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Xanthones

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https://www.readbyqxmd.com/read/28641010/alpha-mangostin-reverses-multidrug-resistance-by-attenuating-the-function-of-the-multidrug-resistance-linked-abcg2-transporter
#1
Chung-Pu Wu, Sung-Han Hsiao, Megumi Murakami, Yu-Jen Lu, Yan-Qing Li, Yang-Hui Huang, Tai-Ho Hung, Suresh V Ambudkar, Yu-Shan Wu
The ATP-binding cassette (ABC) drug transporter ABCG2 can actively efflux a wide variety of chemotherapeutic agents out of cancer cells and subsequently reduce the intracellular accumulation of these drugs. Therefore, the overexpression of ABCG2 often contributes to the development of multidrug resistance (MDR) in cancer cells, which is one of the major obstacles to successful cancer chemotherapy. Moreover, ABCG2 is highly expressed in various tissues including the intestine and blood-brain barrier (BBB), limiting the absorption and bioavailability of many therapeutic agents...
June 22, 2017: Molecular Pharmaceutics
https://www.readbyqxmd.com/read/28638898/laser-photolysis-studies-of-%C3%AF-bond-dissociation-in-aromatic-carbonyls-with-a-c-c-triple-bond-stimulated-by-triplet-sensitization
#2
Minoru Yamaji, Ami Horimoto, Bronislaw Marciniak
We have prepared three types of carbonyl compounds, benzoylethynylmethyl phenyl sulfide (2@SPh), (p-benzoyl)phenylethynylmethyl phenyl sulfide (3@SPh) and p-(benzoylethynyl)benzyl phenyl sulfide (4@SPh) with benzoyl and phenylthiylmethyl groups, which are interconnected with a C-C triple bond and a phenyl ring. Laser flash photolysis of 3@SPh and 4@SPh in acetonitrile provided the transient absorption spectra of the corresponding triplet states where no chemical reactions were recognized. Upon laser flash photolysis of 2@SPh, the absorption band due to the phenylthiyl radical (PTR) was obtained, indicating that the C-S bond cleaved in the excited state...
June 22, 2017: Physical Chemistry Chemical Physics: PCCP
https://www.readbyqxmd.com/read/28626426/potential-of-central-eastern-and-western-africa-medicinal-plants-for-cancer-therapy-spotlight-on-resistant-cells-and-molecular-targets
#3
REVIEW
Armelle T Mbaveng, Victor Kuete, Thomas Efferth
Cancer remains a major health hurdle worldwide and has moved from the third leading cause of death in the year 1990 to second place after cardiovascular disease since 2013. Chemotherapy is one of the most widely used treatment modes; however, its efficiency is limited due to the resistance of cancer cells to cytotoxic agents. The present overview deals with the potential of the flora of Central, Eastern and Western African (CEWA) regions as resource for anticancer drug discovery. It also reviews the molecular targets of phytochemicals of these plants such as ABC transporters, namely P-glycoprotein (P-gp), multi drug-resistance-related proteins (MRPs), breast cancer resistance protein (BCRP, ABCG2) as well as the epidermal growth factor receptor (EGFR/ErbB-1/HER1), human tumor suppressor protein p53, caspases, mitochondria, angiogenesis, and components of MAP kinase signaling pathways...
2017: Frontiers in Pharmacology
https://www.readbyqxmd.com/read/28624142/anti-diabetic-xanthones-from-the-bark-of-garcinia-xanthochymus
#4
Chi N Nguyen, Binh T D Trinh, Toan B Tran, Le-Thu T Nguyen, Anna K Jäger, Lien-Hoa D Nguyen
An ethyl acetate extract the bark of Garcinia xanthochymus exhibited strong inhibition towards α-glucosidase and PTP1B with IC50 values of 0.3±0.1μg/mL and 2.3±0.4μg/mL, respectively. Chemical constituents of the extract were therefore examined, and two new compounds, xanthochymusxanthones A (1) and B (2), along with ten known xanthones (3-12), were isolated. Their structures were determined using spectroscopic methods, mainly 1D and 2D NMR. Inhibitory activity of the isolated compounds was then tested, and subelliptenone F (12) showed significant effect towards α-glucosidase with IC50 value of 4...
June 8, 2017: Bioorganic & Medicinal Chemistry Letters
https://www.readbyqxmd.com/read/28608589/new-chiral-stationary-phases-based-on-xanthone-derivatives-for-liquid-chromatography
#5
Carla Fernandes, Maria Elizabeth Tiritan, Sara Cravo, Ye' Zaw Phyo, Anake Kijjoa, Artur M S Silva, Quezia B Cass, Madalena M M Pinto
Six chiral derivatives of xanthones (CDXs) were covalently bonded to silica, yielding the corresponding xanthonic chiral stationary phases (XCSPs). The new XCSPs were packed into stainless-steel columns with 150 x 4.6 mm i.d. Moreover, the greening of the chromatographic analysis by reducing the internal diameter (150 x 2.1 mm i.d.) of the liquid chromatography (LC) columns was also investigated. The enantioselective capability of these phases was evaluated by LC using different chemical classes of chiral compounds, including several types of drugs...
June 13, 2017: Chirality
https://www.readbyqxmd.com/read/28599704/new-horizons-in-the-extraction-of-bioactive-compounds-using-deep-eutectic-solvents-a-review
#6
REVIEW
Mohamad Hamdi Zainal-Abidin, Maan Hayyan, Adeeb Hayyan, Natesan Subramanian Jayakumar
With the rapid development of ionic liquid analogues, termed 'deep eutectic solvents' (DESs), and their application in a wide range of chemical and biochemical processes in the past decade, the extraction of bioactive compounds has attracted significant interest. Recently, numerous studies have explored the extraction of bioactive compounds using DESs from diverse groups of natural sources, including animal and plant sources. This review summarizes the-state-of-the-art effort dedicated to the application of DESs in the extraction of bioactive compounds...
August 1, 2017: Analytica Chimica Acta
https://www.readbyqxmd.com/read/28587985/naturally-occurring-xanthone-and-benzophenone-derivatives-exert-significant-anti-proliferative-and-proapoptotic-effects-in-vitro-on-synovial-fibroblasts-and-macrophages-from-rheumatoid-arthritis-patients
#7
Izabella Henc, Adam Kokotkiewicz, Piotr Łuczkiewicz, Ewa Bryl, Maria Łuczkiewicz, Jacek M Witkowski
There is a need for novel, safer and cheaper drugs for the therapy of rheumatoid arthritis (RA), better targeted against the cellular processes involved in the disease pathogenesis. Using advanced analysis of microscopic images and flow cytometry, we demonstrate that naturally occurring xanthone and benzophenone derivatives exert strong, dose- and O2 concentration-dependent anti-proliferative and pro-apoptotic effects on RA patients' fibroblast-like synoviocytes (FLS) and macrophages. Suspensions containing fibroblasts, macrophages and other infiltrating cells were obtained from inflamed synovial tissue collected from female RA patients...
June 3, 2017: International Immunopharmacology
https://www.readbyqxmd.com/read/28581824/three-xanthone-dimers-from-the-thai-mangrove-endophytic-fungus-phomopsis-sp-xy21
#8
Pan Wang, Yan-Fang Luo, Min Zhang, Jun-Gui Dai, Wen-Jing Wang, Jun Wu
Three new xanthone dimers, named phomoxanthones C-E (1-3), were obtained from the Thai mangrove fungus Phomopsis sp. xy21, together with four known ones. The structures of these compounds were elucidated by the analysis of HRESIMS and extensive NMR spectroscopic data. The absolute configuration of 1 was established by the analysis of single-crystal X-ray diffraction with Cu Kα radiation. Phomoxanthones C (1) and D (2) possess a highly oxidized hexahydroxanthone skeleton.
June 5, 2017: Journal of Asian Natural Products Research
https://www.readbyqxmd.com/read/28579891/protective-effect-of-chlorogenic-acid-on-the-focal-cerebral-ischemia-reperfusion-rat-models
#9
Mingsan Miao, Lihua Cao, Ruiqi Li, Xiaoyan Fang, Yanyan Miao
OBJECTIVE: The aim of the study was to investigate the protective characteristic of chlorogenic acid, a natural glucosyl xanthone found in Lonicera Japonica on the cerebral ischemia reperfusion injury and the underlying mechanism. METHODS: Focal cerebral ischemia reperfusion model was built by blocking the left middle cerebral artery in rats by using the suture-occluded method. Before operation, the corresponding drugs were given for each group once a day for 7 days...
May 2017: Saudi Pharmaceutical Journal: SPJ: the Official Publication of the Saudi Pharmaceutical Society
https://www.readbyqxmd.com/read/28561772/chiral-derivatives-of-xanthones-investigation-of-the-effect-of-enantioselectivity-on-inhibition-of-cyclooxygenases-cox-1-and-cox-2-and-binding-interaction-with-human-serum-albumin
#10
Carla Fernandes, Andreia Palmeira, Inês I Ramos, Carlos Carneiro, Carlos Afonso, Maria Elizabeth Tiritan, Honorina Cidade, Paula C A G Pinto, M Lúcia M F S Saraiva, Salette Reis, Madalena M M Pinto
Searching of new enantiomerically pure chiral derivatives of xanthones (CDXs) with potential pharmacological properties, particularly those with anti-inflammatory activity, has remained an area of interest of our group. Herein, we describe in silico studies and in vitro inhibitory assays of cyclooxygenases (COX-1 and COX-2) for different enantiomeric pairs of CDXs. The evaluation of the inhibitory activities was performed by using the COX Inhibitor Screening Assay Kit. Docking simulations between the small molecules (CDXs; known ligands and decoys) and the enzyme targets were undertaken with AutoDock Vina embedded in PyRx-Virtual Screening Tool software...
May 31, 2017: Pharmaceuticals
https://www.readbyqxmd.com/read/28560167/rna-seq-analysis-of-mangosteen-garcinia-mangostana-l-fruit-ripening
#11
Azhani Abdul-Rahman, Hoe-Han Goh, Kok-Keong Loke, Normah Mohd Noor, Wan Mohd Aizat
Mangosteen (Garcinia mangostana L.) is known for its delectable taste and contains high amount of xanthones which have been reported to possess anti-cancer, anti-inflammatory and other bioactive properties. However, stage-specific regulation of mangosteen fruit ripening has never been studied in detail. We have performed a comparative transcriptomic analysis of three ripening stages (Stage 0, 2 and 6) of mangosteen. We have obtained a raw data from six libraries through Illumina HiSeq 4000. A total of ~ 40 Gb of raw data were generated...
June 2017: Genomics Data
https://www.readbyqxmd.com/read/28557380/lipid-and-phenolic-constituents-from-seeds-of-hypericum-perforatum-l-and-hypericum-tetrapterum-fr-and-their-antioxidant-activity
#12
Miriam Heinrich, Peter Lorenz, Rolf Daniels, Florian C Stintzing, Dietmar R Kammerer
Seeds of Hypericum perforatum and H. tetrapterum were extracted with dichloromethane and methanol and investigated by chromatographic and mass spectrometric methods. Both species yielded a fatty oil fraction amounting to 30.5% and 18.0% of the seed weight, respectively. Linoleic acid (C18:2n-6) was shown to be the predominant fatty acid constituent. Moreover, xanthone derivatives, i.e. tetrahydroxyxanthones (THX), xanthone-glycosides and xanthone-sulfonates, were assigned in methanolic extracts. For structure elucidation, one representative xanthone, namely 1,3,6,7-THX, was synthesized and analyzed via HPLC-DAD-MS(n) and GC-MS...
May 29, 2017: Chemistry & Biodiversity
https://www.readbyqxmd.com/read/28553073/involvement-of-nf-%C3%AE%C2%BAb-and-hsp70-signaling-pathways-in-the-apoptosis-of-mda-mb-231-cells-induced-by-a-prenylated-xanthone-compound-%C3%AE-mangostin-from-cratoxylum-arborescens-retraction
#13
(no author information available yet)
[This retracts the article on p. 1629 in vol. 8.].
2017: Drug Design, Development and Therapy
https://www.readbyqxmd.com/read/28547990/fermentative-production-of-phenolic-glucosides-by-escherichia-coli-with-an-engineered-glucosyltransferase-from-rhodiola-sachalinensis
#14
Qinglin He, Hua Yin, Jingjie Jiang, Yanfen Bai, Ning Chen, Shaowei Liu, Yibin Zhuang, Tao Liu
Three rosmarinic acid analogs produced by recombinant Escherichia coli, two xanthones from fungi and honokiol from plants, were explored as the substrates of E. coli harboring a glucosyltransferase mutant UGT73B6(FS) to generate phenolic glucosides. Six new and two known compounds were isolated from the fermentation broth of the recombinant strain of the feeding experiments, and the compounds were identified by spectroscopy. The biotransformation of rosmarinic acid analogs and xanthones into corresponding glucosides was presented for the first time...
June 14, 2017: Journal of Agricultural and Food Chemistry
https://www.readbyqxmd.com/read/28541369/neobraclactones-a-c-three-unprecedented-chaise-longue-shaped-xanthones-from-garcinia-bracteata
#15
Sheng-Li Niu, Da-Hong Li, Yue-Tong Wang, Kai-Bo Wang, Bin Lin, Yong-Kui Jing, Hui-Ming Hua, Jiao Bai, Zhan-Lin Li
Neobraclactones A-C (1-3), featuring an unprecedented further rearranged prenylxanthone skeleton with a unique octahydro-2H-1,3-dioxacyclopenta[c,d]inden-2-one scaffold, along with their biosynthesis-related known compound neobractatin (4), were isolated from the leaves of Garcinia bracteata. Their structures with absolute configurations were determined by extensive analyses of spectroscopic data and ECD calculations. Compounds 1 and 2 showed significant growth inhibition activities against the human leukaemia HL-60 and K562 cell lines with GI50 values from 0...
June 7, 2017: Organic & Biomolecular Chemistry
https://www.readbyqxmd.com/read/28539748/rapid-development-and-validation-of-improved-reversed-phase-high-performance-liquid-chromatography-method-for-the-quantification-of-mangiferin-a-polyphenol-xanthone-glycoside-in-mangifera-indica
#16
P Naveen, H B Lingaraju, K Shyam Prasad
Mangiferin, a polyphenolic xanthone glycoside from Mangifera indica, is used as traditional medicine for the treatment of numerous diseases. The present study was aimed to develop and validate a reversed-phase high-performance liquid chromatography (RP-HPLC) method for the quantification of mangiferin from the bark extract of M. indica. RP-HPLC analysis was performed by isocratic elution with a low-pressure gradient using 0.1% formic acid: acetonitrile (87:13) as a mobile phase with a flow rate of 1.5 ml/min...
April 2017: Pharmacognosy Research
https://www.readbyqxmd.com/read/28533145/effects-of-hydroxy-xanthones-on-dipalmitoylphosphatidylcholine-lipid-bilayers-a-theoretical-and-experimental-study
#17
M B Sierra, L Alarcón, D Gerbino, V I Pedroni, F E Buffo, M A Morini
Xanthones and derivatives are natural active compounds whose interest has been increased due to its several pharmacological effects. In this work, effects of hydroxy-xanthones on the physicochemical properties of dipalmitoylphosphatidylcholine (DPPC) liposomes have been investigated in terms of lipid bilayer fluidity, by means of molecular dynamics simulations and temperature dependence of zeta potential studies. Experimental results predict, in good agreement with simulations, that xanthones are able to be incorporated into DPPC liposomes with certain localization, fluidizing the bilayer...
May 19, 2017: Chemistry and Physics of Lipids
https://www.readbyqxmd.com/read/28530797/unexpected-biotransformation-of-the-hdac-inhibitor-vorinostat-yields-aniline-containing-fungal-metabolites
#18
Donovon A Adpressa, Kayla J Stalheim, Philip Jerome Proteau, Sandra Loesgen
The diversity of genetically encoded small molecules produced by filamentous fungi remains largely unexplored, which makes these fungi an attractive source for the discovery of new compounds. However, accessing their full chemical repertoire under common laboratory culture conditions is a challenge. Epigenetic manipulation of gene expression has become a well-established tool for overcoming this obstacle. Here we report that perturbation of the endophytic ascomycete Chalara sp. 6661, producer of the isofusidienol class of antibiotics, with the HDAC inhibitor vorinostat resulted in the production of four new modified xanthones...
May 22, 2017: ACS Chemical Biology
https://www.readbyqxmd.com/read/28530592/thermal-stability-of-the-functional-ingredients-glucosylated-benzophenones-and-xanthones-of-honeybush-cyclopia-genistoides-in-an-aqueous-model-solution
#19
Theresa Beelders, Dalene de Beer, Daneel Ferreira, Martin Kidd, Elizabeth Joubert
Thermal stability of the benzophenones, 3-β-d-glucopyranosyl-4-β-d-glucopyranosyloxyiriflophenone (1), 3-β-d-glucopyranosylmaclurin (2) and 3-β-d-glucopyranosyliriflophenone (3), and the xanthones, mangiferin (4) and isomangiferin (5), was assessed separately in an aqueous model solution (pH 5) to delineate their major degradation products and mechanism(s). Degradation followed first-order reaction kinetics and the temperature-dependence of the respective reaction rate constants complied with the Arrhenius equation...
October 15, 2017: Food Chemistry
https://www.readbyqxmd.com/read/28529883/smrt-sequencing-data-for-garcinia-mangostana-l-variety-mesta
#20
Mohd Razik Midin, Kok-Keong Loke, Maria Madon, Mohd Shukor Nordin, Hoe-Han Goh, Normah Mohd Noor
The "Queen of Fruits" mangosteen (Garcinia mangostana L.) produces commercially important fruits with desirable taste of flesh and pericarp rich in xanthones with medicinal properties. To date, only limited knowledge is available on the cytogenetics and genome sequences of a common variety of mangosteen (Abu Bakar et al., 2016 [1]). Here, we report the first single-molecule real-time (SMRT) sequencing data from whole genome sequencing of mangosteen of Mesta variety. Raw reads of the SMRT sequencing project can be obtained from SRA database with the accession numbers SRX2718652 until SRX2718659...
June 2017: Genomics Data
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