Synthesis, characterization and crystal structure of new tetrahydro-β-carboline as acetylcholinesterase inhibitor

“…Rf=0.83 with solvent system(7:3) tetrahydrofuran, cyclohexane ,white powder; m.p: 200-202 °C. IR :medium peak at 3467cm -1 which indicates the O-H carboxylic while medium sharp peak at the 3328 cm -1 indicates that the N-H stretching and C-H aromatic are recorded at 3109cm -1 -3026cm -1 ,the C-H aliphatic is noted at 2975 asymmetrical cm -1 stretch -2880cm -1 symmetrical stretch, the carbonyl carboxylic group C=O is recorder at 1718 cm -1 while 1612 cm -1 for the C=O carbonyl keton group , 1590cm -1 Return to the C=C, 1560 to the C=N, 1355cm -1 to the C-N and finally,1259cm -1 appeared at C-F 28…”

Section: Synthesis Of Derivative (A)mentioning

confidence: 93%

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Modification on Ciprofloxacin Moiety to Synthesize Some New Derivatives with Screening Antibacterial Activity

Mohammed,

Farhan

2024

Baghdad Sci.J

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A major global public health problem is the emergence of antimicrobial resistance to common commercial medications. Therefore, there is an urgent need for new antimicrobials with enhanced biological activity. In this regard , in this study 5 novel Quinolone derivative A, B, C, D, and E were synthesized and their structure was analyzed using UV light, FTIR, 1H NMR, and 13C NMR techniques. The structure of synthesized compounds was investigated. The well diffusion assay method was used to test the synthetic compounds' antibacterial properties in vitro against two Gram-positive (Staphylococcus aureus and Streptococcus pyogenes) and two Gram-negative (Escherichia coli and Klebsiella pneumoniae) bacteria. Ciprofloxacin drug was used as an antibiotic standard. Best activity was shown by compound C against E. coli with an inhibition zone of 30mm and 33 mm at 250and 500 μg/mL respectively. While compound B in Staphylococcus aureus has high inhibition zone of 42mm and 47mm at 250and 500μg/mL respectively. However compound D in Klebsiella pneumoniae has high inhibition zone of 32mm and 35mm at 250 and 500μg/mL respectively, while compound A for Streptococcus pyogenes has inhibition zone of 45mm and 47mm at 250 and 500μg/mL respectively.

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“…AD has a multifactorial nature and from the pathophysiologic point of view is associated with amyloid-β (Aβ) plaques and neurofibrillary tangle formation, oxidative stress, neuro-inflammation, and cerebrovascular dysregulation ( Royea et al, 2019 ; Shaimardanova et al, 2020 ; Shityakov et al, 2021 ). The decline in the cholinergic system function in the hippocampus is a well-known mechanism in AD pathophysiology ( Arshad et al, 2020 ; Zhang et al, 2020 ). The memory impairment and behavioral abnormalities in the patients are resulted from the low level of acetylcholine (ACh) ( Kazmi et al, 2019 ).…”

Section: Introductionmentioning

confidence: 99%

Synthesis of New 3-Arylcoumarins Bearing N-Benzyl Triazole Moiety: Dual Lipoxygenase and Butyrylcholinesterase Inhibitors With Anti-Amyloid Aggregation and Neuroprotective Properties Against Alzheimer’s Disease

et al. 2022

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A novel series of coumarin derivatives linked to the N-benzyl triazole group were synthesized and evaluated against 15-lipoxygenase (15-LOX), and acetyl- and butyrylcholinesterase (AChE and BuChE) to find the most potent derivative against Alzheimer’s disease (AD). Most of the compounds showed weak to moderate activity against ChEs. Among the most active BuChE and 15-LOX inhibitors, 8l and 8n exhibited an excellent neuroprotective effect, higher than the standard drug (quercetin) on the PC12 cell model injured by H2O2 and significantly reduced aggregation of amyloid Aβ1-42, with potencies of 1.44 and 1.79 times higher than donepezil, respectively. Compound 8l also showed more activity than butylated hydroxytoluene (BHT) as the reference antioxidant agent in reducing the levels of H2O2 activated by amyloid β in BV2 microglial cells. Kinetic and ligand–enzyme docking studies were also performed for better understanding of the mode of interaction between the best BuChE inhibitor and the enzyme. Considering the acceptable BuChE and 15-LOX inhibition activities as well as significant neuroprotection, and anti-amyloid aggregation activities, 8l and 8n could be considered as potential MTDLs for further modification and studies against AD.

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Synthesis, characterization and crystal structure of new tetrahydro-β-carboline as acetylcholinesterase inhibitor

Cited by 11 publications

References 46 publications

Review on anti-alzheimer drug development: approaches, challenges and perspectives

Review on anti-alzheimer drug development: approaches, challenges and perspectives

Modification on Ciprofloxacin Moiety to Synthesize Some New Derivatives with Screening Antibacterial Activity

Synthesis of New 3-Arylcoumarins Bearing N-Benzyl Triazole Moiety: Dual Lipoxygenase and Butyrylcholinesterase Inhibitors With Anti-Amyloid Aggregation and Neuroprotective Properties Against Alzheimer’s Disease

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