Benzofuran Hybrids as Cholinesterase (AChE and BChE) Inhibitors: In Vitro, In Silico, and Kinetic Studies

Ali, Irfan; Rafique, Rafaila; Khan, Khalid Mohammed; Chigurupati, Sridevi; Ji, Xiangming; Wadood, Abdul; Rehman, Ashfaq Ur; Salar, Uzma; Alyamani, N. M.; Hameed, Saba; Taha, Muhammad; Hussain, Saddam; Perveen, Shagufta

doi:10.1134/s1068162022060061

Cited by 1 publication

(7 citation statements)

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“…The chemical shift and integral values of other protons are in agreement with their compound structures. In the 13…”

Section: Resultsmentioning

confidence: 99%

“…The literature suggests that the hydrazones could exist as cis/trans amide conformers and E/Z geometrical isomers centered on C−N double bonds. 25,58 In the present study, the peaks observed in the 1 H and 13 C NMR spectra of the N-acyl hydrazone compounds showed that 7a-e and 8a-e were obtained as a mixture of E and Z isomers. However, compounds 9a-e were determined to be in single isomer form.…”

Section: Resultsmentioning

confidence: 99%

“…FT-IR spectra were recorded on Bruker Vertex. 1 H NMR and 13 C NMR spectra were recorded at 500 and 126 MHz, respectively. DMSO d 6 was used as a solvent, and Me 4 Si was used as the internal standard.…”

Section: Methodsmentioning

confidence: 99%

“…Experimental details; general procedures; experimental characterization data (IR, NMR, LC−MS, and HPLC purity); HPLC chromatograms; FT-IR spectra and 1 H, 13 C NMR spectra of all target products (PDF)…”

Section: Molecular Docking Procedurementioning

confidence: 99%

“…For this purpose, we synthesized fifteen novel N-acyl hydrazone derivatives 7a-e, 8a-e, and 9a-e from their corresponding methyl δ-oxo pentanoates with aryl, substituted aryl, and heteroaryl groups (Scheme 1). The structures of the compounds 7a-e, 8a-e, and 9a-e were elucidated by FT-IR, 1 H NMR, 13 C NMR, and LC− MS analysis methods, and their purity was confirmed by HPLC. Compounds 7a-e, 8a-e, and 9a-e were screened for their in vitro anticancer activity against breast (MCF-7) and prostate (PC-3) cancer cell lines using a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay.…”

Section: Introductionmentioning

confidence: 99%

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Novel N-Acyl Hydrazone Compounds as Promising Anticancer Agents: Synthesis and Molecular Docking Studies

Biliz,

Hasdemir,

Başpınar Küçük

et al. 2023

ACS Omega

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In this study, a new series of N-acyl hydrazones 7a-e, 8a-e, and 9a-e, starting from methyl δ-oxo pentanoate with different substituted groups 1a-e, were synthesized as anticancer agents. The structures of obtained target molecules were identified by spectrometric analysis methods (FT-IR, 11H NMR, 13C NMR, and LC–MS). The antiproliferative activity of the novel N-acyl hydrazones was evaluated on the breast (MCF-7) and prostate (PC-3) cancer cell lines by an MTT assay. Additionally, breast epithelial cells (ME-16C) were used as reference normal cells. All newly synthesized compounds 7a-e, 8a-e, and 9a-e exhibited selective antiproliferative activity with high toxicity to both cancer cells simultaneously without any toxicity to normal cells. Among these novel N-acyl hydrazones, 7a-e showed the most potent anticancer activities with IC50 values at 7.52 ± 0.32–25.41 ± 0.82 and 10.19 ± 0.52–57.33 ± 0.92 μM against MCF-7 and PC-3 cells, respectively. Also, molecular docking studies were applied to comprehend potential molecular interactions between compounds and target proteins. It was seen that the docking calculations and the experimental data are in good agreement.

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“…The chemical shift and integral values of other protons are in agreement with their compound structures. In the 13…”

Section: Resultsmentioning

confidence: 99%