A simple, one pot synthesis of furo[3,2- c ]chromenes and evaluation of antimicrobial activity

Kale, Ashok; Bingi, Chiranjeevi; Sripada, Sarada; Kumar, C. Ganesh; Krishnaiah, A.

doi:10.1016/j.bmcl.2016.09.022

Cited by 21 publications

(6 citation statements)

References 24 publications

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“…Recently, multicomponent reactions have been commonly used to manufacture biological compounds owing to their atom economy, multiple bond‐forming efficiency, and convergence . Pernak et al synthesized a series of novel derivatives of N ‐[1‐(imidazol‐1‐yl)alkyl]amides.…”

Section: Resultsmentioning

confidence: 99%

Identification of novel imidazoles as IDO1 inhibitors through microwave‐assisted one‐pot multicomponent reactions

Bai

Huang

Chen

et al. 2019

Archiv der Pharmazie

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A series of imidazole derivatives were designed following rational drug design, and synthesized through microwave-assisted one-pot multicomponent reactions. These compounds are produced in large quantities, and are known to be tolerant toward a variety of substrates, thus providing target molecules in a single step within a short time. These compounds were further tested for their ability to inhibit indoleamine-2,3-dioxygenase 1 (IDO1). The most promising compound thus obtained is 4o, which displayed IC 50 values of 0.82 μΜ. Further in vivo assessment indicated that 4o could reduce the kynurenine levels in plasma by 42.3% in 4 hr, indicating that the compound could act as a promising lead compound for further investigations. K E Y W O R D SIDO1 inhibitors, imidazole, microwave, one-pot

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Section: Resultsmentioning

confidence: 99%

Identification of novel imidazoles as IDO1 inhibitors through microwave‐assisted one‐pot multicomponent reactions

Bai

Huang

Chen

et al. 2019

Archiv der Pharmazie

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“…In 2016, Kale and co‐workers synthesized a series of novel 2 H ‐furan fused with coumarin 41 via a sequential one‐pot multicomponent reaction of 4‐hydroxycoumarin 1 , malononitrile 40 , and aldehyde 31 (Scheme 8). [51] The desired products were obtained in 89–97% yield within a very short reaction time. Different solvents (methanol, ethanol, isopropanol) react differently to produce the products effectively.…”

Section: Synthesis Of 5‐membered Heterocycles Via Metal‐free Multicom...mentioning

confidence: 98%

4‐Hydroxycoumarin: A Versatile Substrate for Transition‐metal‐free Multicomponent Synthesis of Bioactive Heterocycles

2021

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One-pot multi-component reactions especially under transition-metal-free catalysis served as an efficient, and environmentally friendly method for the construction of value-added compounds. Their importance in organic synthesis has drastically increased due to their operational simplicity, cost-effectiveness, step-and pot-economic nature. On the other hand, the molecular hybridization concept has recently emerged as a key fascinating area in medicinal and organic chemistry for the design of new drugs. Owing to the widespread occurrence in natural products, and pharmaceutical agents, the incorporation of another heterocycle either as substituents or as a fused material into 4-hydroxycoumarin moiety offers new opportunities for the broad application of the targeted coumarin-heterocycles into many branches of chemistry. Considering the importance of both the topics, here we have reviewed the developments achieved in the synthesis of diverse medicinally privileged oxygen, and nitrogen-containing heterocycles as well as spiro-heterocycles either linked or fused with coumarin moiety by using readily accessible 4-hydroxycoumarin as the starting material via one-pot multi-component reaction under transition-metalfree conditions.[a] B. Borah, K.

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“…As a result, compound 67 had promising activity against Klebsiella planticola MTCC 530 and Micrococcus luteus MTCC 2470 bacterial strains. On the other hand, compound 68 exhibited excellent activity against Bacillus subtilis MTCC 121, Escherichia coli MTCC 739, Micrococcus luteus MTCC 2470, and Klebsiella planticola MTCC 530, and showed reasonable potency toward Candida albicans MTCC 3017 and Staphylococcus aureus MTCC 96 compared to Ciprofloxacin (Kale et al, 2016 ).…”

Section: Biological Activities Of 2h/4h-chromenesmentioning

confidence: 99%

2H/4H-Chromenes—A Versatile Biologically Attractive Scaffold

2020

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2H/4H-chromene (2H/4H-ch) is an important class of heterocyclic compounds with versatile biological profiles, a simple structure, and mild adverse effects. Researchers discovered several routes for the synthesis of a variety of 2H/4H-ch analogs that exhibited unusual activities by multiple mechanisms. The direct assessment of activities with the parent 2H/4H-ch derivative enables an orderly analysis of the structure-activity relationship (SAR) among the series. Additionally, 2H/4H-ch have numerous exciting biological activities, such as anticancer, anticonvulsant, antimicrobial, anticholinesterase, antituberculosis, and antidiabetic activities. This review is consequently an endeavor to highlight the diverse synthetic strategies, synthetic mechanism, various biological profiles, and SARs regarding the bioactive heterocycle, 2H/4H-ch. The presented scaffold work compiled in this article will be helpful to the scientific community for designing and developing potent leads of 2H/4H-ch analogs for their promising biological activities.

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A simple, one pot synthesis of furo[3,2- c ]chromenes and evaluation of antimicrobial activity

Cited by 21 publications

References 24 publications

Identification of novel imidazoles as IDO1 inhibitors through microwave‐assisted one‐pot multicomponent reactions

Identification of novel imidazoles as IDO1 inhibitors through microwave‐assisted one‐pot multicomponent reactions

4‐Hydroxycoumarin: A Versatile Substrate for Transition‐metal‐free Multicomponent Synthesis of Bioactive Heterocycles

2H/4H-Chromenes—A Versatile Biologically Attractive Scaffold

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