Meglumine sulfate-catalyzed one-pot green synthesis and antioxidant activity of α-aminophosphonates

Sreekanth, T.; Gundluru, Mohan; Sarva, Santhisudha; Nadiveedhi, Maheshwara Reddy; Murali, Sarangapani; Allagadda, Rajasekhar; Chippada, Appa Rao; Reddy, C. Suresh

doi:10.1080/00397911.2018.1563795

Cited by 16 publications

(7 citation statements)

References 37 publications

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“…The only class of medications expressly used to treat AD are cholinergic enhancers called AChE inhibitors [28] . AChE inhibitors have a neuroprotective effect on the activation of nicotinic receptors and muscarinic receptors, which improves cognitive function by slowing the decline of ACh in the synaptic cleft and increasing the concentration of an ACh in these receptors [29] . Therefore, there is a need for the synthesis of promising new compounds that inhibit the AChE enzyme in the treatment of AD disease [30] .…”

Section: Introductionmentioning

confidence: 99%

“…[28] AChE inhibitors have a neuroprotective effect on the activation of nicotinic receptors and muscarinic receptors, which improves cognitive function by slowing the decline of ACh in the synaptic cleft and increasing the concentration of an ACh in these receptors. [29] Therefore, there is a need for the synthesis of promising new compounds that inhibit the AChE enzyme in the treatment of AD disease. [30] There are many organic compounds in the literature have been tested in the effects of on the inhibition of CAs and AChE enzymes.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, Theoretical, in Silico and in Vitro Biological Evaluation Studies of New Thiosemicarbazones as Enzyme Inhibitors

Erdoğan,

Serdar Çavuş,

Muğlu

et al. 2023

Chemistry & Biodiversity

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Eleven new thiosemicarbazone derivatives (1‐11) were designed from nine different biologically and pharmacologically important isothiocyanate derivatives containing functional groups such as fluorine, chlorine, methoxy, methyl, and nitro at various positions of the phenyl ring, in addition to the benzyl unit in the molecular skeletal structure. First, their substituted‐thiosemicarbazide derivatives were synthesized from the treatment of isothiocyanate with hydrazine to synthesize the designed compounds. Through a one‐step easy synthesis and an eco‐friendly process, the designed compounds were synthesized with yields of up to 95% from the treatment of the thiosemicarbazides with aldehyde derivatives having methoxy and hydroxyl groups. The structures of the synthesized molecules were elucidated with elemental analysis and FT–IR, 1H NMR, and 13C NMR spectroscopic methods. The electronic and spectroscopic properties of the compounds were determined by the DFT calculations performed at the B3LYP/6‐311++G(2d,2p) level of theory, and the experimental findings were supported. They exhibited a highly potent inhibition effect on acetylcholinesterase (AChE) and carbonic anhydrases (hCAs) (KI values are in the range of 23.54±4.34 to 185.90±26.16 nM, 103.90±23.49 to 325.90 ±77.99 nM, and 86.15±18.58 to 287.70±43.09 nM for AChE, hCA I, and hCA II, respectively). Furthermore, molecular docking simulations were performed to explain each enzyme‐ligand complex's interaction.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis, Theoretical, in Silico and in Vitro Biological Evaluation Studies of New Thiosemicarbazones as Enzyme Inhibitors

Erdoğan,

Serdar Çavuş,

Muğlu

et al. 2023

Chemistry & Biodiversity

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“…AChEIs are the only class of drugs that have been specifically used in the treatment of AD and they are cholinergic enhancers (Kraicheva et al, 2017). By inhibiting the decrease of acetylcholine in synaptic cleft and increasing the concentration of acetylcholine in muscarinic receptors and nicotinic receptors, AChEI has a neuroprotective effect on the stimulation of muscarinic receptors and nicotinic receptors, thus improving cognitive function (Tellamekala et al, 2019). The duration of treatment for these AChEIs is limited because neurons in AD patients are severely damaged and AChE levels are irreparably reduced by more than 90%, whereas BuChE levels can be increased to 120% of the physiological condition (Ewies et al, 2019).…”

Section: Introductionmentioning

confidence: 99%

Synthesis and activities of acetylcholinesterase inhibitors

Zhou

Huang

2021

Chem Biol Drug Des

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Cholinesterase (ChE) inhibitors can be divided into two categories: acetylcholinesterase (AChE) inhibitors and butylcholinesterase (BuChE) inhibitors.Therefore, the development of selective inhibition of AChE and BuChE activities is the central content of ChE pharmacochemistry research. In order to clarify the progress of AChE inhibitor-based design, synthesis, and activity studies, we reviewed the pharmacochemical and pharmacological properties of selective AChE inhibitors over the past decade. We hope that this review will make it easier for readers to understand the development of new drug chemistry methods for AChE inhibitors in order to develop more effective and selective AChE inhibitors.

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“…As it happens, phosphonic thieno [2 ,3-d]pyrimidine derivatives have been recently synthesized and evaluated on human hepatocarcinoma, human gastric carcinoma, and breast cancer cells [9]. It is no longer necessary to discuss their antimicrobial [10], antioxidant [11,12], and antiviral [13] characteristics.…”

Section: Introductionmentioning

confidence: 99%

Naphthalen-2-yl 1-(benzamido(diethoxyphosphoryl)methyl)-1H-1,2,3-triazole-4-carboxylate

Fall

Hajib

Karai

et al. 2021

Molbank

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We have previously published new biheterocyclic phospohonic -amino esters of the 1,2,3-triazole-benzimidazole and 1,2,3-triazole-carbazole type. The aim of the present paper was to describe a new phosponic aminoester bearing a triazole ring substituted in position 5 by an ester group. Thus, according to the same catalytic process used previously, the compound naphthalen-2-yl 1-(benzamido(diethoxyphosphoryl)methyl)-1H-1,2,3-triazole-4-carboxylate was synthesized with an excellent yield and high regioselectivity via the copper (I)-catalyzed alkyne–azide cycloaddition reaction (CuAAC), using diethyl (-azido(benzamido)methyl)phosphonate (1) as a dipole and 2- naphthyl propiolate as a dipolarophile (2). The structure of the new compound was fully characterized by 1D (31P, 1H, 13C) and 2D (1H-1H and 1H-13C) NMR spectroscopy, IR, and HRMS.

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Meglumine sulfate-catalyzed one-pot green synthesis and antioxidant activity of α-aminophosphonates

Cited by 16 publications

References 37 publications

Synthesis, Theoretical, in Silico and in Vitro Biological Evaluation Studies of New Thiosemicarbazones as Enzyme Inhibitors

Synthesis, Theoretical, in Silico and in Vitro Biological Evaluation Studies of New Thiosemicarbazones as Enzyme Inhibitors

Synthesis and activities of acetylcholinesterase inhibitors

Naphthalen-2-yl 1-(benzamido(diethoxyphosphoryl)methyl)-1H-1,2,3-triazole-4-carboxylate

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