One-pot high-yield synthesis of Pd nanocubes for Pd-Ir nanocube-based immunoassay of nucleocapsid protein from SARS-CoV-2

A simple and appropriate procedure for the synthesis of quinazoline-2,4(1H,3H)-dione derivatives from isocyanides, aniline and isocyanate via the Cu-catalyzed intramolecular C-H activation reaction is reported. The advantages of this method are one-pot conditions, accessible starting materials- catalyst, high yield of products, and short reaction times. The structures are confirmed spectroscopically (1H- and 13C-NMR, IR and EI-MS) and by elemental analyses.

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Design, Synthesis, In vitro Cytotoxic Activity Evaluation, and Study of Apoptosis Inducing Effect of New Styrylimidazo[1,2-a]Pyridines as Potent Anti-Breast Cancer Agents

Anti-Cancer Agents in Medicinal Chemistry ◽

10.2174/1871520618666180903100835 ◽

2019 ◽

Vol 19 (2) ◽

pp. 265-275 ◽

Cited By ~ 2

Author(s):

Faeze Khalili ◽

Sara Akrami ◽

Malihe Safavi ◽

Maryam Mohammadi-Khanaposhtani ◽

Mina Saeedi ◽

...

Keyword(s):

Breast Cancer ◽

Cytotoxic Activity ◽

High Yield ◽

Breast Cancer Cell Lines ◽

Pyridine Derivatives ◽

One Pot ◽

Standard Drug ◽

Three Component Reaction ◽

Anti Cancer

Background: This paper reports synthesis, cytotoxic activity, and apoptosis inducing effect of a novel series of styrylimidazo[1,2-a]pyridine derivatives. Objective: In this study, anti-cancer activity of novel styrylimidazo[1,2-a]pyridines was evaluated. Methods: Styrylimidazo[1,2-a]pyridine derivatives 4a-o were synthesized through a one-pot three-component reaction of 2-aminopyridines, cinnamaldehydes, and isocyanides in high yield. All synthesized compounds 4a-o were evaluated against breast cancer cell lines including MDA-MB-231, MCF-7, and T-47D using MTT assay. Apoptosis was evaluated by acridine orange/ethidium bromide staining, cell cycle analysis, and TUNEL assay as the mechanism of cell death. Results: Most of the synthesized compounds exhibited more potent cytotoxicity than standard drug, etoposide. Induction of apoptosis by the most cytotoxic compounds 4f, 4g, 4j, 4n, and 4m was confirmed through mentioned methods. Conclusion: In conclusion, these results confirmed the potency of styrylimidazo[1,2-a]pyridines for further drug discovery developments in the field of anti-cancer agents.

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The Structure and Synthesis of Cytokinin Metabolites. 1. The 7- and 9-β-D-Glucofuranosides and Pyranosides of Zeatin and 6-Benzylaminopurine

Australian Journal of Chemistry ◽

10.1071/ch9781095 ◽

1978 ◽

Vol 31 (5) ◽

pp. 1095 ◽

Cited By ~ 38

Author(s):

DE Cowley ◽

CC Duke ◽

AJ Liepa ◽

JK Macleod ◽

DS Letham

Keyword(s):

Pyrimidine Ring ◽

Ring Closure ◽

Imidazole Derivative ◽

High Yield ◽

Ring Size ◽

Plant Metabolites ◽

One Pot ◽

Synthetic Routes

The structures of the major stable plant metabolites of the cytokinins zeatin and 6-benzylaminopurine have been confirmed by synthesis to be 7- and 9-β-D-glucopyranosides. The small quantities of metabolites initially isolated (< 100 μg) precluded assignment of the glucose ring size or configuration of the anomeric linkage so that synthesis of both the furanose and pyranose forms of 7-β-D- and 9-β-D-glucosylzeatin and 6-benzylaminopurine was undertaken which allowed direct u.v., m.s. and t.l.c. comparison with the metabolites. Numerous synthetic routes to the unusual 7-glucosides of the two cytokinins were explored, the most successful utilizing a one-pot pyrimidine ring closure of an imidazole derivative to afford directly in high yield the required 7-glucosides of zeatin and 6-benzylaminopurine.

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Synthesis of deoxymannojirimycin using a Ruthenium-catalysed hydrogen borrowing reaction

10.26686/wgtn.17151572 ◽

2021 ◽

Author(s):

◽

Victoria Skinner

Keyword(s):

Scale Up ◽

Ruthenium Catalyst ◽

High Yield ◽

One Pot ◽

Unfolded Protein ◽

Unit Operations ◽

Hepatocarcinoma Cells ◽

The Unfolded Protein Response ◽

Protein Response ◽

Reaction Vessels

<p>1-Deoxymannojirimycin (DMJ) has been investigated as a potential anti-cancer therapy due to its specific inhibition of class I α-mannosidase enzymes, which has been shown to trigger ER stress and the Unfolded Protein Response (UPR) pathway, leading to apoptosis in human hepatocarcinoma cells. Current methods for the synthesis of DMJ consist of multiple steps and often result in poor yields. The objectives of this research project were to develop a scale-up suitable synthesis of deoxymannojirimycin (DMJ), and to assess the feasibility of telescoping key-reactions to reduce the number of unit operations. Synthetic efforts focused on the key conversion of 1 to 2 have previously involved separate oxidation and reduction steps. In our laboratory; attempts to use hydrogen-borrowing chemistry had taken >48hr and not been achieved in high yield. The highlights of this work were that this conversion was ultimately realised in 95% yield in 24hr, and that the final deprotection of (2) could be telescoped into the process removing reaction-workup and chromatographic steps. The ruthenium catalyst used in the hydrogen borrowing reaction was found to be extremely air-sensitive, with reactions taking place in carefully prepared reaction vessels under an atmosphere of dry argon gas. The catalyst was also found to exhibit sensitivities to materials such as metal needles and polymer tubing, preventing sampling and monitoring of the reaction during synthesis. This study demonstrated that a one-pot synthesis is feasible,compressing the final steps in the synthesis of DMJ in excellent yield. The difficulty arises from the sensitive nature of the ruthenium catalyst, and the extreme care required in the preparation of the glassware and reagents used in synthesis. Many aspects of this development require further investigation, including the sampling, monitoring and quality control of each synthetic step.</p>

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One pot synthesis of 3, 4-dihydropyrimidine-2(1H)-thiones using orange peel powder under ultrasonic irradiation

Letters in Applied NanoBioScience ◽

10.33263/lianbs91.919923 ◽

2020 ◽

Vol 9 (1) ◽

pp. 919-923

Keyword(s):

Reaction Time ◽

Ultrasonic Irradiation ◽

Heterocyclic Compounds ◽

Multicomponent Reactions ◽

Orange Peel ◽

Biologically Active ◽

High Yield ◽

Atom Economy ◽

One Pot ◽

The Past

Biginelli, an important multicomponent reaction provides an avenue for the synthesis of different biologically active heterocyclic compounds. During the past decade, one pot multicomponent reactions have attracted the attention of organic and medicinal chemists due to high atom economy, time and enery saving convergent nature. The present manuscript reports a simple one pot three component synthesis of 3, 4-dihydroprimidin-2(1H)-thiones from various diversely substituted aldehydes, ethyl acetoacetate and thiourea using a orange peel powder as a natural catalyst on ultrasonic irradiation in aqueous medium as the solvent. The advantages of this reaction are less reaction time, high yield, easy availability of the catalyst and green nature.

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Synthesis of deoxymannojirimycin using a Ruthenium-catalysed hydrogen borrowing reaction

10.26686/wgtn.17151572.v1 ◽

2021 ◽

Author(s):

◽

Victoria Skinner

Keyword(s):

Scale Up ◽

Ruthenium Catalyst ◽

High Yield ◽

One Pot ◽

Unfolded Protein ◽

Unit Operations ◽

Hepatocarcinoma Cells ◽

The Unfolded Protein Response ◽

Protein Response ◽

Reaction Vessels

<p>1-Deoxymannojirimycin (DMJ) has been investigated as a potential anti-cancer therapy due to its specific inhibition of class I α-mannosidase enzymes, which has been shown to trigger ER stress and the Unfolded Protein Response (UPR) pathway, leading to apoptosis in human hepatocarcinoma cells. Current methods for the synthesis of DMJ consist of multiple steps and often result in poor yields. The objectives of this research project were to develop a scale-up suitable synthesis of deoxymannojirimycin (DMJ), and to assess the feasibility of telescoping key-reactions to reduce the number of unit operations. Synthetic efforts focused on the key conversion of 1 to 2 have previously involved separate oxidation and reduction steps. In our laboratory; attempts to use hydrogen-borrowing chemistry had taken >48hr and not been achieved in high yield. The highlights of this work were that this conversion was ultimately realised in 95% yield in 24hr, and that the final deprotection of (2) could be telescoped into the process removing reaction-workup and chromatographic steps. The ruthenium catalyst used in the hydrogen borrowing reaction was found to be extremely air-sensitive, with reactions taking place in carefully prepared reaction vessels under an atmosphere of dry argon gas. The catalyst was also found to exhibit sensitivities to materials such as metal needles and polymer tubing, preventing sampling and monitoring of the reaction during synthesis. This study demonstrated that a one-pot synthesis is feasible,compressing the final steps in the synthesis of DMJ in excellent yield. The difficulty arises from the sensitive nature of the ruthenium catalyst, and the extreme care required in the preparation of the glassware and reagents used in synthesis. Many aspects of this development require further investigation, including the sampling, monitoring and quality control of each synthetic step.</p>

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An efficient multicomponent, one-pot synthesis of Betti bases catalyzed by cerium (IV) ammonium nitrate (CAN) at ambient temperature

Green Processing and Synthesis ◽

10.1515/gps-2016-0012 ◽

2016 ◽

Vol 5 (4) ◽

Author(s):

Ramadan Ahmed Mekheimer ◽

Abdullah Mohamed Asiri ◽

Afaf Mohamed Abdel Hameed ◽

Reham R. Awed ◽

Kamal Usef Sadek

Keyword(s):

Ambient Temperature ◽

Environmental Pollution ◽

Ammonium Nitrate ◽

Room Temperature ◽

Catalytic Amount ◽

High Yield ◽

Reaction Conditions ◽

One Pot ◽

Work Up ◽

Cerium Iv Ammonium Nitrate

AbstractStarting from readily available 2-naphthol, aldehydes, aryl and alkylamines, a variety of Betti bases were efficiently synthesized utilizing a catalytic amount of cerium (IV) ammonium nitrate (CAN) at room temperature. This protocol has advantages of high yield, mild reaction conditions, no environmental pollution, diversity of reactants and simple work up procedure.

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A high yield one-pot aqueous synthesis of crystalline SnO2 nanoparticles

Materials Letters ◽

10.1016/j.matlet.2016.10.074 ◽

2017 ◽

Vol 187 ◽

pp. 151-153 ◽

Cited By ~ 4

Author(s):

R. Dujardin ◽

F. Delorme ◽

B. Pintault ◽

P. Belleville ◽

C. Autret ◽

...

Keyword(s):

Sno2 Nanoparticles ◽

High Yield ◽

One Pot ◽

Aqueous Synthesis

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ChemInform Abstract: Efficient, High-Yield, One-Pot Protocol for the Synthesis of 1,2,4-Oxadiazine Derivatives.

ChemInform ◽

10.1002/chin.200944161 ◽

2009 ◽

Vol 40 (44) ◽

Author(s):

Orazio A. Attanasi ◽

Livius Cotarca ◽

Gianfranco Favi ◽

Paolino Filippone ◽

Francesca R. Perrulli ◽

...

Keyword(s):

High Yield ◽

One Pot

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A Comprehensive One-Pot Synthesis of Protected Cysteine and Selenocysteine SPPS Derivatives

Protein and Peptide Letters ◽

10.2174/0929866521666140526094224 ◽

2014 ◽

Vol 21 (12) ◽

pp. 1257-1264

Author(s):

Stevenson Flemer

Keyword(s):

Solid Phase ◽

Solid Phase Peptide Synthesis ◽

Reduction Process ◽

Building Blocks ◽

High Yield ◽

One Pot ◽

Peptide Models ◽

Direct Use ◽

Proof Of Principle ◽

Subsequent Incorporation

A proof-of-principle methodology is presented in which all commercially-available cysteine (Cys) and selenocysteine (Sec) solid phase peptide synthesis (SPPS) derivatives are synthesized in high yield from easily prepared protected dichalcogenide precursors. A Zn-mediated biphasic reduction process applied to a series of four bis-Nα-protected dichalcogenide compounds allows facile conversion to their corresponding thiol and selenol intermediates followed by insitu S- or Se-alkylation with various electrophiles to directly access twenty one known Cys and Sec SPPS derivatives. Most of these derivatives were able to be precipitated in crude form out of petroleum ether in sufficient purity for direct use as peptide building blocks. Subsequent incorporation of these derivatives into peptide models nicely illustrates their viability and applicability toward SPPS.

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