Molecular structure, quantum mechanical calculation and radical scavenging activities of (E)-4,6-dibromo-2-[(3,5-dimethylphenylimino)methyl]-3-methoxyphenol and (E)-4,6-dibromo-2-[(2,6-dimethylphenylimino)methyl]-3-methoxyphenol compounds

Alaşalvar, Can; Soylu, Mustafa Serkan; Güder, Aytaç; Albayrak, Çiğdem; Apaydın, G.; Dilek, Nefise

doi:10.1016/j.saa.2014.03.069

Cited by 18 publications

(8 citation statements)

References 45 publications

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“…It has been reported that the E HOM O can characterize the potential for electron donation; moreover, an electron removed from a frontier molecular orbital HOMO of the parent molecules gives rise to radical cation species, and thus, the E HOM O can also be used to characterize antioxidant potential [14]. The E HOM O of RSS was −5.86296 eV, which is considered good antioxidant capacity; this result is consistent with that obtained by Alaşalvar et al [27].…”

Section: Electronic-related Properties and Active Site Predictionsupporting

confidence: 88%

Active sites of peptide from Arg‐Ser‐Ser protect against oxidative stress in HepG2 cells

Liang

Zhang

Zhao

et al. 2021

eFood

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Peptide Arg-Ser-Ser (RSS) was derived from Lactobacillus amylolyticus co-incubated with edible Dendrobium aphyllum. Here, we further examined the antioxidative effects of RSS in HepG2 cells subjected to 2,2-azobis(2-methylpropanimidamidine) dihydrochloride-induced oxidative stress. RSS protected cells by eliminating the level of reactive oxygen species (ROS). The protein expression of antioxidant enzymes, Nrf2 and Keap1 determined by western blot, indicated that RSS might maintain cellular homeostasis by directly scavenging free radicals instead of by enzymatic system. Furthermore, quantum chemistry calculations and a characterization of electronic-related properties showed that the highest occupied molecular orbital energy distribution was on arginine residue. Pre-treatment with RSS with the active site methylated resulted in increased ROS levels, thereby verifying that N2-H3 is the active site for antioxidant activity. Our findings provide valuable insights into the antioxidant activity of RSS and a basis for developing antioxidant functional foods.

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Section: Electronic-related Properties and Active Site Predictionsupporting

confidence: 88%

Active sites of peptide from Arg‐Ser‐Ser protect against oxidative stress in HepG2 cells

Liang

Zhang

Zhao

et al. 2021

eFood

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“…Radicalic form of DPPH absorbs at 517 nm. When the antioxidant molecules react with a stable DPPH radical, it is converted to 1,1-diphenyl-2-(2,4,6-trinitrophenyl) hydrazine and an apparent change in color from purple into yellow is observed [45][46][47]. As a consequence, DPPH • is often used as a substrate to evaluate the antioxidative activities of antioxidants [48].…”

Section: Radical Scavenging Activities Of the Complexesmentioning

confidence: 99%

Syntheses, crystallographic, mass-spectroscopic determination and antioxidant studies of Co(II), Ni(II) and Cu(II) complexes of a new imidazol based Schiff base

Demir

Güder

Yazıcılar

et al. 2015

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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“…Obtained results are consistent with related compounds in the literature. [ 36,37 ] Besides, the C23O2, C23O3, and C24O3 bond lengths in the ester group were obtained at 1.197(3)/1.209 Å, 1.334(3)/1.352 Å, and 1.439(3)/1.437 Å (exp./calc. ), respectively.…”

Section: Resultsmentioning

confidence: 99%

Structural, spectroscopic, and theoretical investigations of (E)–methyl–3–(3,5–di–tert–butyl–2–hydroxybenzylideneamino)–4–methylbenzoate

Alpaslan

Gökçe

Macit

et al. 2021

J Chinese Chemical Soc

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A novel Schiff base ((E)–methyl–3–(3,5–di–tert–butyl–2–hydroxybenzylideneamino)–4–methylbenzoate (MDM), C24H31NO3) at phenol–imine form with the OH⋯N intra–molecular hydrogen bond was synthesized. Its structural and spectroscopic characterizations were performed by using experimental (single crystal X–ray diffraction, Fourier transform infrared [FT–IR], NMR chemical shift, and UV–vis spectroscopies) and theoretical (DFT/B3LYP/6‐311+G[2d,p] computational level) methods. X–ray diffraction investigation shows that the MDM crystallized in phenol–imine form with OH⋯N intra–molecular hydrogen bond. Detailed investigations of the presence and nature of the inter–molecular contacts within solid state crystal packing form of MDM were examined by Hirshfeld surface analysis. The intra–molecular electronic transitions in the compound were investigated and determined by UV–vis electronic absorption wavelengths and FMOs analyses. The structural, vibrational, and NMR chemical shift analyses of azomethine (CHN) and phenolic hydroxyl (OH) groups in MDM supported its phenol–imine structural formation.

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Molecular structure, quantum mechanical calculation and radical scavenging activities of (E)-4,6-dibromo-2-[(3,5-dimethylphenylimino)methyl]-3-methoxyphenol and (E)-4,6-dibromo-2-[(2,6-dimethylphenylimino)methyl]-3-methoxyphenol compounds

Cited by 18 publications

References 45 publications

Active sites of peptide from Arg‐Ser‐Ser protect against oxidative stress in HepG2 cells

Active sites of peptide from Arg‐Ser‐Ser protect against oxidative stress in HepG2 cells

Syntheses, crystallographic, mass-spectroscopic determination and antioxidant studies of Co(II), Ni(II) and Cu(II) complexes of a new imidazol based Schiff base

Structural, spectroscopic, and theoretical investigations of (E)–methyl–3–(3,5–di–tert–butyl–2–hydroxybenzylideneamino)–4–methylbenzoate

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