New indolinone 1, 2, 3-triazole derivatives: Design, synthesis and anti-Alzheimer activity evaluation

Novel 1,2,3-triazole indolinone derivatives have been synthesized. All the titled compounds were characterized by 1H NMR, 13C NMR, MS and IR spectral data. The in vitro AChE and BChE inhibitory activity of all the compounds were evaluated.  Introduction: Alzheimer disease is the most frequent cause of dementia, which is very common in elder population with high morbidity. Treatment of this disease is one of the most promising targets in medicinal chemistry researches. Design and synthesis of novel 1,2,3 diazole indolinone derivatives as cholinesterase inhibitor (ChEI), are investigated in this study. Indolinone derivatives with 1,2,3-triazole moiety have been recently reported as potential AChE and BuChE inhibitors. There is also, a growing interest in evaluating the biological activity of these compounds and their derivatives to investigate their role in the prevention of neurodegenerative diseases. Methods and Results: The target compounds were prepared via the 1-methyl-3-((prop-2-yn-1-yloxy)imino)indolin-2-one as an intermediate in click reaction with substituted benzyl halides in water and DMF as solvent in room temperature. All the synthesized compounds were characterized by 1H NMR, 13C NMR, MS and IR spectral data. The in vitro AChE and BuChE inhibitory activity of all the compounds were evaluated. Conclusions: In conclusion, various novel 1,2,3-triazole indolinone derivatives were designed, synthesized, and evaluated against AChE and BChE. All these results clearly confirmed the efficacy of the corresponding compounds for further drug discovery developments

Synthesis of Novel Indole Chalcones as Potential Cytotoxic Agents

Cancer is the second leading cause of death in the world and its incidence and mortality rates are ever-growing. Nowadays, the clinical use of conventional anticancer drugs like Taxanes and Vinca alkaloids have been limited due to their drug resistance and neurotoxic effects. Therefore, much more attention has been paid to the discovery of new antitumor agents. Indole and chalcone scaffolds are found in many naturally occurring compounds and recently their derivatives have received significant attention not only because of their simple structure and ease of production, but also their biological activities, including antioxidant, antimicrobial, anticancer and anti-inflammatory activities. In this work, we have designed and synthesized different indole chalcone derivatives as a new series of potential cytotoxic agents. Desired chalcones were synthesized via the reaction of different aromatic aldehydes, in basic condition, with chlorobenzyl-1H-indole derivative. All the synthesized compounds were characterized by 1HNMR, 13CNMR, LC-MS and IR spectral data. The target compounds were obtained by optimized condensation reaction between different aromatic aldehydes and desired ketone with good to excellent yields

Design, synthesis and Anti-cholinesterase activity of indole-Isoxazole carbohydrazide derivatives

A novel series of carbohydrazide indole-isoxazole hybrid derivatives have been synthesized. All the title compounds were characterized by 1H NMR, 13C NMR, MS and IR spectral data. The in vitro anti-cholinesterase activity of all the compounds were evaluated. Introduction: Alzheimer disease (AD) has emerged as the most prevalent age-related neurodegenerative diseases and the main cause of dementia, which is very common in elder population with high morbidity in such a manner that the daily activity of patients is completely affected by the resulting cognitive impairments. In recent years, most of therapeutic treatments for AD has focused on the inhibition of acetylcholinesterase (AChE) to increase the level of ACh in cholinergic synaptic cleft. Indole and its derivatives are very important heterocyclic compounds in drug-discovery studies that exhibit diverse range of biological activities like antimicrobial, anticancer, anti-Alzheimer and anti-platelet aggregation activity. Herein, in this study on the synthesis of bioactive compounds, we describe design, synthesis and anti-cholinesterase activity of N-benzylidene-5-(1-methyl-1H-indol-3-yl)isoxazole-3-carbohydrazide. Methods and Results: The title compounds were prepared via the 5-(1-methyl-1H-indol-3-yl)isoxazole-3-carbohydrazide which is key intermediate for the production of the desired compounds. Condensation with carbaldehydes in water and acetic acid afforded the title compounds. All the synthesized compounds were characterized by 1H NMR, 13C NMR, MS and IR spectral data. The in vitro anti-cholinesterase activity of all the compounds were evaluated. Conclusions: The target compounds were obtained from proper aldehydes and N-benzylidene-5-(1-methyl-1H-indol-3-yl)isoxazole-3-carbohydrazide condensation with good to excellent yields. The AChE and BuChE inhibition activity of the synthesized compounds were evaluated

One Pot Synthesis of Indole derivatives Catalyzed by SBA-15-Pr-SO3H as a Nanoporous Acid

An effective one-pot synthesis of indole derivatives using functionalized SBA-15 as Brønsted acid. It efficiently catalyzed synthesis of indole derivatives through the Fischer Indole reaction. One pot synthesis procedure, mild reaction conditions, and simple workup are attractive features of this method. Introduction: Due to indole structure ubiquity in nature and its broad application in chemistry, indole derivatives are valuable heterocycles. Numerous methods have been developed for the synthesis of indole derivatives and more efficient straightforward synthetic strategies still continue to be pursued. Fischer Indole method is one of the most powerful routes of indole synthesis. In view of the versatility of indoles and its derivatives in material sciences, There is an increasing sensitivity for environmental protection and using green methodologies for effecting the Fischer indole synthesis. We were interested in developing a new, easy workup procedure with high yielding synthetic protocol for indole derivatives using modified SBA-15 with HO3S- functional group as a recyclable and environmentally benign catalyst. Methods and Results: To develop Indole scaffold we considered a reaction of phenylhydrazine or its nitro derivatives, a ketone (typically, cyclohexanone), and SBA-15-Pr-SO3H as Brønsted acid. The present methodology also offers the advantages of excellent yields, short reaction time, and milder reaction conditions.  All the synthesized compounds were characterized by 1H NMR, IR spectral data. Conclusions: The target compounds were obtained from phenylhydrazines and ketones with good to excellent yields