A novel one-pot three-step synthesis of 2-(1-Benzofuran-2-yl)quinoline-3-carboxylic acid derivatives

Gao, Wentao; Zhang, Chaohua; Li, Yang

doi:10.1590/s0103-50532010000500007

Cited by 16 publications

(4 citation statements)

References 39 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…These compounds were evaluated for their radical scavenging activities using DPPH assay [33]. Recently, some synthetic furan derivatives were prepared and exhibited antioxidant activities [34,35]. …”

Section: Resultsmentioning

confidence: 99%

Antioxidant capacity of chewing stick miswak Salvadora persica

Mohamed

Khan

2013

BMC Complement Altern Med

View full text Add to dashboard Cite

BackgroundChewing stick (miswak Salvadora persica L.) is an effective tool for oral hygiene. It possessed various biological properties including significant antibacterial and anti-fungal effects. In the present study, we evaluated the antioxidant compounds in miswak.MethodMiswak root was extracted with 80% methanol. Methanol extract as antioxidant was evaluated by using DPPH, ABTS and phosphomolybdenum complex assays and analysis by GC-MS. Peroxidase, catalase and polyphenoloxidase assays were performed for crude extract of miswak root.ResultsThe methanol extract of miswak contained the highest amount of crude extract among the various solvent extracts. The methanol extract showed a concentration dependent scavenging of DPPH and ABTS radicals with IC50 values 4.8 and 1.6 μg crude extract, respectively. The total antioxidant activities, based on the reduction of molybdenum (VI) to molybdenum (V), increased with increasing crude extract content. The correlation coefficients (R2) between total crude extract and DPPH, ABTS scavenging activities and the formation of phosphomolybdenum complex were 0.97, 0.99 and 0.95, respectively. The GC-MS analysis showed that the methanol extract doesn’t contain phenolic and flavonoid compounds or under detected limit. After silylation of methanol extract, three compounds namely 2-furancarboxaldehyde-5-(hydroxymethyl), furan-2-carboxylic acid-3-methyl- trimethylsilyl ester and D-erythro-pentofuranose-2-deoxy-1,3,5-tris-O-(trimethylsilyl) were identified by GC-MS analysis. These furan derivatives as they contain hydroxyl groups could be possessed antioxidant activities. The antioxidant enzymes were also detected in the miswak extract with high level of peroxidase and low level of catalase and polyphenoloxidase.ConclusionsThe synergistic actions of antioxidant compounds and antioxidant enzymes make miswak is a good chewing stick for oral hygiene and food purposes.

show abstract

Section: Resultsmentioning

confidence: 99%

Antioxidant capacity of chewing stick miswak Salvadora persica

Mohamed

Khan

2013

BMC Complement Altern Med

View full text Add to dashboard Cite

show abstract

“…The preparation of novel 2-(1-benzofuran-2-yl)quinoline-3-carboxylic acid derivatives (32), involving the in situ formation of ether by Williamson reaction between ethyl 2-(bromomethyl)quinoline-3-carboxylate (30) and various substituted salicylaldehyde (31) intramolecular cyclization reactions. This novel procedure provides quick and easy access to the incorporation of the benzo[b]furan core to the quinoline nucleus at 2-position (Scheme 5) [46].…”

Section: From Various Substituted Salicylaldehydementioning

confidence: 99%

Synthesis, reactions and applications of naphthofurans: A review

Abdelwahab

Fekry

2021

Eur J Chem

View full text Add to dashboard Cite

Considering the highly important biological and medicinal properties of naphthofurans, the synthesis of these heterocycles has attracted the interest of medicinal and organic chemists. This review aims to describe the different strategies developed so far for the synthesis of naphthofurans and their applications and the literature reports for the period of 2000 to early 2020. After a brief introduction of the types of naphthofurans and their biological activities, the different synthetic approaches such as chemical and photochemical, methods are described and organized on the basis of the catalysts and the other reagents employed in the syntheses. Some of the reactions have been applied successfully to the synthesis of biologically important compounds.

show abstract

“…Wentao Gao and Co‐workers [36] outlined one pot three step synthetic protocol for the preparation of 2‐(1‐benzofuran‐2‐yl)quinoline‐3‐carboxylic acid analogues 25 ( a – i ) (Scheme 4). Three steps involved in this protocol are Williamson ether formation, hydrolysis and intramolecular cyclization reactions.…”

Section: Synthesis and Biological Assessmentsmentioning

confidence: 99%

Recent Advances in Synthesis and Biological Assessment of Quinoline‐Oxygen Heterocycle Hybrids

et al. 2021

View full text Add to dashboard Cite

The exploration of hybrid molecules for targeting various diseases represents a highly promising approach which has showcased significant momentum worldwide, in the last two decades. Diversely substituted quinoline scaffolds present in naturally occurring bioactive compounds, signify their role in various biological processes and stimulated the research developments around it, for diverse therapeutic applications. With the ongoing search for suitable pharmacophores, the quinoline derivatives have emerged as versatile compounds possessing significant and broad spectrum of biological activities. Further, conjugation of quinoline with other bioactive heterocycles containing oxygen yielded hybrid organic frameworks with improved therapeutic profile leading to an emerging paradigm and tremendous growth in the contemporary drug discovery regime. The synthesis of these hybrid skeletons with high efficiency still remains the most strenuous task and a lot of research work is being performed in this direction. In the present article, we have reviewed the synthetic protocols leading to quinoline‐oxygen heterocycle hybrids and also highlighted the systematic and biological assessment of developed pharmacophores.

show abstract

A novel one-pot three-step synthesis of 2-(1-Benzofuran-2-yl)quinoline-3-carboxylic acid derivatives

Cited by 16 publications

References 39 publications

Antioxidant capacity of chewing stick miswak Salvadora persica

Antioxidant capacity of chewing stick miswak Salvadora persica

Synthesis, reactions and applications of naphthofurans: A review

Recent Advances in Synthesis and Biological Assessment of Quinoline‐Oxygen Heterocycle Hybrids

Contact Info

Product

Resources

About