Synthesis, Infrared and Molecular Structure of Adamantane-1-Ammonium Picrate Monohydrate: A Derivative of the Antiviral Symmetrel

Niquini, F. M.; Moura, Ana L. S.; Machado, Pedro Henrique Alves; Oliveira, Katia M.; Corrêa, Rodrigo S.

doi:10.1134/s1063774520060231

Cited by 5 publications

(2 citation statements)

References 24 publications

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“…Through the ngerprint plots, which are generated from the HS, we can access all non-covalent interactions that contribute to crystal packing stabilization. Considering what is most seen in previous reported structures of picrate salts, the interaction O H is almost always there [19,23], in our case the contributions from this type of interaction is 27.3% for 1 and 19.3% for 2, in the ngerprint plots (Figs. 5 and 6) this interactions can be identi ed as sharp spikes in the bottom-left of the graphic, the upper spike corresponds to the donor part and the lower spike to the acceptor, the fact that this patterns ⋯ are long and thin means that it corresponds to an interaction of the type N-H O [24].…”

Section: Characterization Of Compounds 1 Andsupporting

confidence: 78%

Picrate salts with bipyridine derivatives: intramolecular and intermolecular aspects

2023

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Here, we present the preparation and characterization of two novel picrate salts. Compound 1 (DPK-PA) crystallizes in the triclinic system and centrosymmetric space group P , with unit cell parameters a = 9.378(17) Å, b = 9.790(15) Å, c = 10.141(16) Å, α = 99.63(7)°, β = 99.09(8)° and γ = 102.55(8)°, while the compound 2 (BBBPY-PA) crystallizes in the non-centrosymmetric P2 1 2 1 2 1 space group, orthorhombic unit cell parameters a = 6.3902(6) Å, b = 23.416(3) Å and c = 16.7320(18) Å. Both crystal structures present an ion-pair in the asymmetric unit, one picrate anion, and one bipyridine derivative. In the compound 1 structure, the molecule of DPK presents one intramolecular N1-H…N Hbond that contributes to stabilizing the planar conformation of DPK. The absence of intramolecular Hbonding in compound 2 can be explained by the steric hindrance of the tert-butyl group. For 1 and 2, the crystal packing is stabilized N-H…O strong hydrogen bonding interactions, which could be identi ed by the Hirsh eld Surface analysis and ngerprint plots. The compounds were also studied by UV-Vis and infrared analyses, which may support the statement of the formation of new material. Finally, as an attempt to obtain a molecular system to act as a chemical sensor, we studied the uorescence of both compounds, in solution and in solid state, however, no uorescence was observed.

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Section: Characterization Of Compounds 1 Andsupporting

confidence: 78%

Picrate salts with bipyridine derivatives: intramolecular and intermolecular aspects

2023

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“…Two-dimensional (2D) 1 H NOESY NMR was used to verify the binding of gelatin to the microspheres via the formation of inclusion complexes between aromatic residues in gelatin and β-CD groups on the surface of the microspheres. As shown in Figure 3, multiple symmetrical cross-signal regions can be seen in the spectrum of CSM-g-CD-Gel, indicating that the aromatic hydrogens of gelatin and the alkane hydrogens of β-CD are spatially close to each other, and their atomic nuclei produce a NOE effect, thereby demonstrating that the aromatic residues of gelatin formed inclusion complexes with the β-CD groups through host-guest interactions; thus, gelatin molecules were successfully linked to the surface of the microspheres [20].…”

Section: D Nmr Analysismentioning

confidence: 99%

Supramolecular Responsive Chitosan Microcarriers for Cell Detachment Triggered by Adamantane

Huang,

Jiang,

Chen

et al. 2023

Polymers

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Supramolecular responsive microcarriers based on chitosan microspheres were prepared and applied for nonenzymatic cell detachment. Briefly, chitosan microspheres (CSMs) were first prepared by an emulsion crosslinking approach, the surface of which was then modified with β-cyclodextrin (β-CD) by chemical grafting. Subsequently, gelatin was attached onto the surface of the CSMs via the host–guest interaction between β-CD groups and aromatic residues in gelatin. The resultant microspheres were denoted CSM-g-CD-Gel. Due to their superior biocompatibility and gelatin niches, CSM-g-CD-Gel microspheres can be used as effective microcarriers for cell attachment and expansion. L-02, a human fetal hepatocyte line, was used to evaluate cell attachment and expansion with these microcarriers. After incubation for 48 h, the cells attached and expanded to cover the entire surface of microcarriers. Moreover, with the addition of adamantane (AD), cells can be detached from the microcarriers together with gelatin because of the competitive binding between β-CD and AD. Overall, these supramolecular responsive microcarriers could effectively support cell expansion and achieve nonenzymatic cell detachment and may be potentially reusable with a new cycle of gelatin attachment and detachment.

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2,5-diphenyloxazole and 4-pyrrolidinopyridine as conformers to picric acid: Structural characterization coupled with Multivariate Statistical Analysis

Moura,

Machado,

Corrêa

2024

Journal of Molecular Structure

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Synthesis, Infrared and Molecular Structure of Adamantane-1-Ammonium Picrate Monohydrate: A Derivative of the Antiviral Symmetrel

Cited by 5 publications

References 24 publications

Picrate salts with bipyridine derivatives: intramolecular and intermolecular aspects

Picrate salts with bipyridine derivatives: intramolecular and intermolecular aspects

Supramolecular Responsive Chitosan Microcarriers for Cell Detachment Triggered by Adamantane

2,5-diphenyloxazole and 4-pyrrolidinopyridine as conformers to picric acid: Structural characterization coupled with Multivariate Statistical Analysis

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