Repurposing potential of rimantadine hydrochloride and development of a promising platinum(II)-rimantadine metallodrug for the treatment of Chikungunya virus infection
Acta Trop. 2021 Dec 31;227:106300. doi: 10.1016/j.actatropica.2021.106300. Online ahead of print.ABSTRACTMost of the patients infected with Chikungunya virus (CHIKV) develop chronic manifestations characterized by pain and deformity in joints, impacting their quality of life. The aminoadamantanes, in their turn, have been exploited due to their biological activities, with amantadine and memantine recently described with anti-CHIKV activities. Here we evaluated the antiviral activity of rimantadine hydrochloride (rtdH), a well-known antiviral agent against influenza A, its platinum complex (Pt-rtd), and the precursor cis-[P...
Source: Acta Tropica - January 3, 2022 Category: Infectious Diseases Authors: Igor Andrade Santos Anna Karla Dos Santos Pereira Marco Guevara-Vega Raphael Enoque Ferraz de Paiva Robinson Sabino-Silva Fernando R G Bergamini Pedro P Corbi Ana Carolina G Jardim Source Type: research
Viruses, Vol. 13, Pages 2082: Efficacy of Ion-Channel Inhibitors Amantadine, Memantine and Rimantadine for the Treatment of SARS-CoV-2 In Vitro
We report the in vitro efficacy of ion-channel inhibitors amantadine, memantine and rimantadine against severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2). In VeroE6 cells, rimantadine was most potent followed by memantine and amantadine (50% effective concentrations: 36, 80 and 116 µM, respectively). Rimantadine also showed the highest selectivity index, followed by amantadine and memantine (17.3, 12.2 and 7.6, respectively). Similar results were observed in human hepatoma Huh7.5 and lung carcinoma A549-hACE2 cells. Inhibitors interacted in a similar antagonistic manner with remdesivir and had a similar barrier...
Source: Viruses - October 15, 2021 Category: Virology Authors: Yuyong Zhou Karen A. Gammeltoft Andrea Galli Anna Offersgaard Ulrik Fahn øe Santseharay Ramirez Jens Bukh Judith M. Gottwein Tags: Brief Report Source Type: research
Inhibition of SARS CoV Envelope Protein by Flavonoids and Classical Viroporin Inhibitors
Severe acute respiratory syndrome coronavirus (SARS-CoV), an enveloped single-stranded positive-sense RNA virus, is a member of the genus Betacoronavirus, family Coronaviridae. The SARS-CoV envelope protein E is a small (∼8.4 kDa) channel-forming membrane protein whose sequence is highly conserved between SARS-CoV and SARS-CoV-2. As a viroporin, it is involved in various aspects of the virus life cycle including assembly, budding, envelope formation, virus release, and inflammasome activation. Here, SARS-CoV E protein was recombinantly expressed in HEK293 cells and channel activity and the effects of viroporin inhibitors...
Source: Frontiers in Microbiology - July 8, 2021 Category: Microbiology Source Type: research
Potential for the Repurposing of Adamantane Antivirals for COVID-19
AbstractSeveral adamantanes have established actions against coronaviruses. Amantadine, rimantadine, bananins and the structurally related memantine are effective against human respiratory coronavirus HCoV-OC43, bovine coronavirus and severe acute respiratory syndrome coronavirus 1 (SARS-CoV-1) and a spiroadamantane amine is effective against the coronavirus strain 229E. Molecular docking studies suggest that amantadine may block the viral E protein channel, leading to impaired viral propagati on. Additionally, amantadine analogues may inhibit entry of the virus into the host cell by increasing the pH of the endosomes a...
Source: Drugs in R&D - June 21, 2021 Category: Drugs & Pharmacology Source Type: research
Development of a molecularly imprinted microspheres-based microplate fluorescence method for detection of amantadine and rimantadine in chicken
. (Source: Food Additives and Contaminants Part A)
Source: Food Additives and Contaminants Part A - May 14, 2021 Category: Food Science Authors: Teng Zhang Lei Zhang Ju Xiang Liu Jian Ping Wang Ning Peng Wu Source Type: research
Molecules, Vol. 26, Pages 1350: Inhibitor Development Against p7 Channel in Hepatitis C Virus
qing Wang
Bo OuYang
Hepatitis C Virus (HCV) is the key cause of chronic and severe liver diseases. The recent direct-acting antiviral agents have shown the clinical success on HCV-related diseases, but the rapid HCV mutations of the virus highlight the sustaining necessity to develop new drugs. p7, the viroporin protein from HCV, has been sought after as a potential anti-HCV drug target. Several classes of compounds, such as amantadine and rimantadine have been testified for p7 inhibition. However, the efficacies of these compounds are not high. Here, we screened some novel p7 inhibitors with amantadine scaffold for ...
Source: Molecules - March 3, 2021 Category: Chemistry Authors: Shukun Wei Xiaoyou Hu Lingyu Du Linlin Zhao Hongjuan Xue Chaolun Liu James J. Chou Jin Zhong Yimin Tong Shuqing Wang Bo OuYang Tags: Article Source Type: research
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...
Source: Molecules - August 31, 2020 Category: Chemistry 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 S Tags: Article Source Type: research
Synthesis, crystal structures, DFT studies, antibacterial assays and interaction assessments with biomolecules of new platinum(II) complexes with adamantane derivatives.
New J. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0NJ02009E, PaperAnna Karla Pereira, Carlos Marrote Manzano, Douglas Nakahata, Juan Carlos Tenorio Clavijo, Douglas Henrique Pereira, Wilton Lustri, Pedro Paulo Corbi Three platinum(II) complexes containing amantadine (atd), rimantadine (rtd) and memantine (mtn) as ligands were synthesized and characterized by chemical and spectroscopic methods. The crystal data revealed the coordination formula [PtCl2(ligand)(DMSO)]... The content of this RSS Feed (c) The Royal Society of Chemistry (Source: RSC - New J. Chem. latest articles)
Source: RSC - New J. Chem. latest articles - June 22, 2020 Category: Chemistry Authors: Anna Karla Pereira Source Type: research
Identification of entry inhibitors with 4-aminopiperidine scaffold targeting group 1 influenza A virus.
In this study, we report the identification of compound CBS1116 with a 4-aminopiperidine scaffold from a chemical library screen as an entry inhibitor specifically targeting two group 1 influenza A viruses, A/Puerto Rico/8/34 (H1N1) and recombinant low pathogenic avian H5N1 virus (A/Vietnam/1203/04, VN04Low). Mechanism of action study shows that CBS1116 interferes with the HA-mediated fusion process. Further structure activity relationship study generated a more potent compound CBS1117 which has a 50% inhibitory concentration of 70 nM and a selectivity index of ∼4000 against A/Puerto Rico/8/34 (H1N1) infection in human...
Source: Antiviral Research - March 24, 2020 Category: Virology Authors: Hussein AFA, Cheng H, Tundup S, Antanasijevic A, Varhegyi E, Perez J, AbdulRahman EM, Elenany MG, Helal S, Caffrey M, Peet N, Manicassamy B, Rong L Tags: Antiviral Res Source Type: research
[Design of an Efficient Inhibitor for the Influenza A Virus M2 Ion Channel].
Abstract
Influenza A virus is capable of rapidly infecting large human populations, warranting the development of novel drugs to efficiently inhibit virus replication. A transmembrane ion channel formed by the M2 protein plays an important role in influenza virus replication. A reasonable approach to designing an effective antivirus drug is constructing a molecule that binds in the M2 transmembrane proton channel, blocks H^(+) proton diffusion through the channel, and thus the influenza A virus cycle. The known anti-influenza drugs amantadine and rimantadine have a weak effect on influenza A virus replicat...
Source: Molekuliarnaia Biologiia - February 29, 2020 Category: Molecular Biology Authors: Vorobjev YN Tags: Mol Biol (Mosk) Source Type: research
Heat capacity and decomposition of rimantadine hydrochloride
Publication date: Available online 30 January 2020Source: Thermochimica ActaAuthor(s): Ala Bazyleva, Eugene Paulechka, Dzmitry H. Zaitsau, Andrey V. Blokhin, Gennady J. KaboAbstractHeat capacities of the antiviral drug rimantadine hydrochloride in the crystalline state were measured by adiabatic calorimetry and differential scanning calorimetry in the temperature range from (7 to 453) K. A broad low-enthalpy solid-state phase anomaly was detected between (170 and 250) K. Thermodynamic functions for crystalline rimantadine hydrochloride were derived. Decomposition of the studied compound was probed by the Knudsen effusion m...
Source: Thermochimica Acta - January 31, 2020 Category: Chemistry Source Type: research
N-Isopropylsulfinylimines vs. N-tert-butylsulfinylimines in the stereoselective synthesis of sterically hindered amines: an improved synthesis of enantiopure (R)- and (S)-rimantadine and the trifluoromethylated analogues
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02241D, CommunicationNazaret Moreno, Roc ío Recio, Victoria Valdivia, Noureddine Khiar, Inmaculada Fernández In contrast toN-tert-butylsulfinylimines, the use ofN-isopropylsulfinylimines as starting chiral material allows the stereoselective synthesis of both enantiomers of rimantadine and its trifluoromethylated analogues. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry (Source: RSC - Organic and Biomolecular Chemistry)
Source: RSC - Organic and Biomolecular Chemistry - November 13, 2019 Category: Molecular Biology Authors: Nazaret Moreno Source Type: research
N-Isopropylsulfinylimines vs N-tert-butylsulfinylimines in the stereoselective synthesis of sterically hindered amines: An improved synthesis of enantiopure (R)- and (S)-rimantadine and the trifluoromethylated analogues.
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB02241D, CommunicationNazaret Moreno, Rocio Recio, Victoria Valdivia, Noureddine Khiar, Inmaculada Fern ández Fernández An improved fully stereoselective synthesis of both enantiomers of rimantadine and its trifluoromethylated analogues has been developed, using N-isopropylsulfinylimines as starting chiral material, proving the superiority of the isopropyl group... The content of this RSS Feed (c) The Royal Society of Chemistry (Source: RSC - Organic and Biomolecular Chemistry)
Source: RSC - Organic and Biomolecular Chemistry - November 4, 2019 Category: Molecular Biology Authors: Nazaret Moreno Source Type: research
Molecules, Vol. 24, Pages 3975: Automated Stopped-Flow Fluorimetric Sensor for Biologically Active Adamantane Derivatives Based on Zone Fluidics
haris
A zone-fluidics (ZF) based automated fluorimetric sensor for the determination of pharmaceutically active adamantine derivatives, i.e., amantadine (AMA), memantine (MEM) and rimantadine (RIM) is reported. Discrete zones of the analytes and reagents (o-phthalaldehyde and N-acetylcysteine) mix and react under stopped-flow conditions to yield fluorescent iso-indole derivatives (λex/ λem = 340/455 nm). The proposed ZF sensor was developed and validated to prove suitable for quality control tests (assay and content uniformity) of commercially available formulations purchased from the Gree...
Source: Molecules - November 2, 2019 Category: Chemistry Authors: Paraskevas D. Tzanavaras Sofia Papadimitriou Constantinos K. Zacharis Tags: Article Source Type: research
