Molecules, Vol. 25, Pages 3989: Synthetic Analogues of Aminoadamantane as Influenza Viral Inhibitors —In Vitro, In Silico and QSAR Studies

Molecules, Vol. 25, Pages 3989: Synthetic Analogues of Aminoadamantane as Influenza Viral Inhibitors—In Vitro, In Silico and QSAR Studies Molecules doi: 10.3390/molecules25173989 Authors: Radoslav Chayrov Nikolaos A. Parisis Maria V. Chatziathanasiadou Eleni Vrontaki Kalliopi Moschovou Georgia Melagraki Hristina Sbirkova-Dimitrova Boris Shivachev Michaela Schmidtke Yavor Mitrev Martin Sticha Thomas Mavromoustakos Andreas G. Tzakos Ivanka Stankova A series of nineteen amino acid analogues of amantadine (Amt) and rimantadine (Rim) were synthesized and their antiviral activity was evaluated against influenza virus A (H3N2). Among these analogues, the conjugation of rimantadine with glycine illustrated high antiviral activity combined with low cytotoxicity. Moreover, this compound presented a profoundly high stability after in vitro incubation in human plasma for 24 h. Its thermal stability was established using differential and gravimetric thermal analysis. The crystal structure of glycyl-rimantadine revealed that it crystallizes in the orthorhombic Pbca space group. The structure–activity relationship for this class of compounds was established, with CoMFA (Comparative Molecular Field Analysis) 3D-Quantitative Structure Activity Relationships (3D-QSAR) studies predicting the activities of synthetic molecules. In addition, molecular docking studies were conducted, revealing the structural requirements for the activity of the synt...
Source: Molecules - Category: Chemistry Authors: Tags: Article Source Type: research