ChemInform Abstract: A Novel Short‐Step Synthesis of New Xanthenedione Derivatives from the Cyclization of 3‐Cinnamoyl‐2‐styrylchromones.

Pinto, Diana C. G. A.; Seca, Ana M. L.; Leal, Stephanie B.; Silva, Artur M. S.; Cavaleiro, José A. S.

doi:10.1002/chin.201149132

Cited by 2 publications

(4 citation statements)

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“…Compounds 3 and 4 were synthesised according to previously reported methodologies and the obtained NMR data were also identical to the data previously reported in the literature [11,12]. In the case of xanthenediones 5, although the synthetic methodology was previously reported only the characterization of derivatives 5c and 5d had been published [11].…”

Section: Synthesismentioning

confidence: 58%

“…The NMR characterization of bis(3-phenylacrylate) derivatives 3, 3-cinnamoyl-5-hydroxy-2-styrylchromones 4 and xanthene-1,9(2H)-diones 5 was previously discussed [11,12] therefore here only the characterization of the new derivatives will be reported.…”

Section: Nuclear Magnetic Resonance Spectroscopymentioning

confidence: 99%

“…In the case of xanthenediones 5, although the synthetic methodology was previously reported only the characterization of derivatives 5c and 5d had been published [11].…”

Section: Synthesismentioning

confidence: 99%

“…Several approaches for the synthesis of xanthenediones have been reported, although most of them were strategies towards xanthene-1,8-diones [9]. Xanthene-1,9-diones were less reported [10], but as a part of our ongoing efforts to develop new biologically active compounds we developed a very interesting and efficient strategy towards these type of derivatives [11]. Based on this earlier discovery we became interested in the evaluation of the obtained xanthene-1,9-dione derivatives as antioxidant and acetylcholinesterase inhibitors as well as on their aromatization to xanthone derivatives.…”

Section: Introductionmentioning

confidence: 99%

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Xanthenedione Derivatives, New Promising Antioxidant and Acetylcholinesterase Inhibitor Agents

et al. 2014

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Natural and synthetic xanthone derivatives are well-known for their ability to act as antioxidants and/or enzyme inhibitors. This paper aims to present a successful synthetic methodology towards xanthenedione derivatives and the study of their aromatization to xanthones. Additionally their ability to reduce Fe(III), to scavenge DPPH radicals and to inhibit AChE was evaluated. The results demonstrated that xanthenedione derivative 5e, bearing a catechol unit, showed higher reduction capacity than BHT and similar to quercetin, strong DPPH scavenging activity (EC 50 = 3.79 ± 0.06 µM) and it was also showed to be a potent AChEI (IC 50 = 31.0 ± 0.09 µM) when compared to galantamine (IC 50 = 211.8 ± 9.5 µM).

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Section: Synthesismentioning

confidence: 58%

Section: Nuclear Magnetic Resonance Spectroscopymentioning

confidence: 99%

“…In the case of xanthenediones 5, although the synthetic methodology was previously reported only the characterization of derivatives 5c and 5d had been published [11].…”

Section: Synthesismentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Xanthenedione Derivatives, New Promising Antioxidant and Acetylcholinesterase Inhibitor Agents

et al. 2014

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Microwave Irradiation: Alternative Heating Process for the Synthesis of Biologically Applicable Chromones, Quinolones, and Their Precursors

2021

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Microwave irradiation has become a popular heating technique in organic synthesis, mainly due to its short reaction times, solventless reactions, and, sometimes, higher yields. Additionally, microwave irradiation lowers energy consumption and, consequently, is ideal for optimization processes. Moreover, there is evidence that microwave irradiation can improve the regioselectivity and stereoselectivity aspects of vital importance in synthesizing bioactive compounds. These crucial features of microwave irradiation contribute to its inclusion in green chemistry procedures. Since 2003, the use of microwave-assisted organic synthesis has become common in our laboratory, making our group one of the first Portuguese research groups to implement this heating source in organic synthesis. Our achievements in the transformation of heterocyclic compounds, such as (E/Z)-3-styryl-4H-chromen-4-ones, (E)-3-(2-hydroxyphenyl)-4-styryl-1H-pyrazole, (E)-2-(4-arylbut-1-en-3-yn-1-yl)-4H-chromen-4-ones, or (E)-2-[2-(5-aryl-2-methyl-2H-1,2,3-triazol-4-yl)vinyl]-4H-chromen-4-ones, will be discussed in this review, highlighting the benefits of microwave irradiation use in organic synthesis.

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ChemInform Abstract: A Novel Short‐Step Synthesis of New Xanthenedione Derivatives from the Cyclization of 3‐Cinnamoyl‐2‐styrylchromones.

Cited by 2 publications

References 0 publications

Xanthenedione Derivatives, New Promising Antioxidant and Acetylcholinesterase Inhibitor Agents

Xanthenedione Derivatives, New Promising Antioxidant and Acetylcholinesterase Inhibitor Agents

Microwave Irradiation: Alternative Heating Process for the Synthesis of Biologically Applicable Chromones, Quinolones, and Their Precursors

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