Structural, Electronic, and Vibrational Properties of Amino-adamantane and Rimantadine Isomers

Garcia, Joelson Cott; Justo, J. F.; Machado, W.V.M.; Assali, L. V. C.

doi:10.1021/jp107496b

Cited by 25 publications

(16 citation statements)

References 31 publications

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“…In general, as commonly used anion-exchange groups, quaternary ammonium groups are prone to degradation when exposed to hydroxyl attack, especially in a strongly basic environment and high temperatures above 60 1C. [26][27][28][29][30] This is primarily attributed to E2 Hofmann elimination and S N 2 substitution reactions. The former could result in a cleavage of the quaternary ammonium as shown in Reaction (2), while the latter is a nucleophilic substitution as shown in Reactions (3) or/and (4), in which the hydroxide ions could strongly attack a-hydrogen on the ammonium to form two alcohol groups and an amine.…”

Section: Fuelmentioning

confidence: 99%

Alkaline polymer electrolyte membranes for fuel cell applications

et al. 2013

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In this review, we examine the most recent progress and research trends in the area of alkaline polymer electrolyte membrane (PEM) development in terms of material selection, synthesis, characterization, and theoretical approach, as well as their fabrication into alkaline PEM-based membrane electrode assemblies (MEAs) and the corresponding performance/durability in alkaline polymer electrolyte membrane fuel cells (PEMFCs). Respective advantages and challenges are also reviewed. To overcome challenges hindering alkaline PEM technology advancement and commercialization, several research directions are then proposed.

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Section: Fuelmentioning

confidence: 99%

Alkaline polymer electrolyte membranes for fuel cell applications

et al. 2013

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“…In this context, drug repurposing figures as a promising short to medium terms therapeutic alternative, since a drug previously approved for a specific clinical application has the potential to be capitalized more rapidly than potential drug prototypes into the treatment of another disease [12]. The class of aminoadamantanes has been extensively investigated due to their diversity of pharmacological activities [13]. For instance, the drugs amantadine and rimantadine, formerly approved as anti-Influenza A virus agents, have gained attention as possible antiviral agents for other virus-driven infections [14].…”

Section: Introductionmentioning

confidence: 99%

Memantine hydrochloride: a drug to be repurposed against Chikungunya virus?

et al. 2021

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Background Chikungunya fever is an endemic disease caused by the Chikungunya virus (CHIKV) to which there is no vaccine or effective antiviral drug treatment so far. Our study aimed to evaluate the potential anti-CHIKV activity of memantine hydrochloride (mtnH), a drug from the class of the aminoadamantanes approved for the treatment of Alzheimer´s disease, as a possible drug to be repurposed to the treatment of Chikungunya fever. Methods MtnH antiviral activity against CHIKV was determined by infecting BHK-21 cells with CHIKV-nanoluc, a virus carrying the marker nanoluciferase reporter, in the presence or absence of mtnH at concentrations ranging from 500 to 1.45 µM. The effective concentration of 50% inhibition (EC 50 ) was calculated. Cell viability assay (determination of CC 50 ) was also performed employing BHK-21 cells. Mutagenic assays were performed by the Salmonella Typhimurium/microsome assay (Ames test). Results MtnH presented a CC 50 of 248.4 ± 31.9 µM and an EC 50 of 32.4 ± 4 µM against CHIKV in vitro. The calculated selectivity index (SI) was 7.67. MtnH did not induce genetic mutation in Salmonella strains with or without an external metabolizing system. Conclusion With the data herein presented, it is possible to hypothesize mtnH as a viable candidate to be repurposed as an anti-CHIKV drug. Clinical assays are, therefore, encouraged due to the promising in vitro results.

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“…37,38 Neutral Ama has a structure with Cs symmetry and consists of a primary pyramidal amino group (NH2) attached to the adamantyl backbone (C10H15), which grants the molecule the special chemical properties of diamond-like structures. 26,39 The geometric, vibrational, and electronic properties of Ama have been characterized by infrared (IR), Raman, and electron momentum spectroscopy. [40][41][42] Moreover, the Ama…DNA interaction has been studied by Raman spectroscopy.…”

Section: Introductionmentioning

confidence: 99%