The Influence of some Xanthone Derivatives on the Activity of J-774A.1 Cells

Marona, Henryk; Pękala, Elżbieta; Gunia, Agnieszka; Czuba, Zenon; Szneler, Edward; Sadowski, T; Król, Wojciech

doi:10.3797/scipharm.0906-08

Cited by 3 publications

(3 citation statements)

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“…Marona et al reported the synthesis [ 138 ] of three new chiral analogues of XAA 160 – 162 ( Figure 15 ) and the evaluation of their cytotoxicity against J7774A.1 cells [ 139 ]. Compounds 160 and 161 were obtained by condensation of 2-hydroxyxanthone and 2-methyl-6-hydroxyxanthone, respectively, with α-bromopropionic acid and compound 162 by esterification of compound 161 [ 138 ].…”

Section: Synthetic Chiral Derivatives Of Xanthonesmentioning

confidence: 99%

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Synthetic Chiral Derivatives of Xanthones: Biological Activities and Enantioselectivity Studies

et al. 2019

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Many naturally occurring xanthones are chiral and present a wide range of biological and pharmacological activities. Some of them have been exhaustively studied and subsequently, obtained by synthesis. In order to obtain libraries of compounds for structure activity relationship (SAR) studies as well as to improve the biological activity, new bioactive analogues and derivatives inspired in natural prototypes were synthetized. Bioactive natural xanthones compromise a large structural multiplicity of compounds, including a diversity of chiral derivatives. Thus, recently an exponential interest in synthetic chiral derivatives of xanthones (CDXs) has been witnessed. The synthetic methodologies can afford structures that otherwise could not be reached within the natural products for biological activity and SAR studies. Another reason that justifies this trend is that both enantiomers can be obtained by using appropriate synthetic pathways, allowing the possibility to perform enantioselectivity studies. In this work, a literature review of synthetic CDXs is presented. The structures, the approaches used for their synthesis and the biological activities are described, emphasizing the enantioselectivity studies.

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Section: Synthetic Chiral Derivatives Of Xanthonesmentioning

confidence: 99%

“…Compounds 160 and 161 were obtained by condensation of 2-hydroxyxanthone and 2-methyl-6-hydroxyxanthone, respectively, with α-bromopropionic acid and compound 162 by esterification of compound 161 [ 138 ]. Regarding the biological activity tested, it was found that all CDXs showed weak cytotoxicity [ 139 ].…”

Section: Synthetic Chiral Derivatives Of Xanthonesmentioning

confidence: 99%

Synthetic Chiral Derivatives of Xanthones: Biological Activities and Enantioselectivity Studies

et al. 2019

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“…Compound 147 was able to bind specifically to cellular proteins through photoreaction, which could be a useful tool to identify the receptors of DMXAA ( 2 ) [148]. In 2009, Marona et al reported the synthesis of seven new analogues ( 155 – 161 ) (Figure 11) of DMXAA ( 2 ), with weak cytotoxicity against J7774A.1 cells [149].…”

Section: Synthetic Carboxyxanthone Derivativesmentioning

confidence: 99%

Carboxyxanthones: Bioactive Agents and Molecular Scaffold for Synthesis of Analogues and Derivatives

et al. 2019

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Xanthones represent a structurally diverse group of compounds with a broad range of biological and pharmacological activities, depending on the nature and position of various substituents in the dibenzo-γ-pyrone scaffold. Among the large number of natural and synthetic xanthone derivatives, carboxyxanthones are very interesting bioactive compounds as well as important chemical substrates for molecular modifications to obtain new derivatives. A remarkable example is 5,6-dimethylxanthone-4-acetic acid (DMXAA), a simple carboxyxanthone derivative, originally developed as an anti-tumor agent and the first of its class to enter phase III clinical trials. From DMXAA new bioactive analogues and derivatives were also described. In this review, a literature survey covering the report on carboxyxanthone derivatives is presented, emphasizing their biological activities as well as their application as suitable building blocks to obtain new bioactive derivatives. The data assembled in this review intends to highlight the therapeutic potential of carboxyxanthone derivatives and guide the design for new bioactive xanthone derivatives.

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Synthesis and preliminary anti-inflammatory evaluation of xanthone derivatives

Żelaszczyk

Lipkowska

Szkaradek

et al. 2018

Heterocyclic Communications

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Xanthone derivatives of acetic, propionic and 2-methylpropionic acids were synthesized and assayed for their anti-inflammatory, analgesic and ulcerogenic activities. Compound 8 causes a dose-dependent diminution of paw edema (up to 61%) in the carrageenan model and at the highest tested dose reduces mechanical hyperalgesia in the Randall-Selitto test more effectively than the reference compound (~75% and ~32%, respectively). It shows high in vitro metabolic stability (Clint=12.5 μL/mg/min, t1/2=138.6 min) in the rat liver microsomes. None of the studied xanthone derivatives are ulcerogenic. The results of the present study suggest that compound 8 can be of interest in the future for the search for antinociceptive and antiedematous agents devoid of ulcerogenic effect.

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The Influence of some Xanthone Derivatives on the Activity of J-774A.1 Cells

Cited by 3 publications

References 36 publications

Synthetic Chiral Derivatives of Xanthones: Biological Activities and Enantioselectivity Studies

Synthetic Chiral Derivatives of Xanthones: Biological Activities and Enantioselectivity Studies

Carboxyxanthones: Bioactive Agents and Molecular Scaffold for Synthesis of Analogues and Derivatives

Synthesis and preliminary anti-inflammatory evaluation of xanthone derivatives

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