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Showing papers on "Xanthone published in 2001"


Journal ArticleDOI
TL;DR: Two novel xanthone dimers were isolated from the endophytic fungus Phomopsis sp.
Abstract: Phomoxanthones A (1) and B (2), two novel xanthone dimers, were isolated from the endophytic fungus Phomopsis sp. BCC 1323. Structures of 1 and 2 were elucidated by spectroscopic methods. These compounds exhibited significant in vitro antimalarial and antitubercular activities and cytotoxicity.

192 citations


Journal ArticleDOI
TL;DR: The goal to find new potent inhibitors of aromatase was reached with the xanthone derivatives 22d,e and 22g-i, which exceeded the potency of the known reference drug fadrozole and also showed high selectivity with respect to P450 17.
Abstract: Aromatase (P450arom) is a target of pharmacological interest for the treatment of breast cancer. In this paper, we report the design, synthesis, and in vitro biological evaluation of a series of new (di)benzopyranone-based inhibitors of this enzyme. The design of the new compounds was guided by a CoMFA model previously developed for a series of nonsteroidal aromatase inhibitors. Both the chromone and the xanthone nuclei were taken as molecular skeletons, and the functions supposed to be critical for binding to the aromatase active site − a heterocyclic ring (imidazole or 1,3,4-triazole) linked to the aromatic moiety by a methylene unit and an H-bond accepting function (CN, NO2, Br) located on the aromatic ring at a suitable distance from the heterocyclic nitrogen carrying the lone pair − were attached to them. The chromone, xanthone, and flavone derivatives were prepared by conventional synthetic methods from the appropriate methyl analogues. Aromatase inhibitory activities were determined by the method o...

126 citations


Journal ArticleDOI
01 Jan 2001-Planta
TL;DR: Benzoic acids are precursors of xanthone biosynthesis which has been studied in cell cultures of Hypericum androsaemum and Centaurium erythraea and appear to be formed by different pathways in the two cell cultures studied.
Abstract: Benzoic acids are precursors of xanthone biosynthesis which has been studied in cell cultures of Hypericum androsaemum (Hypericaceae) and Centaurium erythraea (Gentianaceae). In both cell cultures, methyl jasmonate induces the intracellular accumulation of a new xanthone. Under these inductive conditions, feeding experiments were performed with [U-14C]L-phenylalanine, [7-14C]benzoic acid and [7-14C]3-hydroxybenzoic acid. All three precursors were efficiently incorporated into the elicited xanthone in H. androsaemum, whereas 3-hydroxybenzoic acid was the only precursor to be incorporated into xanthones in C. erythraea. In addition, an appreciable increase in phenylalanine ammonia-lyase activity occurred only in methyl-jasmonate-treated cell cultures of H. androsaemum. Benzoic acids thus appear to be formed by different pathways in the two cell cultures studied. In H. androsaemum, benzoic acid is derived from cinnamic acid by side-chain degradation. In C. erythraea 3-hydroxybenzoic acid appears to originate directly from the shikimate pathway.

44 citations


Journal ArticleDOI
TL;DR: In this paper, the complexation dynamics of xanthone to substituted β-cyclodextrins and of thioxanthone for β-CDs was studied by directly following the relocation of the excited triplet state ketones from the...
Abstract: The complexation dynamics of xanthone to substituted β-cyclodextrins (CDs) and of thioxanthone to β-CD was studied by directly following the relocation of the excited triplet-state ketones from the...

41 citations


Journal ArticleDOI
TL;DR: Xanthone accumulation was highly influenced by hormone supplementation, and the production of 1,3,5,6 xanthones was similar in all NAA concentrations studied.

38 citations


Journal ArticleDOI
TL;DR: Nine new xanthones, parvixanthones A-I (1-9), isolated from the dried bark of Garcinia parvifolia, were found to have a common 1,3,6,7-oxygenated pattern for their xanthone nucleus, but various oxygenated isoprenyl or geranyl substituent groups.
Abstract: Nine new xanthones, parvixanthones A-I (1-9), isolated from the dried bark of Garcinia parvifolia, were found to have a common 1,3,6,7-oxygenated pattern for their xanthone nucleus, but various oxygenated isoprenyl or geranyl substituent groups. The structures were determined by spectroscopic methods.

27 citations


Journal ArticleDOI
TL;DR: In this paper, the xanthone structures in polycarbonate (PC) samples thermally treated at 300 and 400°C were confirmed using reaction pyrolysis-gas chromatography/mass spectrometry.

21 citations


Journal ArticleDOI
TL;DR: In this article, a new strategy based on carbonylation of aryl triflates was developed to prepare 7-methyl rhein from emodin and new xanthone analogs of Rhein.

19 citations


Journal ArticleDOI
TL;DR: Gaudispirolactone (Gaudichaudii) as discussed by the authors is a degraded and rearranged tetraprenylated xanthone isolated from the bark of Garcinia gaudrichaudii, has the unique hexacyclic dioxospirotrione structure.

15 citations


Journal ArticleDOI
TL;DR: Chemical investigation of Drypetes littoralis yielded three new tricyclic diterpenes, drypetenones A, B, and C (1--3), and one new xanthone (4), and complete NMR assignment of boehmenan D (5) is made.
Abstract: Chemical investigation of Drypetes littoralis yielded three new tricyclic diterpenes, drypetenones A, B, and C (1−3), and one new xanthone (4). Spectral analyses and chemical correlations establish...

14 citations


Journal ArticleDOI
TL;DR: The isolation of 1-hydroxy-3,7-dimethoxyxanthone from Shultesia guianensis is reported along with relevant NMR spectra, including new data by two-dimensional NMR experiments (HMQC and HMBC).

Journal ArticleDOI
TL;DR: In this paper, a bromoxanthone was synthesized from an isoquinoline ring in three steps: vinylation, hydroamination and ring-closing reduction of the xanthone carbonyl.

ZX Liao, YL Li, MK Wang, LS Ding, Yaozu Chen 
01 May 2001
TL;DR: In this paper, the tetraswerosides A and B were isolated from the whole plant of Swertia tertraptera, and their structures were determined as 3-O-beta -D-glucopyranosyl-1-hydroxy-4,7-dimethoxyxanthone.
Abstract: Two new xanthone glycosides, tetraswerosides A and B, were isolated from the whole plant of Swertia tertraptera. Their structures were determined as 3-O-beta -D-glucopyranosyl-1-hydroxy-4,7-dimethoxyxanthone and 3-O-[beta -D-xylopyranosyl-(1-->6)-beta -D-glucopyranosyl]-1- hydroxy-4,7-dimethoxyxanthone by spectroscopic methods.

Journal ArticleDOI
TL;DR: Two dichromenoxanthones [1,6-dihydroxy-6′,6′-dimethylpyrano(2′,3′:2,3)-6″,6″-dimethylaminexanthone (brasilixanthone B)], along with betulinic acid, friedelin, sitosterol and stigmasterol were isolated from the roots and stems of Tovomita brasiliensis as discussed by the authors.
Abstract: Two dichromenoxanthones [1,6-dihydroxy-6′,6′-dimethylpyrano(2′,3′:3,4)-6″,6″-dimethylpyrano(2″,3″:7,8)xanthone (brasilixanthone A) and 1,6-dihydroxy-6′,6′-dimethylpyrano(2′,3′:2,3)-6″,6″-dimethylpyrano(2″,3″:7,8 )xanthone (brasilixanthone B)], along with betulinic acid, friedelin, sitosterol and stigmasterol were isolated from the roots and stems of Tovomita brasiliensis . Their structures were characterized on the basis of 1 H and 13 C NMR spectral data, including 2D NMR experiments.


Journal Article
TL;DR: In this article, the chemical constituents of Erigeron breviscapus (Vant.) Hand were investigated and two compounds were identified as 1 hydroxy 2,3,5 trimethoxy xanthone (Ⅴ), and 1 (2′ γ pyranone) 6 caffeoyl α D pyranologlucose (υ�) showed inhibitory effects on the adhesion of endothelial induced by TNF α, indicating its protection against injury due to ischemic reperfusion.
Abstract: Object To investigate the chemical constituents of Erigeron breviscapus (Vant.) Hand. Mazz. (Compositae) Methods Compounds were isolated from the ethanolic extract with column chromatography and identified on the basis of spectral analysis (IR, EI MS, FAB MS, 1HNMR, 13 CNMR, 2DNMR) and physiochemical properties Results Two compounds were identified as 1 hydroxy 2,3,5 trimethoxy xanthone (Ⅴ), and 1 (2′ γ pyranone) 6 caffeoyl α D pyranoglucose (Ⅵ) Conclusion Both of the two compounds were new Compound Ⅵ showed inhibitory effects on the adhesion of endothelial induced by TNF α, indicating its protective effect against injury due to ischemic reperfusion

Journal Article
TL;DR: In this article, six compounds were isolated from the CHCl_(3) part of the extracts and their structures were determined as 1-hydroxy-4, 5, 6, 7-tetramethoxyxanthone (swertiadecoraxanthone-I)(I), 1, 3, 8-trihydroxyl-2, 5-dimethoxy xanthone(II), 1-8-dihydroxy-3, 7dimethoxyl-3.
Abstract: Six compounds were isolated from the CHCl_(3) part of the extracts. Their structures were determined as 1-hydroxy-4, 5, 6, 7-tetramethoxyxanthone (swertiadecoraxanthone-I)(I), 1, 3, 8-trihydroxy-2, 5-dimethoxyxanthone (II), 1, 8-dihydroxy-3, 7-dimethoxy xanthone (methylswertianin, III), 1-hydroxy-3, 7, 8-trimethoxyxanthone (decussatin, IV), 1, 7, 8-trihydroxy-3-methoxyxanthone(swertianin, V) and tetracosanoic acid (VI), respectively. II named as swertiadecoraxanthone-II was a new compound and the others were found from this plant for the first time.

Journal ArticleDOI
TL;DR: In this article, a bromoxanthone was synthesized from an isoquinoline ring in three steps: vinylation, hydroamination and ring-closing reduction of the xanthone carbonyl.
Abstract: [1]Benzopyrano[2,3,4- i , j ]isoquinolines were synthesized from a bromoxanthone by assembly of the isoquinoline ring in three steps: vinylation, hydroamination and ring-closing reduction of the xanthone carbonyl.