Synthesis, characterization, antioxidant, and antibacterial activities of new 2,3-dimethoxy and 3-acetoxy-2-methyl benzamides

Yakan, Hasan; Çakmak, Şükriye; Kütük, Halil; Yenigun, Semiha; Özen, Tevfik

doi:10.1007/s11164-020-04118-7

Cited by 19 publications

(12 citation statements)

References 34 publications

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“…The other ring protons (H1, H2 and H3) showed a triplet and a doublet peak at 7.30-7.04 ppm. These results are in accordance with previously similar molecules in the literature [19,22]. 1 H NMR of all compounds the chemical shift values given in Tablo 3.…”

Section: H Nmr Spectrasupporting

confidence: 93%

“…The carbons (C1, C2, C3 and C4) of the thiophene ring, another ring in the structure of compound (I), resonated at 125.98, 127.46, 127.68 and 136.73 ppm, respectively (Figure 4). The spectral data of compound (I) are fully compatible with similar structures in the literature [19,22]. 13 C NMR values for all the other synthesized substances illustrated in Table 4.…”

Section: C Nmr Spectrasupporting

confidence: 85%

“…There are the chemical shift values that were identical with those in the spectrum of similar compounds [19,22].…”

Section: Vibrational Frequenciessupporting

confidence: 62%

“…In recent years, varied types of substance with amide bonds have shown excellent antibacterial activities [22,23].…”

Section: Antimicrobial Activitiesmentioning

confidence: 99%

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2-Tiyofenasetik Asitten Türetilen Heterosiklik Amitler: Sentez, Karakterizasyon ve Antimikrobiyal Aktivitesinin Değerlendirilmesi

Çakmak¹,

Veyisoglu²

2020

El-Cezeri Fen Ve Mühendislik Dergisi

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Synthesized the heterocyclic amide derivatives (I-IV) were from 2-thiophene acetic acid in two steps. In the first step, the intermediate acylation agent formed and isolated, then subjected to aminolysis and obtained the corresponding amide derivatives. The structures of compounds obtained were characterized by FT-IR, 13 C NMR, 1 H NMR, spectroscopies and elemental analysis techniques. The antimicrobial activities of these four compounds against Gram-negative bacteria, Gram-positive bacteria and fungi were investigated using the minimum inhibition concentration method. As a result, compounds (I and III) exhibited better good antibacterial activities against Staphylococcus aureus, Enterococcus faecalis and Pseudomonas aeruginosa compared to the commercially standard antibacterial agent of amoxicillin.

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Section: H Nmr Spectrasupporting

confidence: 93%

Section: C Nmr Spectrasupporting

confidence: 85%

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2-Tiyofenasetik Asitten Türetilen Heterosiklik Amitler: Sentez, Karakterizasyon ve Antimikrobiyal Aktivitesinin Değerlendirilmesi

Çakmak¹,

Veyisoglu²

2020

El-Cezeri Fen Ve Mühendislik Dergisi

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“…The -C N, -C-N, -C-O and -C-S stretching vibrations were observed at 1532, 1324, 1267 and 851 cm À1 , respectively. In a previous work, the NH, C O and C N stretching vibrations of 2,3-dimethoxy-N-(thiazol-2-yl)benzamide were observed at 3221, 1681 and 1554 cm À1 , respectively (Yakan et al, 2020). In another study, the N-H and C O stretching vibrations of 3-acetoxy-2methyl-N-(3-methylphenyl)benzamide were observed at 3234 and 1651 cm À1 , respectively (Kos ¸ar Kırca et al, 2020).…”

Section: Vibrational Frequenciesmentioning

confidence: 83%

Experimental and theoretical investigations on a furan-2-carboxamide-bearing thiazole: synthesis, molecular characterization by IR/NMR/XRD, electronic characterization by DFT, Hirshfeld surface analysis and biological activity

Çakmak¹,

Kırca²,

Veyisoglu³

et al. 2022

Acta Crystallogr C Struct Chem

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A thiazole-based heterocyclic amide, namely, N-(thiazol-2-yl)furan-2-carboxamide, C8H6N2O2S, was synthesized and investigated for its antimicrobial activity. The structure was characterized by elemental analysis and IR, 1H NMR, and 13C NMR spectroscopy. The molecular and electronic structures were investigated experimentally by single-crystal X-ray diffraction (XRD) and theoretically by density functional theory (DFT) modelling. The compound crystallized in the monoclinic space group P21/n and the asymmetric unit contains two symmetrically independent molecules. Several noncovalent interactions were recorded by XRD and analysed with Hirshfeld surface analysis (HSA) calculations. Natural bond orbital, molecular electrostatic potential, second-order nonlinear optical and thermodynamic property analyses were also carried out using the DFT/B3LYP method. The title compound was evaluated for antimicrobial activity against eight microorganisms consisting of Gram-negative bacteria, Gram-positive bacteria and fungi. The compound showed good antimicrobial activity against the eight tested microorganisms. This suggests that the compound merits further study for potential pharmacological and medical applications.

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Identification of new biologically active synthetic molecules: comparative experimental and theoretical studies on the structure-antioxidant activity relationship of cyclic 1,3-ketoamides

et al. 2021

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Synthesis, characterization, antioxidant, and antibacterial activities of new 2,3-dimethoxy and 3-acetoxy-2-methyl benzamides

Cited by 19 publications

References 34 publications

2-Tiyofenasetik Asitten Türetilen Heterosiklik Amitler: Sentez, Karakterizasyon ve Antimikrobiyal Aktivitesinin Değerlendirilmesi

2-Tiyofenasetik Asitten Türetilen Heterosiklik Amitler: Sentez, Karakterizasyon ve Antimikrobiyal Aktivitesinin Değerlendirilmesi

Experimental and theoretical investigations on a furan-2-carboxamide-bearing thiazole: synthesis, molecular characterization by IR/NMR/XRD, electronic characterization by DFT, Hirshfeld surface analysis and biological activity

Identification of new biologically active synthetic molecules: comparative experimental and theoretical studies on the structure-antioxidant activity relationship of cyclic 1,3-ketoamides

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