Koniamborine, the First Pyrano[3,2-b]indole Alkaloid and Other Secondary Metabolites from Boronella koniambiensis

Grougnet, Raphaë͏l; Magiatis, Prokopios; Fokialakis, Nikolas; Mitaku, Sofia; Skaltsounis, Alexios‐Léandros; Tillequin, François; Sévenet, Thierry; Litaudon, Marc

doi:10.1021/np050013w

Cited by 42 publications

(19 citation statements)

References 21 publications

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“…) has a fused 2,2‐dimethyl‐2 H ‐pyran ring rather than the simple methoxy group found in 49 . It was isolated from the aerial parts of Boronella koniambiensis and was slightly cytotoxic against the murine L1210 leukemia cell line (IC 50 48.0 μM) …”

Section: Bioactivities Of Quinoline and Quinazoline Alkaloidsmentioning

confidence: 99%

Biologically active quinoline and quinazoline alkaloids part I

Shang

Morris‐Natschke

Liu

et al. 2017

Medicinal Research Reviews

320

166

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Quinoline and quinazoline alkaloids, two important classes of N-based heterocyclic compounds, have attracted tremendous attention from researchers worldwide since the 19th century. Over the past 200 years, many compounds from these two classes were isolated from natural sources, and most of them and their modified analogs possess significant bioactivities. Quinine and camptothecin are two of the most famous and important quinoline alkaloids, and their discoveries opened new areas in antimalarial and anticancer drug development, respectively. In this review, we survey the literature on bioactive alkaloids from these two classes and highlight research achievements prior to the year 2008 (Part I). Over 200 molecules with a broad range of bioactivities, including antitumor, antimalarial, antibacterial and antifungal, antiparasitic and insecticidal, antiviral, antiplatelet, anti-inflammatory, herbicidal, antioxidant and other activities, were reviewed. This survey should provide new clues or possibilities for the discovery of new and better drugs from the original naturally occurring quinoline and quinazoline alkaloids.

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Section: Bioactivities Of Quinoline and Quinazoline Alkaloidsmentioning

confidence: 99%

Biologically active quinoline and quinazoline alkaloids part I

Shang

Morris‐Natschke

Liu

et al. 2017

Medicinal Research Reviews

320

166

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“…1,4‐Benzothiazines are a set of biologically active heterocyclic molecules . Tandon et al reported the synthesis of benzothiazines in ionic liquids.…”

Section: Miscellaneousmentioning

confidence: 99%

Use of Ionic Liquids as Neoteric Solvents in the Synthesis of Fused Heterocycles

Nevagi

Dighe²,

Dighe

et al. 2014

Archiv der Pharmazie

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Medicinal chemistry has been benefited by combinatorial chemistry and high-throughput parallel synthesis. Ionic liquids reduce the materials and energy intensity of chemical processes and products, minimize or eliminate the dispersion of harmful chemicals in the environment, maximize the use of renewable resources and extend the durability and recyclability of products. It is possible to tune the physical and chemical properties by varying the nature of the cations and anions. Ionic liquids can be easily recovered, cleaned up, and reused repeatedly.

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“…Carbazole, and especially heterocycle-containing carbazole derivatives, are embodied in many naturally occurring products [1–3] and display a broad spectrum of useful biological activities such as antitumor, antimitotic, and antioxidative activities [4–6]. They are also widely used as building blocks for new organic materials [7–10], and play a very important role in electroactive and photoactive devices [11–14].…”

Section: Introductionmentioning

confidence: 99%

A novel and facile synthesis of 3-(2-benzofuroyl)- and 3,6-bis(2-benzofuroyl)carbazole derivatives

Gao¹,

Zheng²,

Li³

2011

Beilstein J. Org. Chem.

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SummaryA facile synthesis of hitherto unreported 3-(2-benzofuroyl)carbazoles 3a–k, 3,6-bis(2-benzofuroyl)carbazoles 5a–k, and naphtho[2,1-b]furoylcarbazoles 3l and 5l is described. The synthesis mainly relies on the ultrasound-assisted Rap–Stoermer reaction of 3-chloroacetyl- (1) or 3,6-dichloroacetyl-9-ethyl-9H-carbazole (4) with various salicylaldehydes 2a–k as well as 2-hydroxy-1-naphthaldehyde (2l) in CH3CN with the presence of PEG-400 as catalyst. The procedure offers easy access to benzofuroylcarbazoles in short reaction times and the products are obtained in moderate to good yields.

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Koniamborine, the First Pyrano[3,2-b]indole Alkaloid and Other Secondary Metabolites from Boronella koniambiensis

Cited by 42 publications

References 21 publications

Biologically active quinoline and quinazoline alkaloids part I

Biologically active quinoline and quinazoline alkaloids part I

Use of Ionic Liquids as Neoteric Solvents in the Synthesis of Fused Heterocycles

A novel and facile synthesis of 3-(2-benzofuroyl)- and 3,6-bis(2-benzofuroyl)carbazole derivatives

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