Topic
Xanthone
About: Xanthone is a research topic. Over the lifetime, 1639 publications have been published within this topic receiving 25870 citations. The topic is also known as: 9-oxo-xanthene & Diphenyline ketone oxide.
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TL;DR: In this paper , the efficiency of the PDDA reaction was considerably improved by triplet sensitization using xanthone, which allowed the use of UVA lamps as light source, which have a markedly higher light output compared with previously used UVB lamps.
Abstract: The efficiency of the Photo-Dehydro-Diels-Alder (PDDA) reaction was considerably improved by triplet sensitization using xanthone. This allowed the use of UVA lamps as light source, which have a markedly higher light output compared with previously used UVB lamps. In combination with flow photochemistry the PDDA reaction is a powerful method for the total synthesis of arylnaphthalen lignans.
01 Oct 2022
TL;DR: In this article , a number of compounds were isolated from the ethyl acetate fraction of Hypericum lagarocladum and identified as lagarxanthone A(1), 1,7-dihydroxyxanthones(2), 3,4,5-trihydroxanthone(3), 2,7dihdioxanthone-1-methoxyxanthons(4), 1.5-dimethoxanthone (2,3,4-dimethylhexanthone) and 2,3dimethoxidexanthon(2,4)-trimethoxyXanthones (3,5,6,7,8,9,10,11,12,13,14,15,16,17,18,19,20,21,22,23,24,25,26,27,28,30,31,28
Abstract: Repeated silica gel column chromatography, reversed-phase C_(18) column chromatography, Sephadex LH-20 column chromatography, high performance liquid chromatography and semi-preparative medium pressure liquid chromatography were performed to separate and purify the chemical constituents of Hypericum lagarocladum. Spectroscopic methods such as mass spectrometry(MS) and nuclear magnetic resonance(NMR) combined with physicochemical properties were adopted in identifying the structure of the isolated compounds. Ten compounds were isolated from the ethyl acetate fraction of H. lagarocladum and identified as lagarxanthone A(1), 1,7-dihydroxyxanthone(2), 3,4,5-trihydroxyxanthone(3), 2,7-dihydroxy-1-methoxyxanthone(4), 1,3-dihydroxy-7-methoxyxanthone(5), 1,5-dihydroxy-8-methoxyxanthone(6), 3,4-dihydroxy-2-methoxyxanthone(7), 3,4-dihydroxy-5-methoxyxanthone(8), 2,3-dimethoxyxanthone(9), and 2,3,4-trimethoxyxanthone(10). Among them, compound 1 was a new compound, and compounds 2-10 were isolated from this plant for the first time. These ten compounds were tested for glucose uptake in L6 cells, and the results showed that all the compounds had no significant effect on glucose uptake.
TL;DR: A total of 21 xanthone and acridone derivatives were synthesized using the reactions of 1,2,4-triazine derivatives with 1-hydroxy-3-methoxy-10-methylacridone, 1,3-dimethoxy-, and 1, 3-dihydroxanthone, followed by optional dihydrotiazine ring aromatization as discussed by the authors .
Abstract: A total of 21 novel xanthone and acridone derivatives were synthesized using the reactions of 1,2,4-triazine derivatives with 1-hydroxy-3-methoxy-10-methylacridone, 1,3-dimethoxy-, and 1,3-dihydroxanthone, followed by optional dihydrotiazine ring aromatization. The synthesized compounds were evaluated for their anticancer activity against colorectal cancer HCT116, glioblastoma A-172, breast cancer Hs578T, and human embryonic kidney HEK-293 tumor cell lines. Five compounds (7a, 7e, 9e, 14a, and 14b) displayed good in vitro antiproliferative activities against these cancer cell lines. Compounds 7a and 7e demonstrated low toxicity for normal human embryonic kidney (HEK-293) cells, which determines the possibility of further development of these compounds as anticancer agents. Annexin V assay demonstrated that compound 7e activates apoptotic mechanisms and inhibits proliferation in glioblastoma cells.
TL;DR: A review of the current knowledge of the xanthone biosynthetic pathway with a focus on the precursors and enzymes involved, as well as on the cellular and organ localization of xanthones in plants is presented in this article .
Abstract: Xanthones are a class of secondary metabolites produced by plant organisms. They are characterized by a wide structural variety and numerous biological activities that make them valuable metabolites for use in the pharmaceutical field. This review shows the current knowledge of the xanthone biosynthetic pathway with a focus on the precursors and the enzymes involved, as well as on the cellular and organ localization of xanthones in plants. Xanthone biosynthesis in plants involves the shikimate and the acetate pathways which originate in plastids and endoplasmic reticulum, respectively. The pathway continues following three alternative routes, two phenylalanine-dependent and one phenylalanine-independent. All three routes lead to the biosynthesis of 2,3′,4,6-tetrahydroxybenzophenone, which is the central intermediate. Unlike plants, the xanthone core in fungi and lichens is wholly derived from polyketide. Although organs and tissues synthesizing and accumulating xanthones are known in plants, no information is yet available on their subcellular and cellular localization in fungi and lichens. This review highlights the studies published to date on xanthone biosynthesis and trafficking in plant organisms, from which it emerges that the mechanisms underlying their synthesis need to be further investigated in order to exploit them for application purposes.
TL;DR: In this article , a computational study of xanthone compounds and their derivatives has been carried out to determine their potential as antioxidant compounds using an ab initio alternative electron structure theory, namely density functional theory (DFT) with the B3LYP method, and basis set 6-31G(d).
Abstract: A computational study of xanthone compounds and their derivatives has been carried out to determine their potential as antioxidant compounds. Computation calculations were carried out using an ab initio alternative electron structure theory, namely Density Functional Theory (DFT) with the B3LYP method, and basis set 6-31G(d). The calculation is carried out to determine the effect of structural parameters, total energy, dipole moment, and energy gap on xanthone compounds' electronic properties and their derivatives. The compound test results on the molecular energy gap were: 8-hydroxymangostingon 0.14204 eV, tovopilin A 0.14355 eV, and 8-hydroxycudracxanthone G. 0.15299 eV. The results of this study indicate that the three xanthone derivatives are potential as antioxidant compounds.