. Saravana Mani ◽  
R. Narayanasamy
Keyword(s):  
Amino Acid ◽  
Structural Data ◽  
Pain Medication ◽  
Amino Acid Residues ◽  
Design Synthesis

Design, Synthesis and Pharmacological Characterization of Endomorphin Analogues with Non-Cyclic Amino Acid Residues in Position 2

2010 ◽  
Vol 106 (2) ◽  
pp. 106-113 ◽  
Author(s):  
Renata Perlikowska ◽  
Jakub Fichna ◽  
Anna WyrÄ™bska ◽  
Jeroen Poels ◽  
Jozef Vanden Broeck ◽  
...  
Keyword(s):  
Amino Acid ◽  
Amino Acid Residues ◽  
Pharmacological Characterization ◽  
Design Synthesis

The design, synthesis, in vitro biological evaluation and molecular modeling of novel benzenesulfonate derivatives bearing chalcone moieties as potent anti-microtubulin polymerization agents

RSC Advances ◽  
2015 ◽  
Vol 5 (30) ◽  
pp. 23767-23777 ◽  
Author(s):  
Yu-Ning Shen ◽  
Lin Lin ◽  
Han-Yue Qiu ◽  
Wen-Yan Zou ◽  
Yong Qian ◽  
...  
Keyword(s):  
Amino Acid ◽  
Molecular Modeling ◽  
Binding Mode ◽  
Biological Evaluation ◽  
Amino Acid Residues ◽  
Design Synthesis

Binding mode of compound 6b with microtubule (PDB code: 1SA0). (a) 2D diagram of the interaction between compound 6b and amino acid residues of colchicine site nearby. (b) 3D diagram of compound 6b inserted in microtubulin colchicine site.

Design, Synthesis, and Biological Activities of Four Angiotensin II Receptor Ligands with γ-Turn Mimetics Replacing Amino Acid Residues 3−5

1997 ◽  
Vol 40 (6) ◽  
pp. 903-919 ◽  
Author(s):  
Boris Schmidt ◽  
Susanna Lindman ◽  
Weimin Tong ◽  
Gunnar Lindeberg ◽  
Adolf Gogoll ◽  
...  
Keyword(s):  
Amino Acid ◽  
Angiotensin Ii ◽  
Biological Activities ◽  
Amino Acid Residues ◽  
Angiotensin Ii Receptor ◽  
Receptor Ligands ◽  
Design Synthesis

scholarly journals The New Dipeptide TSPO Ligands: Design, Synthesis and Structure–Anxiolytic Activity Relationship

Molecules ◽  
2020 ◽  
Vol 25 (21) ◽  
pp. 5132
Author(s):  
Tatiana A. Gudasheva ◽  
Olga A. Deeva ◽  
Andrey S. Pantileev ◽  
Grigory V. Mokrov ◽  
Inna V. Rybina ◽  
...  
Keyword(s):  
Amino Acid ◽  
Dose Range ◽  
Anxiolytic Effect ◽  
Anxiolytic Activity ◽  
Translocator Protein ◽  
Activity Relationship ◽  
Amino Acid Residues ◽  
Inner Mitochondrial Membrane ◽  
Design Synthesis ◽  
Rate Limiting Step

The translocator protein (TSPO, 18 kDa) plays an important role in the synthesis of neurosteroids by promoting the transport of cholesterol from the outer to the inner mitochondrial membrane, which is the rate-limiting step in neurosteroidogenesis. Stimulation of TSPO by appropriate ligands increases the level of neurosteroids. The present study describes the design, synthesis and investigation of anxiolytic-like effects of a series of N-acyl-tryptophanyl-containing dipeptides. These novel dipeptide TSPO ligands were designed with the original drug-based peptide design strategy using alpidem as non-peptide prototype. The anxiolytic activities were investigated in Balb/C mice using the illuminated open-field and elevated plus-maze tests in outbred laboratory mice ICR (CD-1). Dipeptide GD-102 (N-phenylpropionyl-l-tryptophanyl-l-leucine amide) in the dose range of 0.01–0.5 mg/kg intraperitoneally (i.p.) has a pronounced anxiolytic activity. The anxiolytic effect of GD-102 was abolished by PK11195, a specific TSPO antagonist. The structure–activity relationship study made it possible to identify a pharmacophore fragment for the dipeptide TSPO ligand. It was shown that l,d-diastereomer of GD-102 has no activity, and the d,l-isomer has less pronounced activity. The anxiolytic activity also disappears by replacing the C-amide group with the methyl ester, a free carboxyl group or methylamide. Consecutive replacement of each amino acid residue with glycine showed the importance of each of the amino acid residues in the structure of the ligand. The most active and technologically available compound GD-102, was selected for evaluation as a potential anxiolytic drug.

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