Naproxenylamino acid derivatives: Design, synthesis, docking, QSAR and anti-inflammatory and analgesic activity

Elhenawy, Ahmed A.; Al-Harbi, Laila M.; El-Gazzar, M. A.; Khowdiary, Manal M.; ouidate, Adnane; Alosaimi, Abeer M.; Salim, Abd elhamid

doi:10.1016/j.biopha.2019.109024

Cited by 13 publications

(13 citation statements)

References 31 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The growing HOMO energy is attributed to high efficacy for biomolecules and good electrophile parameters. In addition, decreasing LUMO-energy is related to good nucleophile character for the molecule [ 39 ]. The η of phytochemicals is interconnected to aromaticity [ 40 ].…”

Section: Resultsmentioning

confidence: 99%

Naproxen Based 1,3,4-Oxadiazole Derivatives as EGFR Inhibitors: Design, Synthesis, Anticancer, and Computational Studies

et al. 2021

View full text Add to dashboard Cite

A library of novel naproxen based 1,3,4-oxadiazole derivatives (8–16 and 19–26) has been synthesized and screened for cytotoxicity as EGFR inhibitors. Among the synthesized hybrids, compound2-(4-((5-((S)-1-(2-methoxynaphthalen-6-yl)ethyl)-1,3,4-oxadiazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)phenol(15)was the most potent compound against MCF-7 and HepG2cancer cells with IC50 of 2.13 and 1.63 µg/mL, respectively, and was equipotent to doxorubicin (IC50 1.62 µg/mL) towards HepG2. Furthermore, compound 15 inhibited EGFR kinase with IC50 0.41 μM compared to standard drug Erlotinib (IC50 0.30 μM). The active compound induces a high percentage of necrosis towards MCF-7, HePG2 and HCT 116 cells. The docking studies, DFT and MEP also supported the biological data. These results demonstrated that these synthesized naproxen hybrids have EGFR inhibition effects and can be used as leads for cancer therapy.

show abstract

Section: Resultsmentioning

confidence: 99%

Naproxen Based 1,3,4-Oxadiazole Derivatives as EGFR Inhibitors: Design, Synthesis, Anticancer, and Computational Studies

et al. 2021

View full text Add to dashboard Cite

show abstract

“…The ligand–protein interaction behavior estimated based on docking score function as implemented in MOE 2015. All calculations for the docking experiment were carried out as reported earlier (Elhenawy et al, 2015; Elhenawy et al, , b) and are presented in Table . The crystal structures DNA gyrase (PDB: 4uro (Robb et al, ) obtained.…”

Section: Resultsmentioning

confidence: 99%

Nonionic Isatin Surfactants: Synthesis, Quantum Chemical Calculations, ADMET and Their Antimicrobial Activities

Hussein

Khowdiary

2020

J Surfact & Detergents

Self Cite

View full text Add to dashboard Cite

The most challenge task in the building up of surface-active molecules is maximizing their surface activity with good biological activity. A nonionic surfactant (N-isatin-EO m -C n where m is 5, 7 and 9 ethylene glycol units and n is 8, 10 and 12) is achieved by first reacting isatin with chloroacetic acid and then with different types of ethoxylated (C 8 -C 12 ) fatty alcohols that possess 5, 7 and 9 ethylene oxide units. The prepared surfactants were characterized by FTIR and 1 H NMR to confirm the structure. The surface activity, biodegradability, antimicrobial, and antifungal activity of the surfactants were evaluated. In addition, quantum chemical calculations and computations of oral bioavailability were performed. The obtained data show that all the synthesized compounds had good surface activity, biodegradability and biological activity.

show abstract

“…From the calculated energy and geometrical optimization for the ligand [36,37] and its Cu-BOA (figure 7), exhibited the following common features: The metal complex (cobalt (II)-CNB)) was stabilized by arranged of Benzoxzole moiety in plane with metal core (figure 7). The bond lengths of all the active groups taking part in coordination are changed compared already exist in the ligand due to complexation [37]. The frontier molecular orbitals (highest occupied molecular orbital, HOMO and lowest unoccupied molecular orbital, LUMO) are the most important orbitals in a molecule.…”

Section: 3 Inhibition Of Trihdyroxybenzene Oxidation By Kojic Acidmentioning

confidence: 99%

“…The total dipole moment is reflecting the ability interaction of the molecules with the surrounding environment, the (cobalt (II)-CNB) has shown dipole moment value, which increasing ability of interaction with the surrounding environments. Therefore, complex molecule is a suitable structure for several applications such as interaction enzyme [37]. The electrostatic potentials (ESP) mapped of (cobalt (II)-CNB ( preformed, to examine the similarity in electronic and conformational properties.…”

Section: 3 Inhibition Of Trihdyroxybenzene Oxidation By Kojic Acidmentioning

confidence: 99%

See 1 more Smart Citation

Polyphenol oxidase activities by cobalt (II) complex with Benzopyran Derivatives, Synthetic, Characterization, Kinetics Study and Molecular Modeling Studies

ELsayed

2020

Egypt. J. Chem.

View full text Add to dashboard Cite

The Cobalt complex of 2-Amino-4-(2-chloro-5-nitrophenyl)-5,6,7,8-tetrahydro-7,7-dimethyl-5-oxo-4H-chromene-3carbonitrile) (CNB) was synthesized. The organic ligand CNB was previously synthesized using an environment friendly method using microwave irradiation. The cobalt complex cobalt (II)-CNB was characterized by different tools such as IR, electronic spectroscopy, elemental analysis, Thermal analysis and mass spectroscopy. The mode of metal binding shows that the cobalt binds with the ligand through the nitrogen atoms of the amino and cyanide groups. The cobalt complex cobalt (II)-CNB has been used in the homogenous oxidation of polyphenol 1, 2, 3-trihydroxybenzene in presence of a green oxidant H2O2 as biomimetic metalloenzymes. Kinetic parameters were calculate kcat 1.0971×10 -5 S -1 , KM1.412 ×10 -2 M, Vmax 7.68×10 -4 MS −1 and catalytic efficiency 7.769×10 -7 .The oxidation reaction is inhibited by competitive inhibition by kojic acid with IC50 = 200 μM and molecular modeling studies geometrical optimization ,(HOMOs) ,(LUMOs and electrostatic potentials (ESP).

show abstract

Naproxenylamino acid derivatives: Design, synthesis, docking, QSAR and anti-inflammatory and analgesic activity

Cited by 13 publications

References 31 publications

Naproxen Based 1,3,4-Oxadiazole Derivatives as EGFR Inhibitors: Design, Synthesis, Anticancer, and Computational Studies

Naproxen Based 1,3,4-Oxadiazole Derivatives as EGFR Inhibitors: Design, Synthesis, Anticancer, and Computational Studies

Nonionic Isatin Surfactants: Synthesis, Quantum Chemical Calculations, ADMET and Their Antimicrobial Activities

Polyphenol oxidase activities by cobalt (II) complex with Benzopyran Derivatives, Synthetic, Characterization, Kinetics Study and Molecular Modeling Studies

Contact Info

Product

Resources

About