2
            <i>H</i>
            ‐ and 4
            <i>H</i>
            ‐1‐Benzopyrans

Schweizer, Edward E.; Meeder‐Nycz, Deborah

doi:10.1002/9780470187012.ch2

Cited by 72 publications

(27 citation statements)

References 234 publications

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“…The chromene ring moiety has been identified as one of the privileged scaffolds for drug discovery due to its broad spectrum of biological activity [1,2,3]. Among various chromene isomers, 2 H -chromenes are attracting much more interest from chemists because compounds that possess this group show a variety of activities, including antiviral [4,5], anti-tumor [6,7], anti-bacterial/antimicrobial [8,9], fungicidal [10], antioxidative [11], insecticidal agents [12], and activator of potassium channels effects [13,14].…”

Section: Introductionmentioning

confidence: 99%

An Efficient Solvent-Free Synthesis of 2-Hydroxy-2-(trifluoromethyl)-2H-chromenes Using Silica-Immobilized L-Proline

et al. 2013

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An efficient synthesis of 2-hydroxy-2-(trifluoromethyl)-2H-chromene-3-carboxylates was carried out under solvent-free conditions in an oven or microwave oven via the Knoevenagel condensation of salicylaldehydes with ethyl trifluoroacetoacetate followed by intramolecular cyclization in the presence of silica-immobilized L-proline. The structures of the title compounds were characterized by IR, 1 H-NMR, 13 C-NMR, HRMS and X-ray single crystal diffraction. The improved method described herein is economical, easily-operated and environmentally friendly. Furthermore, the catalyst can be recovered conveniently and reused without obvious loss of activity.

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Section: Introductionmentioning

confidence: 99%

An Efficient Solvent-Free Synthesis of 2-Hydroxy-2-(trifluoromethyl)-2H-chromenes Using Silica-Immobilized L-Proline

et al. 2013

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“…Coumarins and 2H-chromenes (Figure 1) are heterocyclic derivatives with a benzene fused to a pyran [24][25][26]. They are present in a large number of natural products, and both heterocycles constitute an important moiety in bioactive heterocycles with pharmacological properties [27], including anticancer drugs [27,28].…”

Section: Introductionmentioning

confidence: 99%

Naphthyridine Derivatives Induce Programmed Cell Death in Naegleria fowleri

Rizo-Liendo¹,

Arberas-Jiménez²,

Martín‐Encinas

et al. 2021

Pharmaceuticals

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Primary amoebic encephalitis (PAM) caused by the opportunistic pathogen Naegleria fowleri is characterized as a rapid and lethal infection of the brain which ends in the death of the patient in more than 90% of the reported cases. This amoeba thrives in warm water bodies and causes infection after individuals perform risky activities such as splashing or diving, mostly in non-treated water bodies such as lakes and ponds. Moreover, the infection progresses very fast and no fully effective molecules have currently been found to treat PAM. In this study, naphthyridines fused with chromenes or chromenones previously synthetized by the group were tested in vitro against the trophozoite stage of two strains of N. fowleri. In addition, the most active molecule was evaluated in order to check the induction of programmed cell death (PCD) in the treated amoebae. Compound 3 showed good anti-Naegleria activity (61.45 ± 5.27 and 76.61 ± 10.84 µM, respectively) against the two different strains (ATCC® 30808 and ATCC® 30215) and a good selectivity compared to the cytotoxicity values (>300 µM). In addition, it was able to induce PCD, causing DNA condensation, damage at the cellular membrane, reduction in mitochondrial membrane potential and ATP levels, and ROS generation. Hence, naphthyridines fused with chromenes or chromenones could be potential therapeutic agents against PAM in the near future.

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“…Thus, while simple 2HPs are difficult to synthesize as pure and isolated compounds, many of their benzo derivatives (i.e., 2 H -chromenes) constitute stable molecules, with a broad spectrum of biological activities and a widespread representation in the higher plants (Figure 1). Because the chemistry and reactivity of 2 H -chromenes have been already previously revised [1,10,11,12,13,14,15], they will not be included in this review. Instead, we will focus on the recent advances on accessing 2HPs, either as simple and stable monocyclic structures or as part of fused polycyclic structures, excluding the 2 H -chromene system.…”

Section: Introductionmentioning

confidence: 99%