Physicochemical and structural analysis of N-phenylacetyl-L-prolylglycine ethyl ester (Noopept) – An active pharmaceutical ingredient with nootropic activity

IF 4.3 3区材料科学 Q1 ENGINEERING, ELECTRICAL & ELECTRONIC

ACS Applied Electronic Materials Pub Date : 2024-09-16 DOI:10.1016/j.jpba.2024.116474

Szymon Kamil Araj , Łukasz Szeleszczuk , Tomasz Gubica , Monika Zielińska-Pisklak , Kostas Bethanis , Elias Christoforides , Marta Katarzyna Dudek , Dariusz Maciej Pisklak

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Abstract

N-Phenylacetyl-L-prolylglycine ethyl ester (Noopept, GVS-111, omberacetam) is an orally available active pharmaceutical ingredient (API), with neuroprotective properties and ability to enhance cognitive function. It belongs to nootropic family of drugs and is included in the group of racetams, although its chemical structure is quite different than the other compounds from this group, including the most popular one – piracetam. The mechanism of action of this API is multifaced and is considered to be involving modulation of various neurotransmitter systems within the brain. Despite the significant amount of works devoted to the pharmacodynamics of Noopept, very little is known about its structural and physicochemical properties. Therefore, the aim of current study was to investigate this API in a very thorough way. In this work, the detailed physicochemical analysis of Noopept has been done using TGA/DSC, ¹H and ¹³C liquid state NMR, ¹³C CP/MAS NMR, SEM, SCXRD, and PXRD. Additionally, quantum chemical DFT computations under periodic boundary conditions, using CASTEP, were conducted to facilitate the analysis of experimental results. Besides, we’ve performed a polymorphism screening of this molecule.

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N-苯乙酰-L-脯氨酰甘氨酸乙酯（Noopept）的理化和结构分析--一种具有促智活性的活性药物成分

N-苯乙酰-L-脯氨酰甘氨酸乙酯（Noopept，GVS-111，ombacetam）是一种口服活性药物成分（API），具有神经保护特性和增强认知功能的能力。它属于促神智药物家族，属于赛坦类药物，但其化学结构与该家族的其他化合物（包括最受欢迎的吡拉西坦）有很大不同。这种原料药的作用机制是多方面的，被认为涉及大脑内各种神经递质系统的调节。尽管对 Noopept 的药效学进行了大量研究，但人们对其结构和理化特性知之甚少。因此，当前研究的目的是对这种原料药进行深入研究。在这项工作中，我们使用 TGA/DSC、1H 和 13C 液态 NMR、13C CP/MAS NMR、SEM、SCXRD 和 PXRD 对 Noopept 进行了详细的理化分析。此外，我们还利用 CASTEP 在周期性边界条件下进行了量子化学 DFT 计算，以促进对实验结果的分析。此外，我们还对该分子进行了多态性筛选。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

ACS Applied Electronic Materials Multiple-

CiteScore

7.20

自引率

4.30%

发文量

567