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https://www.readbyqxmd.com/read/28441346/xanthones-from-the-pericarp-of-garcinia-mangostana
#1
Renyue Yang, Ping Li, Nana Li, Qian Zhang, Xue Bai, Lishuo Wang, Yiying Xiao, Lirong Sun, Quan Yang, Jian Yan
Mangosteen (Garcinia mangostana L.) is one of the most popular tropical fruits (called the "Queen of Fruits"), and is a rich source of oxygenated and prenylated xanthone derivatives. In the present work, phytochemical investigation has resulted in one new prenylated xanthone and 13 known xanthones isolated from the pericarp of G. mangostana. Their structures were established by spectroscopic data analysis, including X-ray diffraction. The new one was further tested for cytotoxic activity against seven cancer cell lines (CNE-1, CNE-2, A549, H490, PC-3, SGC-7901, U87), displaying the half maximal inhibitory concentration (IC₅0) values 3...
April 25, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28439971/resolution-determination-of-enantiomeric-purity-and-chiral-recognition-mechanism-of-new-xanthone-derivatives-on-s-s-whelk-o1-stationary-phase
#2
Maria L Carraro, Andreia Palmeira, Maria E Tiritan, Carla Fernandes, Madalena M M Pinto
The enantioresolution and determination of the enantiomeric purity of 32 new xanthone derivatives, synthesized in enantiomerically pure form, were investigated on (S,S)-Whelk-O1 chiral stationary phase (CSP). Enantioselectivity and resolution (α and RS ) with values ranging from 1.41-6.25 and from 1.29-17.20, respectively, were achieved. The elution was in polar organic mode with acetonitrile/methanol (50:50 v/v) as mobile phase and, generally, the (R)-enantiomer was the first to elute. The enantiomeric excess (ee) for all synthesized xanthone derivatives was higher than 99%...
April 25, 2017: Chirality
https://www.readbyqxmd.com/read/28429536/%C3%AE-mangostin-decreases-%C3%AE-amyloid-peptides-production-via-modulation-of-amyloidogenic-pathway
#3
Lan-Xue Zhao, Yan Wang, Ting Liu, Yan-Xia Wang, Hong-Zhuan Chen, Jian-Rong Xu, Yu Qiu
AIMS: β-amyloid (Aβ) aggregation and deposition play a central role in the pathogenic process of Alzheimer's disease (AD). α-Mangostin (α-M), a polyphenolic xanthone, have been shown to dissociate Aβ oligomers. In this study, we further investigated the effect of α-M on Aβ production and its molecular mechanism. METHODS: The Aβ and soluble amyloid precursor protein α (sAPPα) in culture medium of cortical neurons were measured by ELISA. The activities of α-, β-, and γ-secretases were assayed, and the interaction between α-M and β- or γ-secretases was simulated by molecular docking...
April 21, 2017: CNS Neuroscience & Therapeutics
https://www.readbyqxmd.com/read/28424496/the-chemical-characterization-of-nigerian-propolis-samples-and-their-activity-against-trypanosoma-brucei
#4
Ruwida Omar, John O Igoli, Tong Zhang, Alexander I Gray, Godwin U Ebiloma, Carol J Clements, James Fearnley, RuAngeli Edrada Ebel, Tim Paget, Harry P de Koning, David G Watson
Profiling of extracts from twelve propolis samples collected from eight regions in Nigeria was carried out using high performance liquid chromatography (LC) coupled with evaporative light scattering (ELSD), ultraviolet detection (UV) and mass spectrometry (MS), gas chromatography mass spectrometry (GC-MS) and nuclear magnetic resonance spectroscopy (NMR). Principal component analysis (PCA) of the processed LC-MS data demonstrated the varying chemical composition of the samples. Most of the samples were active against Trypanosoma b...
April 19, 2017: Scientific Reports
https://www.readbyqxmd.com/read/28423086/evaluation-of-cytogenotoxicity-antioxidant-and-hypoglycemiant-activities-of-isolate-compounds-from-mansoa-hirsuta-d-c-bignoniaceae
#5
Joquebede R Pereira, Raphael F Queiroz, Erlânia A DE Siqueira, Ana Christina Brasileiro-Vidal, Antônio E G Sant'ana, Daniel M Silva, Paulo R A DE Mello Affonso
Mansoa hirsuta (Bignoniaceae) is a native plant from caatinga in Brazilian semiarid. This plant has been locally used as antimicrobial and hypoglycemiant agents, but their action mechanisms and toxicity remain largely unknown. Therefore, we evaluated the composition and antioxidant, cytoprotective and hypoglycemiant effects of raw extract, fractions and compounds from leaves of M. hirsuta. The cytogenotoxic effects of ursolic and oleanolic acids, the main phytotherapic components of this plant, were assessed...
January 2017: Anais da Academia Brasileira de Ciências
https://www.readbyqxmd.com/read/28416134/syntheses-of-benzophenone-xanthone-hybrid-polyketides-and-their-antibacterial-activities
#6
Takeshi Kodama, Takuya Ito, Dya Fita Dibwe, So-Yeun Woo, Hiroyuki Morita
Muchimangins are benzophenone-xanthone hybrid polyketides produced by Securidaca longepedunculata. However, their biological activities have not been fully investigated, since they are minor constituents in this plant. To evaluate the possibility of muchimangins as antibacterial agent candidates, five muchimangin analogs were synthesized from 2,4,5-trimethoxydiphenyl methanol and the corresponding xanthones, by utilizing p-toluenesulfonic acid monohydrate for the Brønsted acid-catalysis. The antibacterial assays against Gram-positive bacteria, Staphylococcus aureus and Bacillus subtilis, and Gram-negative bacteria, Klebsiella pneumoniae and Escherichia coli, revealed that the muchimangin analogs (±)-1,3,6,8-tetrahydroxy-4-(phenyl-(2',4',5'-trimethoxyphenyl)methyl)-xanthone (1), (±)-1,3,6-trihydroxy-4-(phenyl-(2',4',5'-trimethoxyphenyl)methyl)-xanthone (2), and (±)-1,3-dihydroxy-4-(phenyl-(2',4',5'-trimethoxyphenyl)methyl)-xanthone (3) showed significant activities against S...
April 7, 2017: Bioorganic & Medicinal Chemistry Letters
https://www.readbyqxmd.com/read/28413973/docking-related-survey-on-natural-product-based-new-monoamine-oxidase-inhibitors-and-their-therapeutic-potential
#7
Priyanka Dhiman, Neelam Malik, Anurag Khatkar
This is an exciting period for research on monoamine oxidase and its effects on central nervous system. As the current hitting-one-target therapeutic strategy has become quite inefficient for the treatment of various neurological disorders. The objective of this review is to identify and critically discuss the computational development of multi-target natural and related ligand-MAO protein docking approaches in the study of monoamine oxidase (MAO) enzymes. Computational development of the new compounds form natural and related synthetic origin, active as MAO inhibitors (MAOIs) were discussed in some detail...
April 14, 2017: Combinatorial Chemistry & High Throughput Screening
https://www.readbyqxmd.com/read/28412841/a-new-pyranoxanthone-from-garcinia-nervosa
#8
Ka Woong Wong, Gwendoline Cheng Lian Ee, Intan Safinar Ismail, Thiruventhan Karunakaran, Vivien Yi Mian Jong
Phytochemical studies on the stem bark of Garcinia nervosa has resulted in the discovery of one new pyranoxanthone derivative, garner xanthone (1) and five other compounds, 1,5-dihydroxyxanthone (2), 6-deoxyisojacareubin (3), 12b-hydroxy-des-D-garcigerrin A (4) stigmasterol (5), and β-sitosterol (6). The structures of these compounds were elucidated with the aid of spectroscopic techniques, such as NMR and MS. The crude extracts of the plant were assessed for their antimicrobial activity.
April 17, 2017: Natural Product Research
https://www.readbyqxmd.com/read/28409637/halogenated-compounds-from-directed-fermentation-of-penicillium-concentricum-an-endophytic-fungus-of-the-liverwort-trichocolea-tomentella
#9
Tehane Ali, Masanori Inagaki, Hee-Byung Chai, Thomas Wieboldt, Chad Rapplye, L Harinantenaina Rakotondraibe
One new chlorinated xanthone, 6-chloro-3,8-dihydroxy-1-methylxanthone (1), a new 2-bromo-gentisyl alcohol (2), and a mixture of 6-epimers of 6-dehydroxy-6-bromogabosine C (3a and 3b), together with 19 previously identified compounds, epoxydon (4), norlichexanthone (5), 2-chlorogentisyl alcohol (6), hydroxychlorogentisyl quinone (7), 6-dehydroxy-6α-chlorogabosine C (8a), 6-dehydroxy-6β-chlorogabosine C (8b), gentisyl alcohol (9), gentisyl quinone (10), (R,S)-1-phenyl-1,2-ethanediol (11), dehydrodechlorogriseofulvin (12), dechlorogriseofulvin (13), dehydrogriseofulvin (14), griseofulvin (15), ethylene glycol benzoate (16), alternariol (17), griseoxanthone C (18), drimiopsin H (19), griseophenone C (20), and griseophenone B (21), were isolated from cultures of Penicillium concentricum, a fungal endophyte of the liverwort Trichocolea tomentella...
April 14, 2017: Journal of Natural Products
https://www.readbyqxmd.com/read/28404892/gambogic-acid-suppresses-cancer-invasion-and-migration-by-inhibiting-tgf%C3%AE-1-induced-epithelial-to-mesenchymal-transition
#10
Kai Zhao, Shuai Zhang, Xiuming Song, Yuyuan Yao, Yuxin Zhou, Qidong You, Qinglong Guo, Na Lu
The epithelial-to-mesenchymal transition (EMT) contributes to the disruption of cell-cell junctions and imbues cancer cells with invasive and migratory properties. In this study, we investigated the effect of gambogic acid, a xanthone extracted from the resin of Garciania hanburyi, on transforming growth factor β1 (TGFβ1)-induced EMT. Gambogic acid inhibited the invasion and migration of TGFβ1-induced A549 cells in vitro. Gambogic acid also increased the mRNA and protein expression of E-cadherin, but repressed the mRNA and protein expression of N-cadherin, vimentin, and transcription factor TWIST1...
February 17, 2017: Oncotarget
https://www.readbyqxmd.com/read/28391533/the-validation-of-calophyllum-brasiliense-guanandi-uses-in-brazilian-traditional-medicine-as-analgesic-by-in-vivo-antinociceptive-evaluation-and-its-chemical-analysis
#11
Luiz Carlos Klein-Júnior, Daniele Zambiasi, Giovana Rocha Salgado, Franco Delle Monache, Valdir Cechinel Filho, Fátima de Campos Buzzi
Calophyllum brasiliense is used as anti-inflammatory and analgesic in Brazilian traditional medicine. Thus, the main purpose of this study is to evaluate the antinociceptive effect of the chloroform fraction of C. brasiliense (CFCB) roots and to investigate its main mechanism of action. The antinociceptive effect of CFCB was evaluated in mice using acetic acid-induced writhing, formalin-induced paw licking, and hot-plate tests and capsaicin- and glutamate-induced nociception. Brasiliensic acid and 1,2-dimethoxyxanthone were isolated and evaluated in writhing test...
April 8, 2017: Naunyn-Schmiedeberg's Archives of Pharmacology
https://www.readbyqxmd.com/read/28382147/gambogenic-acid-synergistically-potentiates-bortezomib-induced-apoptosis-in-multiple-myeloma
#12
Runzhe Chen, Hongming Zhang, Ping Liu, Xue Wu, Baoan Chen
Background: Although the introduction of protease inhibitor bortezomib (BTZ) and immunomodulatory agent lenalidomide has led to improved outcomes in patients with multiple myeloma (MM), the disease remains incurable. Gambogenic acid (GNA), a polyprenylated xanthone isolated from the traditional Chinese medicine gamboge, has been reported to have potent antitumor activity and can effectively inhibit the survival and proliferation of cancer. In this study, we hypothesized that GNA could synergistically potentiate BTZ-induced apoptosis of MM cells and that combining BTZ and GNA may provide a more effective approach to treat MM...
2017: Journal of Cancer
https://www.readbyqxmd.com/read/28376372/synthesis-of-xanthone-derivatives-and-studies-on-the-inhibition-against-cancer-cells-growth-and-synergistic-combinations-of-them
#13
Jie Liu, Jianrun Zhang, Huailing Wang, Zhijun Liu, Cao Zhang, Zhenlei Jiang, Heru Chen
34 Xanthones were synthesized by microwave assisted technique. Their in vitro inhibition activities against five cell lines growth were evaluated. The SAR has been thoroughly discussed. 7-Bromo-1,3-dihydroxy-9H-xanthen-9-one (3-1) was confirmed as the most active agent against MDA-MB-231 cell line growth with an IC50 of 0.46 ± 0.03 μM. Combination of 3-1 and 5,6-dimethylxanthone-4-acetic acid (DMXAA) showed the best synergistic effect. Apoptosis analysis indicated different contributions of early/late apoptosis and necrosis to cell death for both monomers and the combination...
March 29, 2017: European Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/28365825/inhibition-of-inwardly-rectifying-kir2-x-channels-by-the-novel-anti-cancer-agent-gambogic-acid-depends-on-both-pore-block-and-pip2-interference
#14
Daniel Scherer, Benedikt Schworm, Claudia Seyler, Panagiotis Xynogalos, Eberhard P Scholz, Dierk Thomas, Hugo A Katus, Edgar Zitron
The caged xanthone gambogic acid (GA) is a novel anti-cancer agent which exhibits anti-proliferative, anti-inflammatory and cytotoxic effects in many types of cancer tissues. In a recent phase IIa study, GA exhibits a favourable safety profile. However, limited data are available concerning its interaction with cardiac ion channels. Heteromeric assembly of Kir2.x channels underlies the cardiac inwardly rectifying IK1 current which is responsible for the stabilization of the diastolic resting membrane potential...
April 2, 2017: Naunyn-Schmiedeberg's Archives of Pharmacology
https://www.readbyqxmd.com/read/28334929/large-scale-preparation-of-a-specific-xanthone-from-swertia-mussotii-and-evaluation-of-its-%C3%AE-glucosidase-inhibitory-activity
#15
Tao Chen, Hongmei Li, Chen Chen, Lixin Wei, Yulin Li
Large-scale preparation and α-glucosidase inhibitory activity of a specific xanthone swertioside from Swertia mussotii were investigated in this study. Firstly, an efficient method was successfully established by liquid-liquid extraction, preparative high-performance liquid chromatography and sephadex LH-20 for large-scale preparation of swertioside. The recovery of swertioside reached 92.0%. Secondly, in vitro α-glucosidase inhibition experiment showed that swertioside had good inhibition close to acarbose...
March 17, 2017: Journal of Chromatographic Science
https://www.readbyqxmd.com/read/28322990/xanthones-from-the-twigs-of-garcinia-oblongifolia-and-their-antidiabetic-activity
#16
Binh T D Trinh, Tam T T Quach, Dung N Bui, Dan Staerk, Lien-Hoa D Nguyen, Anna K Jäger
Three new xanthones, oblongixanthone F-H (1-3), along with eight known xanthones (4-11), were isolated from an EtOAc extract of the twigs of Garcinia oblongifolia. Their structures were elucidated by spectroscopic analysis including 1D- and 2D-NMR spectroscopy and mass spectrometry. The antidiabetic effects of all isolated compounds were evaluated by in vitro α-glucosidase and PTP1B inhibition assays. Compound 11 was the most active compound, and inhibited α-glucosidase and PTP1B with IC50 values of 1.7±0...
April 2017: Fitoterapia
https://www.readbyqxmd.com/read/28318895/competitive-protein-tyrosine-phosphatase-1b-ptp1b-inhibitors-prenylated-caged-xanthones-from-garcinia-hanburyi-and-their-inhibitory-mechanism
#17
Xue Fei Tan, Zia Uddin, Chanin Park, Yeong Hun Song, Minky Son, Keun Woo Lee, Ki Hun Park
Protein tyrosine phosphatase 1B (PTP1B) plays important role in diabetes, obesity and cancer. The methanol extract of the gum resin of Garcinia hanburyi (G. hanburyi) showed potent PTP1B inhibition at 10µg/ml. The active compounds were identified as prenylated caged xanthones (1-9) which inhibited PTP1B in dose-dependent manner. Carboxybutenyl group within caged motif (A ring) was found to play a critical role in enzyme inhibition such as 1-6 (IC50s=0.47-4.69µM), whereas compounds having hydroxymethylbutenyl 7 (IC50=70...
March 6, 2017: Bioorganic & Medicinal Chemistry
https://www.readbyqxmd.com/read/28314481/benzophenones-and-xanthone-derivatives-from-garcinia-schomburgkiana-induced-p-glycoprotein-overexpression-in-human-colorectal-caco-2-cells-via-oxidative-stress-mediated-mechanisms
#18
Cherdsak Boonyong, Chutichot Pattamadilok, Rutt Suttisri, Suree Jianmongkol
BACKGROUND: Up-regulation of P-gp is an adaptive survival mechanism of cancer cells from chemotherapy. Three new phytochemicals including two benzophenones, guttiferone K (GK) and oblongifolin C (OC), and a xanthone, isojacaruebin (ISO), are potential anti-cancer agents. However, the capability of these compounds to increase multidrug-resistance (MDR) through P-gp up-regulation in cancer cells has not been reported. PURPOSE: This study was to investigate the effects of GK, OC and ISO on P-gp up-regulation in colorectal adenocarcinoma cells (Caco-2 cells)...
April 15, 2017: Phytomedicine: International Journal of Phytotherapy and Phytopharmacology
https://www.readbyqxmd.com/read/28299980/penixanthones-a-and-b-two-new-xanthone-derivatives-from-fungus-penicillium-sp-syfz-1-derived-of-mangrove-soil-sample
#19
Huaming Tao, Xiaoyi Wei, Xiuping Lin, Xuefeng Zhou, Junde Dong, Bin Yang
Two new xanthone derivatives, penixanthones A (1) and B (2), together with three known compounds, aspenicillide (3), 1,5-dihydroxy-3-methoxy-7-methyl-anthracene-9,10-dione (4) and 1,2-indandiol (5), were isolated from the ethyl acetate extract of a culture of the fungus Penicillium sp. SYFz-1, which was separated from a mangrove soil sample. The structures of these compounds were elucidated by spectroscopic methods including NMR and mass spectrometry. The absolute configurations of penixanthones A (1) and B (2) were determined on the basis of electronic circular dichroism (ECD) data analysis...
March 16, 2017: Natural Product Research
https://www.readbyqxmd.com/read/28285462/2-3-diarylxanthones-as-potential-inhibitors-of-arachidonic-acid-metabolic-pathways
#20
Clementina M M Santos, Daniela Ribeiro, Artur M S Silva, Eduarda Fernandes
In response to an inflammatory stimulus, arachidonic acid (AA), the main polyunsaturated fatty acid present in the phospholipid layer of cell membranes, is released and metabolized to a series of eicosanoids. These bioactive lipid mediators of inflammation arise physiologically through the action of the enzymes 5-lipoxygenase (5-LOX) and cyclooxygenases (constitutive COX-1 and inducible COX-2). It is believed that dual inhibition of 5-LOX and COXs may have a higher beneficial impact in the treatment of inflammatory disorders rather than the inhibition of each enzyme...
March 11, 2017: Inflammation
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