The Acid/Base Characterization of Molecules with Epigenetic Activity

Santibáñez‐Morán, Marisa G.; Medina‐Franco, José L.

doi:10.1002/cmdc.202001009

Cited by 2 publications

(2 citation statements)

References 47 publications

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“…This has made them a focus of attention in multiple areas of science: chemistry, biology, medicine, physics, and material chemistry [2,[13][14][15][16][17][18][19]. However, the functional groups and substituents surrounding the heterocyclic core are also very important, since they are effective tools for the design of new fluorophores and biologically active compounds [1,2,[20][21][22][23]. Therefore, the issues in designing new 1,2,3-triazoles in accordance with the requirements of a specific direction of their use are acute and relevant at present.…”

Section: Introductionmentioning

confidence: 99%

Combined NMR Spectroscopy and Quantum-Chemical Calculations in Fluorescent 1,2,3-Triazole-4-carboxylic Acids Fine Structures Analysis

Safronov

Kostova

Palafox

et al. 2023

IJMS

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The peculiarities of the optical properties of 2-aryl-1,2,3-triazole acids and their sodium salts were investigated in different solvents (1,4-dioxane, dimethyl sulfoxide DMSO, methanol MeOH) and in mixtures with water. The results were discussed in terms of the molecular structure formed by inter- and intramolecular noncovalent interactions (NCIs) and their ability to ionize in anions. Theoretical calculations using the Time-Dependent Density Functional Theory (TDDFT) were carried out in different solvents to support the results. In polar and nonpolar solvents (DMSO, 1,4-dioxane), fluorescence was provided by strong neutral associates. Protic MeOH can weaken the acid molecules’ association, forming other fluorescent species. The fluorescent species in water exhibited similar optical characteristics to those of triazole salts; therefore, their anionic character can be assumed. Experimental 1H and 13C-NMR spectra were compared to their corresponding calculated spectra using the Gauge-Independent Atomic Orbital (GIAO) method and several relationships were established. All these findings showed that the obtained photophysical properties of the 2-aryl-1,2,3-triazole acids noticeably depend on the environment and, therefore, are good candidates as sensors for the identification of analytes with labile protons.

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Section: Introductionmentioning

confidence: 99%

Combined NMR Spectroscopy and Quantum-Chemical Calculations in Fluorescent 1,2,3-Triazole-4-carboxylic Acids Fine Structures Analysis

Safronov

Kostova

Palafox

et al. 2023

IJMS

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“…Recently the in silico acid-based profile of small molecules has been used to explore the chemical space of small molecules with epigenetic activity [ 27 ] and natural products from different sources [ 28 ].…”

Section: The Concept Of Chemical Spacementioning

confidence: 99%

Progress on open chemoinformatic tools for expanding and exploring the chemical space

Medina-Franco

Sánchez-Cruz

López-López

et al. 2021

J Comput Aided Mol Des

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The concept of chemical space is a cornerstone in chemoinformatics, and it has broad conceptual and practical applicability in many areas of chemistry, including drug design and discovery. One of the most considerable impacts is in the study of structure–property relationships where the property can be a biological activity or any other characteristic of interest to a particular chemistry discipline. The chemical space is highly dependent on the molecular representation that is also a cornerstone concept in computational chemistry. Herein, we discuss the recent progress on chemoinformatic tools developed to expand and characterize the chemical space of compound data sets using different types of molecular representations, generate visual representations of such spaces, and explore structure–property relationships in the context of chemical spaces. We emphasize the development of methods and freely available tools focusing on drug discovery applications. We also comment on the general advantages and shortcomings of using freely available and easy-to-use tools and discuss the value of using such open resources for research, education, and scientific dissemination.

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The Acid/Base Characterization of Molecules with Epigenetic Activity

Cited by 2 publications

References 47 publications

Combined NMR Spectroscopy and Quantum-Chemical Calculations in Fluorescent 1,2,3-Triazole-4-carboxylic Acids Fine Structures Analysis

Combined NMR Spectroscopy and Quantum-Chemical Calculations in Fluorescent 1,2,3-Triazole-4-carboxylic Acids Fine Structures Analysis

Progress on open chemoinformatic tools for expanding and exploring the chemical space

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