Facile synthetic approach for 5-aryl-9-hydroxypyrano [3,2-f] indole-2(8H)-one

Wang, Cheng; Wang, Tao; Huang, Lele; Hou, Yajing; Wen, Lei; He, Huaizhen

doi:10.1016/j.arabjc.2016.07.020

Cited by 6 publications

(4 citation statements)

References 49 publications

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“…In 2016, Wang et al, [59] expanded their study and made biarylpyrrolocoumarin derivatives (67 and 68), as illustrated in Figure 4. They accomplished this by adding two more steps to the synthetic pathway found in compound (66).…”

Section: Benzopyrroleringbuilding Upmentioning

confidence: 99%

Annulated Heterocyclic[g]Coumarin Composites: Synthetic Approaches and Bioactive Profiling

Mazin Zeki,

Fakri Mustafa

2024

Chemistry & Biodiversity

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Coumarins, widely abundant natural heterocyclic compounds, are extensively employed in creating various biologically and pharmacologically potent substances. The hybridization of heterocycles presents a key opportunity to craft innovative multicyclic compounds with enhanced biological activity. Fusing different heterocyclic rings with the coumarin structure presents an intriguing method for crafting fresh hybrid compounds possessing remarkable biological effects. In the pursuit of creating heterocyclic‐fused coumarins, a wide range of annulated heterocyclic[g]coumarin composites has been introduced, displaying impressive biological potency. The influence of the linear attachment of heterocyclic rings to the coumarin structure on the biological performance of the resulting compounds has been investigated. This review centers on the synthetic methodologies, structural activity relationship investigation, and biological potentials of annulated heterocyclic[g]coumarin composites. We conducted searches across several databases, including Web of Science, Google Scholar, PubMed, and Scopus. After sieving, we ultimately identified and included 71 pertinent studies published between 2000 and the middle of 2023. This will provide valuable perspectives for medicinal chemists in the prospective design and synthesis of lead compounds with significant therapeutic effects, centered around heterocycle‐fused coumarin frameworks.

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Section: Benzopyrroleringbuilding Upmentioning

confidence: 99%

Annulated Heterocyclic[g]Coumarin Composites: Synthetic Approaches and Bioactive Profiling

Mazin Zeki,

Fakri Mustafa

2024

Chemistry & Biodiversity

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“…As seen, some marine indole alkaloids have a hydropyrano ring fused to the pyrrole in a linear or angular manner. In Figure 34 , the last step of both synthetic procedures is shown [ 109 , 110 ].…”

Section: Marine Indole Alkaloidsmentioning

confidence: 99%

Current Status of Indole-Derived Marine Natural Products: Synthetic Approaches and Therapeutic Applications

Fernández,

Arnáiz,

Rufo

et al. 2024

Marine Drugs

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Indole is a versatile pharmacophore widely distributed in bioactive natural products. This privileged scaffold has been found in a variety of molecules isolated from marine organisms such as algae and sponges. Among these, indole alkaloids represent one of the biggest, most promising family of compounds, having shown a wide range of pharmacological properties including anti-inflammatory, antiviral, and anticancer activities. The aim of this review is to show the current scenario of marine indole alkaloid derivatives, covering not only the most common chemical structures but also their promising therapeutic applications as well as the new general synthetic routes developed during the last years.

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“…The synthesis of hydroxypyrano[3,2-f]indoles (series 2) was described by Wang et al (Scheme 1) [54]. Two different methods were used: in the former, esters were refluxed in dioxane-dichloroethane in the presence of PtCl 4 ; in the latter, tetrakis(triphenylphospine) palladium/trifluoroacetic acid were used as catalysts in dichloromethane.…”

Section: Racemic Pyranoindolesmentioning

confidence: 99%

A Comprehensive Review on Pyranoindole-containing Agents

Catalano

Iacopetta

Ceramella

et al. 2022

CMC

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: A huge number of nitrogen-containing heterocyclic compounds are ubiquitous in natural products, pharmaceuticals, and bioactive molecules. Among these, the pyranoindole represents an important structural motif, as it constitutes the central subunit in both the biologically active natural products and therapeutic agents. Talathermophilins, notoamides, norgeamides, carneamides, and versicamides are examples of naturally occurring pyranoindoles, while the well-known etodolac and pemedolac are a tetrahydropyrano[3,4-b]indole deriving from synthetic procedures. Besides the well-known antiinflammatory and fibrinolytic activity, molecules comprising the pyranoindole framework have been demonstrated to exhibit various biological activities, such as antiulcer, antidepressant, analgesic, and antiproliferative. Herein, we report the most common natural and synthetic products bearing a pyranoindole nucleus, their syntheses, and biological activities.

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Facile synthetic approach for 5-aryl-9-hydroxypyrano [3,2-f] indole-2(8H)-one

Cited by 6 publications

References 49 publications

Annulated Heterocyclic[g]Coumarin Composites: Synthetic Approaches and Bioactive Profiling

Annulated Heterocyclic[g]Coumarin Composites: Synthetic Approaches and Bioactive Profiling

Current Status of Indole-Derived Marine Natural Products: Synthetic Approaches and Therapeutic Applications

A Comprehensive Review on Pyranoindole-containing Agents

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