Lead tetraacetate mediated one pot oxidative cleavage and acetylation reaction: an approach to apio and homologated apio pyrimidine nucleosides and their anticancer activity

RSC Advances ◽  
2015 ◽  
Vol 5 (100) ◽  
pp. 82450-82459 ◽  
Author(s):  
Amarendra Panda ◽  
Sehbanul Islam ◽  
Manas Kumar Santra ◽  
Shantanu Pal
Keyword(s):  
Anticancer Activity ◽  
Oxidative Cleavage ◽  
Lead Tetraacetate ◽  
One Pot ◽  
Pyrimidine Nucleosides

An efficient and versatile strategy towards apio and homologated apio pyrimidines has been described via one pot oxidative cleavage and acetylation using Pb(OAc)4.

Arylhydrazono/Aryldiazenyl Pyrazoles: Green One-Pot Solvent-Free Synthesis and Anticancer Evaluation

2020 ◽  
Vol 17 (10) ◽  
pp. 772-778
Author(s):  
Abdulrhman Alsayari ◽  
Abdullatif Bin Muhsinah ◽  
Yahya I. Asiri ◽  
Jaber Abdullah Alshehri ◽  
Yahia N. Mabkhot ◽  
...  
Keyword(s):  
Anticancer Activity ◽  
Cell Lines ◽  
Anticancer Agents ◽  
Binding Mode ◽  
Docking Studies ◽  
Solvent Free ◽  
Pyrazole Derivatives ◽  
One Pot ◽  
Solvent Free Conditions ◽  
Hybrid Molecules

The aim of this study was to synthesize and evaluate the biological activity of pyrazole derivatives, in particular, to perform a “greener” one-pot synthesis using a solvent-free method as an alternative strategy for synthesizing hydrazono/diazenyl-pyridine-pyrazole hybrid molecules with potential anticancer activity. Effective treatment for all types of cancers is still a long way in the future due to the severe adverse drug reactions and drug resistance associated with current drugs. Therefore, there is a pressing need to develop safer and more effective anticancer agents. In this context, some hybrid analogues containing the bioactive pharmacophores viz. pyrazole, pyridine, and diazo scaffolds were synthesized by one-pot method. Herein, we describe the expedient synthesis of pyrazoles by a onepot three-component condensation of ethyl acetoacetate/acetylacetone, isoniazid, and arenediazonium salts under solvent-free conditions, and the evaluation of their cytotoxicity using a sulforhodamine B assay on three cancer cell lines. Molecular docking studies employing tyrosine kinase were also carried out to evaluate the binding mode of the pyrazole derivatives under study. 1-(4-Pyridinylcarbonyl)-3- methyl-4-(2-arylhydrazono)-2-pyrazolin-5-ones and [4-(2-aryldiazenyl)-3,5-dimethyl-1H-pyrazol-1- yl]-4-pyridinylmethanones, previously described, were prepared using an improved procedure. Among these ten products, 1-isonicotinoyl-3-methyl-4-[2-(4-nitrophenyl)hydrazono]-2-pyrazolin-5-one (1f) displayed promising anticancer activity against the MCF-7, HepG2 and HCT-116 cell lines, with an IC50 value in the range of 0.2-3.4 μM. In summary, our findings suggest that pyrazoles containing hydrazono/ diazenyl and pyridine pharmacophores constitute promising scaffolds for the development of new anticancer agents.

scholarly journals Correction: Gobinath, P., et al. Grindstone Chemistry: Design, One-Pot Synthesis, and Promising Anticancer Activity of Spiro[acridine-9,2′-indoline]-1,3,8-trione Derivatives against the MCF-7 Cancer Cell Line. Molecules 2020, 25, 5862

Molecules ◽  
2021 ◽  
Vol 26 (4) ◽  
pp. 1131
Author(s):  
Perumal Gobinath ◽  
Ponnusamy Packialakshmi ◽  
Ali Daoud ◽  
Saud Alarifi ◽  
Akbar Idhayadhulla ◽  
...  
Keyword(s):  
Anticancer Activity ◽  
Cell Line ◽  
Cancer Cell ◽  
Cancer Cell Line ◽  
One Pot ◽  
One Pot Synthesis ◽  
Mcf 7

In the original article [...]

One‐Pot Synthesis and Anticancer Activity of Novel Pyrazole Hybrids

2021 ◽  
Vol 6 (29) ◽  
pp. 7306-7316
Author(s):  
Marwa Abdel‐Motaal ◽  
Fardous F. El‐Senduny ◽  
Saad Shaaban
Keyword(s):  
Anticancer Activity ◽  
One Pot ◽  
One Pot Synthesis

Lead tetraacetate oxidations of unsaturated bicyclic diols revisited: One pot multistage transformations

1995 ◽  
Vol 36 (7) ◽  
pp. 1027-1030 ◽  
Author(s):  
S. Arseniyadis ◽  
R. Brondi Alves ◽  
D.V. Yashunsky ◽  
Q. Wang ◽  
P. Potier
Keyword(s):  
Lead Tetraacetate ◽  
One Pot

scholarly journals Stereoselective Synthesis of the Di-Spirooxindole Analogs Based Oxindole and Cyclohexanone Moieties as Potential Anticancer Agents

Molecules ◽  
2021 ◽  
Vol 26 (20) ◽  
pp. 6305
Author(s):  
Abdullah Mohammed Al-Majid ◽  
M. Ali ◽  
Mohammad Shahidul Islam ◽  
Saeed Alshahrani ◽  
Abdullah Saleh Alamary ◽  
...  
Keyword(s):  
Anticancer Activity ◽  
Cell Line ◽  
Cell Lines ◽  
Cancer Cell ◽  
Anticancer Agents ◽  
Stereoselective Synthesis ◽  
Cancer Cell Lines ◽  
Azomethine Ylides ◽  
Active Member ◽  
One Pot

A new series of di-spirooxindole analogs, engrafted with oxindole and cyclohexanone moieties, were synthesized. Initially, azomethine ylides were generated via reaction of the substituted isatins 3a–f (isatin, 3a, 6-chloroisatin, 3b, 5-fluoroisatin, 3c, 5-nitroisatin, 3d, 5-methoxyisatin, 3e, and 5-methylisatin, 3f, and (2S)-octahydro-1H-indole-2-carboxylic acid 2, in situ azomethine ylides reacted with the cyclohexanone based-chalcone 1a–f to afford the target di-spirooxindole compounds 4a–n. This one-pot method provided diverse structurally complex molecules, with biologically relevant spirocycles in a good yields. All synthesized di-spirooxindole analogs, engrafted with oxindole and cyclohexanone moieties, were evaluated for their anticancer activity against four cancer cell lines, including prostate PC3, cervical HeLa, and breast (MCF-7, and MDA-MB231) cancer cell lines. The cytotoxicity of these di-spirooxindole analogs was also examined against human fibroblast BJ cell lines, and they appeared to be non-cytotoxic. Compound 4b was identified as the most active member of this series against prostate cancer cell line PC3 (IC50 = 3.7 ± 1.0 µM). The cyclohexanone engrafted di-spirooxindole analogs 4a and 4l (IC50 = 7.1 ± 0.2, and 7.2 ± 0.5 µM, respectively) were active against HeLa cancer cells, whereas NO2 substituted isatin ring and meta-fluoro-substituted (2E,6E)-2,6-dibenzylidenecyclohexanone containing 4i (IC50 = 7.63 ± 0.08 µM) appeared to be a promising agent against the triple negative breast cancer MDA-MB231 cell line. To explore the plausible mechanism of anticancer activity of di-spirooxindole analogs, molecular docking studies were investigated which suggested that spirooxindole analogs potentially inhibit the activity of MDM2.

One-pot oxidative hydrolysis-oxidative cleavage of 7-borylindoles enables access to o-amidophenols and 4-acylbenzoxazoles

2020 ◽  
Vol 56 (24) ◽  
pp. 3559-3562
Author(s):  
Kirsty Anderson ◽  
Andrew S. Eastabrook ◽  
Jonathan Sperry
Keyword(s):  
Oxidative Cleavage ◽  
One Pot ◽  
Cleavage Process

7-Borylindoles undergo a one-pot oxidative hydrolysis-oxidative cleavage process to give o-amidophenols, that in turn undergo facile cyclisation to give 4-acylbenzoxazoles.

ChemInform Abstract: Nitroxyl Radical/PhI(OAc)2: One-Pot Oxidative Cleavage of Vicinal Diols to (Di)carboxylic Acids.

ChemInform ◽  
2013 ◽  
Vol 44 (12) ◽  
pp. no-no
Author(s):  
Masatoshi Shibuya ◽  
Takuro Shibuta ◽  
Hayato Fukuda ◽  
Yoshiharu Iwabuchi
Keyword(s):  
Carboxylic Acids ◽  
Nitroxyl Radical ◽  
Oxidative Cleavage ◽  
One Pot ◽  
Vicinal Diols

scholarly journals An Efficient and Green Synthesis of Fluorine Containing Benzo[a]xanthen-11(12H)-ones and Evaluation of their Anticancer Activity

2020 ◽  
Vol 32 (4) ◽  
pp. 923-929
Author(s):  
J. Sumalatha ◽  
A. Sreedevi ◽  
C. Radha Rani
Keyword(s):  
Mass Spectrometry ◽  
Reaction Time ◽  
Anticancer Activity ◽  
Low Cost ◽  
The Other ◽  
Significant Activity ◽  
One Pot ◽  
Efficient Procedure ◽  
Solvent Free Conditions ◽  
One Pot Condensation

A facile and an efficient procedure has been developed by one-pot condensation of naphthalene-diols, fluoro substituted benzaldehydes and cyclic 1,3-dicarbonyl compounds for the synthesis of fluorine containing benzo[a]xanthen-11(12H)-ones under the catalyst and solvent-free conditions. All the synthesized compounds were characterized by IR, NMR (1H & 13C) and mass spectrometry. Several advantages offer the present approach, such as, shorter reaction time, low cost, anticipation of toxic solvents and catalyst, higher yield of products and durability of substrate range. On the other hand, anticancer activity was also performed for the title compounds which demonstrated a significant activity on selected cancer cell lines.

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