Study of supramolecular frameworks having aliphatic dicarboxylic acids, N,N′-bis(salicyl)ethylenediamine and N,N′-bis(salicyl)butylenediamine

Goel, Nidhi; Kumar, Naresh

doi:10.1016/j.molstruc.2014.04.064

Cited by 18 publications

(4 citation statements)

References 31 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…electronegativity ( χ ), chemical hardness ( η ), chemical softness ( S ), chemical potential and electrophilic index ( ω ) for FA were calculated using Koopmans theorem for a closed shell molecule (Koopmans 1934 ). The experimental and simulated values for chemical shifts ( 1 H and 13 C-NMR), bond lengths and bond angles were statistically tested for their mathematical significance in the MATLAB R2010a toolbox by curve fitting analysis (Goel and Kumar 2014 ; Kumar and Bhalla 2011 ). The correlation coefficient ( R ) value which measures the potency and direction of a linear association between two variables was also calculated between simulated and experimental data.…”

Section: Methodsmentioning

confidence: 99%

Structural elucidation and molecular docking of ferulic acid from Parthenium hysterophorus possessing COX-2 inhibition activity

Kumar

Pruthi

2014

3 Biotech

Self Cite

View full text Add to dashboard Cite

In this study, isolation of ferulic acid from Parthenium hysterophorus L. followed by the structural characterization using elemental analysis, FT-IR, NMR, ESI–MS and XRD has been carried out. The molecular geometry, harmonic vibrational frequencies and structural parameters were computed by density functional theory with the 6-311G** basis set. Comparisons between experimental and simulated data of spectroscopic analysis and geometrical parameters was accomplished for their statistical validation and the values of correlation coefficient for 1H and 13C-NMR chemical shifts, bond lengths and bond angles were found to be 0.934, 0.951, 0.943 and 0.961, respectively. The HOMO and LUMO analyses were used to find out the charge transfer within the ferulic acid. Thermal studies were carried out by thermogravimetry (TG), differential thermogravimetric analysis (DTA), and derivative thermogravimetry (DTG) to confirm the effect of temperature upon the ferulic acid. Furthermore, the binding study of the optimized geometry of ferulic acid has been envisioned with cyclooxygenase-2 for its activity inhibition by molecular docking.Electronic supplementary materialThe online version of this article (doi:10.1007/s13205-014-0253-6) contains supplementary material, which is available to authorized users.

show abstract

Section: Methodsmentioning

confidence: 99%

Structural elucidation and molecular docking of ferulic acid from Parthenium hysterophorus possessing COX-2 inhibition activity

Kumar

Pruthi

2014

3 Biotech

Self Cite

View full text Add to dashboard Cite

show abstract

“…All the calculations were performed by Gaussian 09 suite of program at 6-311G** basis set (Becke, 1993;Frisch et al, 2009;Goel and Singh, 2013;Goel and Kumar 2014;Lee et al, 1988). The input file for the simulation of geometry optimization was a Z-matrix, generated with the help of Gaussview 5.0 that was also used in the visualization of output files.…”

Section: Quantum Chemical Calculationsmentioning

confidence: 99%

“…The FMO plays an important role in the computation of quantum chemistry, optical and electric properties of a molecule (Goel and Kumar, 2014). The HOMO and LUMO are known as FMOs in which, HOMO represents the ability to donate an electron and LUMO acts as an electron acceptor.…”

Section: Frontier Molecular Orbitals (Fmos)mentioning

confidence: 99%

Structural optimization and docking studies of anatoxin-a: A potent neurotoxin

Kumar¹,

Garg²

2014

Afr. J. Biotechnol.

Self Cite

View full text Add to dashboard Cite

In this investigation, our aim was to get more insight on the geometry optimization, structural properties and molecular interaction of anatoxin-a, a naturally occurring potent neurotoxin. The geometry of the anatoxin-a was fully optimized in terms of density functional theory Gaussian 09. Calculations for structural parameters viz. total energy, dipole moment, electro-negativity, chemical hardness, chemical softness, electronic chemical potential and electrophilic index of optimized geometries has been carried out. The energy difference between HOMO-LUMO was found to be -4.89 eV. Furthermore, the molecular docking of anatoxin-a with nicotinic acetylcholine receptor (nAChR) was performed in order to find the molecular interaction involved in the inhibition process of nicotinic acetylcholine receptor by anatoxin-a by using Glide 5.9. Our results clearly indicates that anatoxin-a bind to the A-chain of nAChR with hydrophobic interactions between anatoxin-a and Phe214, Tyr277 and Thr281 residues of protein with bond length 1.97, 1.96 and 2.04 Å, respectively. The glide energy and docking score were found to be -18.242 and -4.567, respectively.

show abstract

“…Aliphatic dicarboxylic acid functional groups are known to form robust intermolecular interactions with several organic N-bases forming different hydrogen bonding supramolecular complexes in solids. − Using 1-(diaminomethylene)thiourea as an organic base for crystallization with aliphatic dicarboxylic acids depending on the deprotonation of one or both COOH groups yields base–acid supramolecular complexes with 1:1 or 2:1 ratio. In the studied supramolecular complexes 1 – 8 the interaction between the 1-(diaminomethylene)thiouron-1-ium cation and oppositely charged singly or doubly deprotonated aliphatic dicarboxylate anions may be realized in different modes as shown in Scheme .…”

Section: Resultsmentioning

confidence: 99%

Diversity in Supramolecular Solid-State Architecture Formed by Self-Assembly of 1-(Diaminomethylene)thiourea and Aliphatic Dicarboxylic Acids

Janczak

2015

Crystal Growth & Design

View full text Add to dashboard Cite

A family of supramolecular complexes of 1-(diaminomethylene)thiourea with aliphatic dicarboxylic acids, HOOC(CH2) n COOH, with odd and even numbers of methylene groups in the carbon chain of the acids has been characterized. Using solvent-assisted and evaporation-based techniques, crystallization of 1-(diaminomethylene)thiourea with aliphatic dicarboxylic acids from water solutions yielded ionic supramolecular complexes with base to acid ratio of 2:1 or 1:1. Malonic, succinic, adipic, and sebacic acids with 1-(diaminomethylene)thiourea form supramolecular complexes of 2:1 ratio (1, 2, 4, and 8), whereas glutaric, pimelic, azelaic, and suberic acids form supramolecular complexes of 1:1 ratio (3, 5, 6, and 7). Within all supramolecular complexes only one with adipic acid crystallizes as a hydrate containing water molecules of crystallization. In the hydrated crystal with adipic acid, the O–H···O chains of water molecules interact with adipiate(2-) anions forming anionic layers, and the charge is compensated by 1-(diaminomethylene)thiouron-1-ium cations. The 2:1 supramolecular complexes further interact each other via N–H···O hydrogen bonds forming two- or three-dimensional supramolecular structure. Within 1:1 supramolecular complexes, the singly deprotonated aliphatic dicarboxylic acids are linked together via strong symmetrical O···H···O hydrogen bonds into infinitive chains. The chains are further linked by 1-(diaminomethylene)thiouron-1-ium cations to form a two- or three-dimensional hydrogen bonding network. Interaction between the 1-(diaminomethylene)thiouron-1-ium and the singly or doubly deprotonated aliphatic dicarboxylic acid units in solid of 1–8 supramolecular complexes were also analyzed by vibrational spectroscopy.

show abstract

Study of supramolecular frameworks having aliphatic dicarboxylic acids, N,N′-bis(salicyl)ethylenediamine and N,N′-bis(salicyl)butylenediamine

Cited by 18 publications

References 31 publications

Structural elucidation and molecular docking of ferulic acid from Parthenium hysterophorus possessing COX-2 inhibition activity

Structural elucidation and molecular docking of ferulic acid from Parthenium hysterophorus possessing COX-2 inhibition activity

Structural optimization and docking studies of anatoxin-a: A potent neurotoxin

Diversity in Supramolecular Solid-State Architecture Formed by Self-Assembly of 1-(Diaminomethylene)thiourea and Aliphatic Dicarboxylic Acids

Contact Info

Product

Resources

About