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Xanthones

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https://www.readbyqxmd.com/read/28541369/neobraclactones-a-c-three-unprecedented-chaise-longue-shaped-xanthones-from-garcinia-bracteata
#1
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...
May 25, 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
#2
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
#3
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
#4
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
#5
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
#6
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
https://www.readbyqxmd.com/read/28523644/elicitation-as-a-tool-to-improve-the-profiles-of-high-value-secondary-metabolites-and-pharmacological-properties-of-hypericum-perforatum
#7
REVIEW
Preeti Shakya, Gregory Marslin, Karthik Siram, Ludger Beerhues, Gregory Franklin
OBJECTIVES: In this review, we aim at updating the available information on the improvement of the Hypericum perforatum L. (Hypericaceae) phytochemical profile and pharmacological properties via elicitation. KEY FINDINGS: Hypericum perforatum seedlings, shoots, roots, calli and cell suspension cultures were treated with diverse elicitors to induce the formation of secondary metabolites. The extracts of the elicitor-treated plant material containing naphthodianthrones, phloroglucinols, xanthones, flavonoids and other new compounds were quantitatively analysed and tested for their bioactivities...
May 19, 2017: Journal of Pharmacy and Pharmacology
https://www.readbyqxmd.com/read/28516035/dna-shotgun-sequencing-analysis-of-garcinia-mangostana-l-variety-mesta
#8
Syuhaidah Abu Bakar, Suresh Kumar, Kok-Keong Loke, Hoe-Han Goh, Normah Mohd Noor
Mangosteen (Garcinia mangostana Linn.) is an ultra-tropical tree characterized by its unique dark purple fruits with white flesh. The xanthone-rich purple pericarp tissue contains valuable compounds with medicinal properties. Following previously reported genome sequencing of a common variety of mangosteen [1], we performed another whole genome sequencing of a commercially popular variety of this fruit species (var. Mesta) for comparative analysis of its genome composition. Raw reads of the DNA sequencing project were deposited to SRA database with the accession number SRX2709728...
June 2017: Genomics Data
https://www.readbyqxmd.com/read/28515022/sos-response-in-bacteria-inhibitory-activity-of-lichen-secondary-metabolites-against-escherichia-coli-reca-protein
#9
Pierangelo Bellio, Letizia Di Pietro, Alisia Mancini, Marisa Piovano, Marcello Nicoletti, Fabrizia Brisdelli, Donatella Tondi, Laura Cendron, Nicola Franceschini, Gianfranco Amicosante, Mariagrazia Perilli, Giuseppe Celenza
BACKGROUND: RecA is a bacterial multifunctional protein essential to genetic recombination, error-prone replicative bypass of DNA damages and regulation of SOS response. The activation of bacterial SOS response is directly related to the development of intrinsic and/or acquired resistance to antimicrobials. Although recent studies directed towards RecA inactivation via ATP binding inhibition described a variety of micromolar affinity ligands, inhibitors of the DNA binding site are still unknown...
June 15, 2017: Phytomedicine: International Journal of Phytotherapy and Phytopharmacology
https://www.readbyqxmd.com/read/28490237/phytochemistry-and-pharmacological-activities-of-the-genus-swertia-gentianaceae-a-review
#10
Jie Li, Yan-Li Zhao, Heng-Yu Huang, Yuan-Zhong Wang
Swertia plants have been considered to be medicinal plants useful for the treatment of various ailments for thousands of years, especially in Asian countries. This is due to the broad variety of chemical compounds that provide multiple ligands for bonding to different endogenous biomacromolecules for patients. Chemical constituents and pharmacological activities of Swertia plants are summarized in this paper. Approximately 419 metabolites and 40 bioactive compounds have been reported from 30 Swertia species, including xanthones, flavonoids, seco-iridiods, iridiods, triterpenoids, alkaloids, volatiles, and other secondary metabolites...
May 11, 2017: American Journal of Chinese Medicine
https://www.readbyqxmd.com/read/28489373/scalemic-caged-xanthones-isolated-from-the-stem-bark-extract-of-garcinia-propinqua
#11
Teerayut Sriyatep, Raymond J Andersen, Brian O Patrick, Stephen G Pyne, Chatchai Muanprasat, Sawinee Seemakhan, Suparerk Borwornpinyo, Surat Laphookhieo
Seven new caged xanthones, doitunggarcinones E-K (1-7), all as scalemic mixtures and 10 known compounds (8-17), were isolated from the stem bark extract of Garcinia propinqua. The structures were elucidated on the basis of spectroscopic methods. The separation of the enantiomers of 1-6 was achieved by semipreparative chiral HPLC. The absolute configuration of compound (+)-1 was determined by single-crystal X-ray crystallographic analysis using Cu Kα radiation. The absolute configurations of the other related compounds were determined from comparisons of their ECD spectra with that of compound (+)-1...
May 10, 2017: Journal of Natural Products
https://www.readbyqxmd.com/read/28465625/new-chlorinated-xanthone-and-anthraquinone-produced-by-a-mangrove-derived-fungus-penicillium-citrinum-hl-5126
#12
Ke-Yao He, Cheng Zhang, Yi-Ru Duan, Guo-Lei Huang, Chun-Yan Yang, Xing-Rui Lu, Cai-Juan Zheng, Guang-Ying Chen
Two new chlorinated metabolites 4-chloro-1-hydroxy-3-methoxy-6-methyl-8-methoxycarbonyl-xanthen-9-one (1) and 2'-acetoxy-7-chlorocitreorosein (2), together with three known compounds (3-5), were obtained from the EtOAc extract of the endophytic fungus Penicillium citrinum HL-5126 isolated from the mangrove Bruguiera sexangula var. rhynchopetala collected in the South China Sea. Their structures were elucidated by the detailed analysis of comprehensive spectroscopic data. All compounds were evaluated for their antibacterial and topoisomerase I inhibitory activities...
May 3, 2017: Journal of Antibiotics
https://www.readbyqxmd.com/read/28448798/chemodiversity-of-two-closely-related-tetraploid-centaurium-species-and-their-hexaploid-hybrid-metabolomic-search-for-high-resolution-taxonomic-classifiers
#13
Tijana Banjanac, Milan Dragićević, Branislav Šiler, Uroš Gašić, Borut Bohanec, Jasmina Nestorović Živković, Snežana Trifunović, Danijela Mišić
Species within the genus Centaurium readily hybridize and polyploid complexes are often seen in natural populations. We describe phytochemical profiles of newly discovered allohexaploid hybrid, here named Centaurium pannonicum, and its parental tetraploid species C. erythraea and rare C. littorale ssp. compressum. Our aim was to examine chemodiversity of these taxa in the area of Vojvodina (North Serbia) and to perform metabolomics search for chemical classifiers which would provide high resolution discrimination of parental and hybrid individuals...
April 24, 2017: Phytochemistry
https://www.readbyqxmd.com/read/28441346/xanthones-from-the-pericarp-of-garcinia-mangostana
#14
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
#15
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%...
June 2017: Chirality
https://www.readbyqxmd.com/read/28429536/%C3%AE-mangostin-decreases-%C3%AE-amyloid-peptides-production-via-modulation-of-amyloidogenic-pathway
#16
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...
June 2017: CNS Neuroscience & Therapeutics
https://www.readbyqxmd.com/read/28424496/the-chemical-characterization-of-nigerian-propolis-samples-and-their-activity-against-trypanosoma-brucei
#17
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
#18
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
#19
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
#20
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
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