4.6 Article

Synthesis, non-covalent interactions and chemical reactivity of 1-pen-tyl-3-phenylquinoxalin-2(1H)-one-Structural and computational studies

Related references

Note: Only part of the references are listed.
Article Biochemistry & Molecular Biology

Insights into the crystal structure of two newly synthesized quinoxalines derivatives as potent inhibitor for c-Jun N-terminal kinases

Nadeem Abad et al.

Summary: Two new compounds, II and III, were synthesized from compound I. The structures of the compounds were characterized using NMR, Fourier transform infrared, and single crystal X-ray diffraction studies. The crystal structures revealed the planarity of the quinoxaline portion in II and the distorted structure of the dihydroquinoxaline moiety in III. The compounds were also subjected to molecular docking and dynamics studies with JNK1.

JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS (2022)

Article Biochemistry & Molecular Biology

Evaluation of synthetic 2-aryl quinoxaline derivatives as α-amylase, α-glucosidase, acetylcholinesterase, and butyrylcholinesterase inhibitors

Shehryar Hameed et al.

Summary: A variety of 2-aryl quinoxaline derivatives were successfully synthesized in good yields by reacting 1,2-phenylenediamine with different substituted phenacyl bromides in the presence of pyridine catalyst. These synthetic derivatives showed enhanced inhibitory potential against alpha-amylase, alpha-glucosidase, acetylcholinesterase, and butyrylcholinesterase at nanomolar concentrations, with compound 14 demonstrating superior activity compared to standard inhibitors. Selected potent compounds were further analyzed through molecular docking studies to understand their binding energies and interactions with the target enzymes.

INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES (2022)

Article Agriculture, Multidisciplinary

Synthesis, Anti-Potato Virus Y Activities, and Interaction Mechanisms of Novel Quinoxaline Derivatives Bearing Dithioacetal Moiety

Zhongrong Sun et al.

Summary: This study presents the design and synthesis of novel quinoxaline derivatives containing dithioacetal moieties, and evaluates their antiviral activities against potato virus Y. Compound D30 shows promising antiviral activity and has the potential to enhance plant disease resistance.

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY (2022)

Article Chemistry, Physical

Structural elucidation of phenoxybenzaldehyde derivatives from laboratory powder X-ray diffraction: A combined experimental and theoretical quantum mechanical study

Soumen Ghosh et al.

Summary: The crystal structures of two new phenoxybenzaldehyde derivatives have been determined using X-ray powder diffraction data. The molecules are assembled into supramolecular frameworks through various intermolecular interactions. Quantum chemical calculation and Hirshfeld surface analysis are performed to analyze weak noncovalent interactions in the molecules. Bader's theory of atoms-in-molecules and theoretical Noncovalent Interaction plot index are used to describe the noncovalent interactions.

JOURNAL OF MOLECULAR STRUCTURE (2022)

Article Chemistry, Physical

Insight into structural features and supramolecular architecture of synthesized quinoxaline derivatives with anti-leishmanial activity, in vitro

Rajesh Kumar et al.

Summary: This study synthesized six quinoxaline derivatives and evaluated their antileishmanial potential. The chloro and methoxy substituted analogues showed promising activity against Leishmania major, with no cytotoxicity to human cells.

JOURNAL OF MOLECULAR STRUCTURE (2022)

Review Chemistry, Multidisciplinary

Quinoxaline derivatives as a promising scaffold for breast cancer treatment

Rogy R. Ezz Eldin et al.

Summary: Based on the latest statistics, female breast cancer has become the most diagnosed cancer, calling for the development of new drugs that can avoid the side effects of current medications. Researchers have discovered heterocyclic chemical structures with strong anti-breast cancer activity, including the quinoxaline moiety as a promising scaffold. This study summarizes published research on anti-breast cancer compounds from recent years and highlights the attractive properties of new compounds that exhibit anti-breast cancer effects with improved safety profiles.

NEW JOURNAL OF CHEMISTRY (2022)

Article Chemistry, Physical

Structural and computational analyses of a 2-propanolammonium-chlorocadmate(II) assembly: Pivotal role of hydrogen bonding and H-H interactions

Melek Hajji et al.

Summary: This study explores the crucial role of hydrogen bonds and weaker dihydrogen interactions in the assembly of organoammonium-chlorocadmates hybrids, using a synthesized compound [PA][Cd2Cl5(H2O)] as a model. Noncovalent assembly is mainly controlled by X-H···Cl hydrogen bonds, with the significance of solvent molecules in system stability emphasized. Additionally, heteropolar dihydrogen interactions O-H···H-C were identified within the framework, promoting the formation of weaker homonuclear C-H···H-C contacts.

JOURNAL OF MOLECULAR STRUCTURE (2021)

Article Chemistry, Physical

Diverse structural assemblies of a series of ninhydrin derivatives: Quantitative analyses from experimental and theoretical studies

Yeshwinder Saini et al.

Summary: Three ninhydrin derivatives (2-4) were synthesized and characterized by single crystal X-ray diffraction. The solid-state structures of these compounds show various intermolecular interactions, including C-H ... π, π-π, and lone-pair ... π interactions. The analysis through Hirshfeld surface reveals both similarities and differences in these interactions among the compounds.

JOURNAL OF MOLECULAR STRUCTURE (2021)

Review Chemistry, Multidisciplinary

Computational chemistry methods for modelling non-covalent interactions and chemical reactivity-An overview

Melek Hajji et al.

Summary: In this review, state-of-the-art computational chemistry approaches for investigating non-covalent interactions, as well as theoretical methods for exploring chemical reactivity, are discussed. The work aims to provide beginners and non-experts with a thorough background to understand the validity and limitations, and how to avoid errors during simulations.

JOURNAL OF THE INDIAN CHEMICAL SOCIETY (2021)

Article Chemistry, Physical

Supramolecular association and quantification of intermolecular interactions of 4′-functionalized 2,2′:6′,2-terpyridines: Experimental observation and theoretical studies

Suparna Tripathi et al.

Summary: Three versatile 4'-substituted 2,2':6',2''-terpyridine compounds with different substitutions have been synthesized and structurally characterized. The crystal structures show stabilization through C-H⋯π and π-π stacking interactions. Intermolecular interactions were quantified and characterized using Hirshfeld surface analyses and Bader's AIM theory.

JOURNAL OF MOLECULAR STRUCTURE (2021)

Article Chemistry, Physical

Synthesis, crystal structure, DFT calculations, Hirshfeld surface analysis, energy frameworks, molecular dynamics and docking studies of novel isoxazolequinoxaline derivative (IZQ) as anti-cancer drug

Nadeem Abad et al.

Summary: Quinoxaline derivatives, also known as benzopyrazines, are a valuable class of heterocyclic compounds with wide industrial and pharmaceutical applications. The synthesis of a new isoxazolquinoxalin compound and its crystal structure analysis revealed potential anti-cancer activity and various interaction contacts within the crystal lattice, demonstrating its stability and dominant energy type.

JOURNAL OF MOLECULAR STRUCTURE (2021)

Article Chemistry, Multidisciplinary

CrystalExplorer: a program for Hirshfeld surface analysis, visualization and quantitative analysis o molecular crystals

Peter R. Spackman et al.

Summary: CrystalExplorer is a native cross-platform program that supports visualization and investigation of molecular crystal structures, with enhanced capabilities for calculating intermolecular interactions and quantum-mechanical properties. The software, including the latest version CrystalExplorer21, is available for free download and academic research use.

JOURNAL OF APPLIED CRYSTALLOGRAPHY (2021)

Article Agriculture, Multidisciplinary

Synthesis and Pesticidal Activities of New Quinoxalines

Xing-Hai Liu et al.

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY (2020)

Article Chemistry, Multidisciplinary

Supramolecular assemblies involving salt bridges: DFT and X-ray evidence of bipolarity

Suparna Tripathi et al.

CRYSTENGCOMM (2020)

Review Chemistry, Medicinal

Antitumoral activity of quinoxaline derivatives: A systematic review

M. Montana et al.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2019)

Article Chemistry, Multidisciplinary

Electrostatically Driven CO-π Aromatic Interactions

Ping Li et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Biochemistry & Molecular Biology

Anticancer properties of N-alkyl-2, 4-diphenylimidazo [1, 2-a] quinoxalin-1-amine derivatives; kinase inhibitors

Zahra Rezaei et al.

BIOORGANIC CHEMISTRY (2019)

Article Crystallography

Structural characterization and Hirshfeld surface analysis of a Co∥ complex with imidazo[1,2-a]pyridine

Saikat Kumar Seth

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS (2018)

Article Chemistry, Medicinal

New hydrazine and hydrazide quinoxaline 1,4-di-N-oxide derivatives: In silico ADMET, antiplasmodial and antileishmanial activity

Miguel Quiliano et al.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2017)

Review Chemistry, Multidisciplinary

Hydrogen and Dihydrogen Bonds in the Reactions of Metal Hydrides

Natalia V. Belkova et al.

CHEMICAL REVIEWS (2016)

Review Biochemistry & Molecular Biology

Applications of the Conceptual Density Functional Theory Indices to Organic Chemistry Reactivity

Luis R. Domingo et al.

MOLECULES (2016)

Article Chemistry, Multidisciplinary

A chain of -stacked molecules in 4-(2-chlorophenyl)pyrrolo[1,2-a]quinoxaline and a hydrogen-bonded sheet in (4RS)-4-(1,3-1,3-benzodioxol-6-yl)-4,5-dihydropyrrolo[1,2-a]quinoxaline

Juan C. Castillo et al.

ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS (2013)

Article Chemistry, Multidisciplinary

Multiwfn: A multifunctional wavefunction analyzer

Tian Lu et al.

JOURNAL OF COMPUTATIONAL CHEMISTRY (2012)

Article Chemistry, Multidisciplinary

Avogadro: an advanced semantic chemical editor, visualization, and analysis platform

Marcus D. Hanwell et al.

JOURNAL OF CHEMINFORMATICS (2012)

Article Chemistry, Multidisciplinary

Dihydrogen contacts in alkanes are subtle but not faint

Jorge Echeverria et al.

NATURE CHEMISTRY (2011)

Review Chemistry, Multidisciplinary

Conceptual density functional theory

P Geerlings et al.

CHEMICAL REVIEWS (2003)

Article Chemistry, Multidisciplinary

Single-crystal structure validation with the program PLATON

AL Spek

JOURNAL OF APPLIED CRYSTALLOGRAPHY (2003)