A novel 3-acetoxy-2-methyl-N-(4-methoxyphenyl)benzamide: Molecular structural describe, antioxidant activity with use X-ray diffractions and DFT calculations

Demir, Sibel; Çakmak, Şükriye; Dege, Necmi; Kütük, Halil; Odabaşoğlu, Mustafa; Kepekçi, Remziye Aysun

doi:10.1016/j.molstruc.2015.08.014

Cited by 59 publications

(27 citation statements)

References 43 publications

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“…In addition, FTIR spectra of all compounds are given supplementary data. These data confirm amide synthesis and are compatible with previous studies (Mallakpour et al 2014;Kırca et al 2019;Demir et al 2015). Figure 5).…”

Section: Ftir Results Of Synthesized Amidessupporting

confidence: 93%

The Synthesis of Novel Aminoacid Based Amides and Evaluation of Anticancer Effects on Hela Cervical Cancer Cells

2020

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In this study, lysine, phenylalanine, histidine, valine and proline amino acids were reacted with pnitrobenzoyl chloride to give amide derivative compounds. The structure of these compounds was elucidated by FT-IR. The cytotoxic, apoptotic and angiogenic effects of these synthesized compounds were studied in vitro on the HeLa cervical cancer cell line. The cytotoxic activities of 25, 50, 100 and 200 μM doses of the synthesized compounds on HeLa cells were determined spectrophotometrically using the WST-I method. B1, B2 and B5 showed cytotoxic effect on HeLa cells whereas B3 and B4 compounds induced proliferation. The amount of poly (ADP-Ribose) Polymerase-I (PARP-I) and vascular endothelial growth factor (VEGF) molecules were measured spectrophotometrically by ELISA method. The PARP-I levels all compounds at all doses were statistically decreased compared to the control group (p <0.05). The VEGF levels B1, B2 and B5 compounds statistically decreased all doses compared to control whereas 200 µm dose of the B4 compound increased compared to the control group

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Section: Ftir Results Of Synthesized Amidessupporting

confidence: 93%

The Synthesis of Novel Aminoacid Based Amides and Evaluation of Anticancer Effects on Hela Cervical Cancer Cells

2020

JSTR

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“…1. The bond distances and angles are found to be in good agreement with those in analogous structures (Demir et al, 2015;Tahir et al, 2011). In the molecule, the benzene rings are nearly coplanar, with a dihedral angle of 4.89 (8) .…”

Section: Structural Commentarysupporting

confidence: 82%

“…Benzamides and their derivatives are compounds of biological and pharmaceutical importance. A variety of benzamide derivatives have been synthesized by the interaction of aniline derivatives that carry electron-donating groups (anisidines, toluidines) and acyl chlorides (2,3-dimethoxybenzoyl chloride and 3-acetoxy-2-methylbenzoyl chloride) in a slightly basic medium (Cakmak et al, 2016;Demir et al, 2015).…”

Section: Chemical Contextmentioning

confidence: 99%

Crystal structure of 2,3-dimethoxy-N-(4-nitrophenyl)benzamide

et al. 2018

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In the title compound, C15H14N2O5, the benzene rings are nearly coplanar, making a dihedral angle of 4.89 (8)°. An intramolecular N—H...O hydrogen bond occurs between the imino and methoxy groups. In the crystal, weak C—H...O hydrogen bonds link the molecules into supramolecular chains propagating along thea-axis direction. π–π stacking is observed between parallel benzene rings of neighbouring chains, the centroid-to-centroid distance being 3.6491 (10) Å. Three-dimensional Hirshfeld surface analyses and two-dimensional fingerprint plots have been used to analyse the intermolecular interactions present in the crystal.

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“…The amide functional group is very important for organic and bioorganic chemistry because of its wide range of uses. 1 Benzamides and their derivatives have biological and pharmaceutical significance. They are also widely used in the industrial and agricultural sectors.…”

mentioning

confidence: 99%

“…The molecular structures of synthesized compounds have also been determinated by an x-ray diffraction method. [1][2][3][4] In this research 3-acetoxy-2-methyl-N-(4-nitrophenyl)benzamide ( Fig. 1) was prepared using a solution of 3-acetoxy-2-methylbenzoyl chloride (10 mmol) in THF (5 mL), which was added dropwise to a solution of 4-nitroaniline (10 mmol) and triethylamine (10 mmol) in THF (5 mL) at room temperature.…”

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confidence: 99%