DFT, spectroscopic, DSC/TGA, electronic, biological and molecular docking investigation of 2,5-thiophenedicarboxylic acid: A promising anticancer agent

Margreat, S. Sangeetha; Ramalingam, S.; Sebastian, S.; Xavier, S.; Periandy, S.; Daniel, Joseph C.; Julie, M. Maria

doi:10.1016/j.molstruc.2019.127099

Cited by 21 publications

(21 citation statements)

References 52 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…ARG 812 amino acid interact with the molecule's triazole ring via a pi-alkyl (3.47 Å) interaction. In protein-ligand interactions, bond length < 3 Å indicates a strong hydrogen bond interaction [60]. This analysis shows that the 4-AHT molecule may indicate inhibitory activity against protein inhibitors.…”

Section: Molecular Dockingmentioning

confidence: 83%

Investigations on spectroscopic characterizations, molecular docking, NBO, drug-Likeness, and ADME properties of 4H-1,2,4-triazol-4-amine by combined computational approach

Celik

Yurdakul

2021

Eur J Chem

View full text Add to dashboard Cite

In this study, the spectroscopic characterization, frontier molecular orbital analysis, and natural bond orbital analysis (NBO) analysis were executed to determine the movement of electrons within the molecule and the stability, and charge delocalization of the 4H-1,2,4-triazol-4-amine (4-AHT) through density functional theory (DFT) approach and B3LYP/6-311++G(d,p) level of theory. Surface plots of the hybrids’ Molecular Electrostatic Potential (MEP) revealed probable electrophilic and nucleophilic attacking sites. The discussed ligand were observed to be characterized by various spectral studies (FT-IR, UV-Vis). The calculated IR was found to be correlated with experimental values. The UV-Vis data of the molecule was used to analyze the visible absorption maximum (λmax) using the time-dependent DFT method. Since the principle of drug-likeness is usually used in combinatorial chemistry to minimize depletion in pharmacological investigations and growth, drug-likeness and ADME properties were calculated in this research to establish 4-AHT molecule bioavailability. Furthermore, molecular docking studies were carried out. Molecular docking analysis was performed for the title ligand inside the active site of the Epidermal Growth Factor Receptor (EGFR). The title compound’s anti-tumor activity against the cancer cell, in which EGFR is strongly expressed, prompted us to conduct molecular docking into the ATP binding site of EGFR to predict whether this molecule has an analogous binding mode to the EGFR inhibitors (PDB: ID: 1M17).

show abstract

Section: Molecular Dockingmentioning

confidence: 83%

Investigations on spectroscopic characterizations, molecular docking, NBO, drug-Likeness, and ADME properties of 4H-1,2,4-triazol-4-amine by combined computational approach

Celik

Yurdakul

2021

Eur J Chem

View full text Add to dashboard Cite

show abstract

“…30,35,36 After loading TDCA into the BA matrix, the absorption bands at 240, 300, and 315 nm changed into a strong and wide peak centered at 280 nm, suggesting the changing of environments around TDCA. 30 As shown in Figure 2d, heated BA and TDCA@BA showed almost identical behavior in the FTIR spectra. Typically, three obvious peaks at 650, 1190, and 1435 cm −1 were observed, 34,37,38 Two relatively wide peaks at 1490 and 3216 cm −1 are associated with B−O and −OH stretching vibrations, respectively.…”

Section: Resultsmentioning

confidence: 99%

Achieving Efficient Room-Temperature Phosphorescence in the Host–Guest System through Covalent-Bond-Strengthened Hydrogen Bonding

Guo,

Shi,

Shen

et al. 2024

J. Phys. Chem. C

View full text Add to dashboard Cite

Achieving high performance room-temperature phosphorescence (RTP) with a clearly understood mechanism is highly desired. In this work, efficient RTP materials with a delayed emission quantum yield of 50% were synthesized through loading thiophenes into the matrix of inorganic boric acid (BA). The RTP mechanisms were clarified through structural, photophysical, and theoretical studies of RTP materials produced by loading a series of thiophenes into a BA matrix. Our study demonstrated the critical role of molecular interactions between BA and thiophenes. Covalent bonds have strengthened the hydrogen bonds to modulate the photophysical properties of thiophenes, which reduced the energy gap between the singlet and triplet states. The RTP color and emission lifetime could be well-tuned by substituting the chemical groups on the skeleton of thiophenes, which endowed their applications with information encryption. These results opened a door for designing efficient RTP materials for various applications as well as a clear mechanism for studying the host−guest systems.

show abstract

“…the peaks at 1383 cm −1 and 1591 cm −1 could be assigned to the symmetric and asymmetric stretching vibration of the coordinated carboxylate groups on TBC linkers [ 19 ]. The peaks at 650 cm −1 and 771 cm −1 could be attributed to the vibrations of thiophene rings [ 20 ]. The FTIR spectra suggest the DUT-68 keeps its original functional group in the composite beads.…”

Section: Resultsmentioning

confidence: 99%

Preparation of Highly Porous Thiophene-Containing DUT-68 Beads for Adsorption of CO2 and Iodine Vapor

Xiao

Cong

et al. 2021

Polymers

View full text Add to dashboard Cite

Zirconium-based metal-organic frameworks (Zr-MOFs) have great structural stability and offer great promise in the application of gas capture. However, the powder nature of MOF microcrystallines hinders their further industrial-scale applications in fluid-phase separations. Here, Zr-based DUT-68 was structured into nontoxic and eco-friendly alginate beads, and the gas capture properties were evaluated by CO2 and volatile iodine. DUT-68 beads were synthesized via a facile and versatile cross-linked polymerization of sodium alginate with calcium ions. The composite beads keep the structural integrity and most of the pore accessibility of DUT-68. The resulting DUT-68@Alginate (2:1) porous bead processes a surface area of 541 m2/g and compressive strength as high as 1.2 MPa, and the DUT-68 crystals were well-dispersed in the alginate networks without agglomeration. The DUT-68@Alginate bead with a 60% weight ratio of MOFs exhibits a high carbon dioxide capacity (1.25 mmol/g at 273 K), as well as an excellent high adsorption capacity for iodine, reaching up to 0.65 g/g at 353 K. This work provides a method to construct thiophene-contained composite beads with millimeter sizes for the capture of gases in potential industrial applications.

show abstract

DFT, spectroscopic, DSC/TGA, electronic, biological and molecular docking investigation of 2,5-thiophenedicarboxylic acid: A promising anticancer agent

Cited by 21 publications

References 52 publications

Investigations on spectroscopic characterizations, molecular docking, NBO, drug-Likeness, and ADME properties of 4H-1,2,4-triazol-4-amine by combined computational approach

Investigations on spectroscopic characterizations, molecular docking, NBO, drug-Likeness, and ADME properties of 4H-1,2,4-triazol-4-amine by combined computational approach

Achieving Efficient Room-Temperature Phosphorescence in the Host–Guest System through Covalent-Bond-Strengthened Hydrogen Bonding

Preparation of Highly Porous Thiophene-Containing DUT-68 Beads for Adsorption of CO2 and Iodine Vapor

Contact Info

Product

Resources

About