Supramolecular Design Strategy of a Water-Soluble Diphenylguanidine-Cyclodextrin Polymer Inclusion Complex

Guo, Junqiang; Lin, Liwei; Wang, Yuping; Zhang, Wang; Diao, Guowang; Piao, Yuanzhe

doi:10.3390/molecules27206919

Cited by 3 publications

(2 citation statements)

References 25 publications

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“…Molecular recognition in water is a basis for various vital processes. A significant number of synthesized macrocyclic compounds (cyclodextrins, cucurbiturils, calixarenes, and their thia-analogues, pillararenes) are capable of binding guest molecules in water [45][46][47][48][49][50]. Furthermore, the introduction of small peptide fragments into the structure of macrocycles has shown the possibility of creating water-soluble receptors, which adopt a well-defined and precisely controlled secondary structure [51,52].…”

Section: Resultsmentioning

confidence: 99%

Towards Protection of Nucleic Acids from Herbicide Attack: Self-Assembly of Betaines Based on Pillar[5]arene with Glyphosate and DNA

Nazarova

Padnya

Khannanov

et al. 2023

IJMS

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Herbicides are one of the main parts of pesticides used today. Due to the high efficiency and widespread use of glyphosate-based herbicides, the search for substances reducing their genotoxicity is an important interdisciplinary task. One possible approach for solving the problem of herbicide toxicity is to use compounds that can protect DNA from damage by glyphosate derivatives. For the first time, a method for developing DNA-protecting measures against glyphosate isopropylamine salt (GIS) damage was presented and realized, based on low-toxicity water-soluble pillar[5]arene derivatives. Two- and three-component systems based on pillar[5]arene derivatives, GIS, and model DNA from salmon sperm, as well as their cytotoxicity, were studied. The synthesized pillar[5]arene derivatives do not interact with GIS, while GIS is able to bind DNA from salmon sperm with lgKa = 4.92. The pillar[5]arene betaine derivative containing fragments of L-phenylalanine and the ester derivative with diglycine fragments bind DNA with lgKa = 5.24 and lgKa = 4.88, respectively. The study of the associates (pillar[5]arene-DNA) with GIS showed that the interaction of GIS with DNA is inhibited only by the betaine pillar[5]arene containing fragments of L-Phe (lgKa = 3.60). This study has shown a possible application of betaine pillar[5]arene derivatives for nucleic acid protection according to its competitive binding with biomacromolecules.

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Section: Resultsmentioning

confidence: 99%

Towards Protection of Nucleic Acids from Herbicide Attack: Self-Assembly of Betaines Based on Pillar[5]arene with Glyphosate and DNA

Nazarova

Padnya

Khannanov

et al. 2023

IJMS

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“…Similar interactions between water and the host molecules have been earlier reported. [57] Regarding the mass loss, the percentage in each case corresponds to the water molecules' proportion remaining after complexation, being less in the case of 2 : 1 Cur:βCD complex with further Cur concentration.…”

Section: Molar Ratio (Cur:βcd)mentioning

confidence: 99%

Inclusion and Non‐Inclusion Complexes between Curcumin and β‐Cyclodextrin with High‐Curcumin Loading and Enhanced Aqueous Solubility Obtained by Mechanochemistry

Cabrera‐Quiñones,

López‐Méndez,

Guadarrama

2023

ChemistrySelect

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In this study, we employ mechanochemistry as an innovative strategy, using a Planetary Mill, to obtain supramolecular structures in the solid state between Curcumin (Cur) and β‐cyclodextrin (βCD), exploring different parameters such as jars and balls material (stainless steel versus zirconium oxide), milling time, as well as the effect on imposing different Cur:βCD molar ratios. Our findings demonstrate that regardless of the milling material used, the same supramolecular interactions between Cur and βCD seem to be promoted. However, depending on the molar ratio, different supramolecular modes are produced resulting in inclusion complexes (ICs) or non‐inclusion complexes (non‐ICs) by a partial or total amorphization of both Cur and βCD. Independently of the type of supramolecular complex obtained (ICs/or non‐ICs), high content of Cur was quantified in all the systems, achieving a Cur content of up to 342 mg per mmol of βCD, along with an enhancement in Cur aqueous solubility. The Cur:βCD 1 : 2 complex showed the highest aqueous solubility (around 10‐times more soluble than milled Cur). In our conditions, the optimum time to form the supramolecular complexes was 60 min. The stability of the complexes was directly related to the extent of encapsulation of Cur inside the βCD cavity.

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Design strategy of cuminaldehyde/β-cyclodextrin polymer inclusion complex with superior antibacterial and anti-cancer ability

Wang,

Liu,

Yin

et al. 2024

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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Supramolecular Design Strategy of a Water-Soluble Diphenylguanidine-Cyclodextrin Polymer Inclusion Complex

Cited by 3 publications

References 25 publications

Towards Protection of Nucleic Acids from Herbicide Attack: Self-Assembly of Betaines Based on Pillar[5]arene with Glyphosate and DNA

Towards Protection of Nucleic Acids from Herbicide Attack: Self-Assembly of Betaines Based on Pillar[5]arene with Glyphosate and DNA

Inclusion and Non‐Inclusion Complexes between Curcumin and β‐Cyclodextrin with High‐Curcumin Loading and Enhanced Aqueous Solubility Obtained by Mechanochemistry

Design strategy of cuminaldehyde/β-cyclodextrin polymer inclusion complex with superior antibacterial and anti-cancer ability

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