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Xanthones

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https://www.readbyqxmd.com/read/29790527/protective-activity-of-tovophyllin-a-a-xanthone-isolated-from-garcinia-mangostana-pericarps-against-acetaminophen-induced-liver-damage-role-of-nrf2-activation
#1
Sabrin R M Ibrahim, Dina S El-Agamy, Hossam M Abdallah, Nishat Ahmed, Mohamed A Elkablawy, Gamal A Mohamed
Garcinia mangostana L. (GM, family Guttiferae) is one of the most widely recognized tropical fruits. GM is a wealthy pool of xanthones that exhibit a wide range of bioactivities. Tovophyllin A (TA) separated from GM pericarps was tested for its efficacy to ameliorate acetaminophen (APAP)-induced liver injury. Mice were injected with a single dose of APAP with or without TA pretreatment. The protective effects of TA against APAP-induced liver damage were evident through amelioration of serum indices of hepatotoxicity and improvement of hepatic histopathologic lesions...
May 23, 2018: Food & Function
https://www.readbyqxmd.com/read/29782818/antimicrobial-activity-profiles-of-amphiphilic-xanthone-derivatives-are-a-function-of-their-molecular-oligomerization
#2
Jun-Jie Koh, Shuimu Lin, Yang Bai, Wendy Wan Ling Sin, Thet Tun Aung, Jianguo Li, Verma Chandra, Konstantin Pervushin, Roger W Beuerman, Shouping Liu
Currently, membrane-targeting small antimicrobial peptidomimetics (SAP) are important in antibiotic development because bacteria appear to develop resistance to these surface-active compounds less readily. However, the molecular membrane-targeting action of SAPs has received little attention. In this study, we investigated the effect of oligomerization of amphiphilic xanthone, a model SAP, on its antimicrobial properties against both Gram-positive and Gram-negative bacteria. First, oligomer formation by an amphiphilic xanthone, compound 2 (also coded as AM052), was investigated via solution-state nuclear magnetic resonance (NMR) spectroscopy...
May 18, 2018: Biochimica et Biophysica Acta
https://www.readbyqxmd.com/read/29776833/novel-oxazolxanthone-derivatives-as-a-new-type-of-%C3%AE-glucosidase-inhibitor-synthesis-activities-inhibitory-modes-and-synergetic-effect
#3
Sen-Miao Ding, Tian Lan, Gao-Jie Ye, Jia-Jun Huang, You Hu, Yi-Ran Zhu, Bo Wang
Xanthone derivatives have shown good α-glucosidase inhibitory activity and have drawn increased attention as potential anti-diabetic compounds. In this study, a series of novel oxazolxanthones were designed, synthesized, and investigated as α-glucosidase inhibitors. Inhibition assays indicated that compounds 4-21 bearing oxazole rings exhibited up to 30-fold greater inhibitory activity compared to their corresponding parent compound 1b. Among them, compounds 5-21 (IC50  = 6.3 ± 0.4-38.5 ± 4...
May 15, 2018: Bioorganic & Medicinal Chemistry
https://www.readbyqxmd.com/read/29772703/alpha-mangostin-improves-insulin-secretion-and-protects-ins-1-cells-from-streptozotocin-induced-damage
#4
Dahae Lee, Young-Mi Kim, Kiwon Jung, Young-Won Chin, Ki Sung Kang
Alpha (α)-mangostin, a yellow crystalline powder with a xanthone core structure, is isolated from mangosteen ( Garcinia mangostana ), which is a tropical fruit of great nutritional value. The aim of the present study was to investigate the anti-diabetic effects of α-mangostin and to elucidate the molecular mechanisms underlying its effect on pancreatic beta (β)-cell dysfunction. To assess the effects of α-mangostin on insulin production, rat pancreatic INS-1 cells were treated with non-toxic doses of α-mangostin (1⁻10 μM) and its impact on insulin signaling was examined by Western blotting...
May 16, 2018: International Journal of Molecular Sciences
https://www.readbyqxmd.com/read/29751500/xanthones-content-in-swertia-multicaulis-d-don-from-nepal
#5
Binu Timsina, Pavel Kindlmann, Maan B Rokaya, Naděžda Vrchotová, Jan Tříska, Štěpán Horník, Jan Sýkora
The medicinal plant Swertia multicaulis D. Don was collected in Rasuwa District (Nepal) and the xanthone content of its ethyl acetate extracts was studied. The total amount of xanthones in S. multicaulis determined by HPLC reaches almost 13 g of xanthones per 1 kg of dry matter. The identification of xanthones in S. multicaulis was achieved by a combination of HPLC, LC⁻MS and LC⁻NMR. The final assignment of the individual chemical structures was provided by NMR, supported by preparative HPLC. In eight chromatographic peaks, four major xanthones were identified—1,3-dihydroxy-5,8-dimethoxyxanthone, 1-hydroxy-3,5,8-trimethoxyxanthone, bellidifolin (1,5,8-tri-hydroxy-3-methoxyxanthone), and decussatin (1-hydroxy-3,7,8-trimethoxyxanthone)...
May 3, 2018: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/29738256/convergent-synthesis-of-kibdelone-c
#6
Yihua Dai, Feixia Ma, Yanfang Shen, Tao Xie, Shuanhu Gao
The synthesis of kibdelone C, a polycyclic natural xanthone isolated from a soil actinomycete, was achieved through a convergent approach. A 6π-electrocyclization was applied to construct the highly substituted dihydrophenanthrenol fragment (B-C-D ring). InBr3 -promoted lactonization was employed to build the isocoumarin ring, which served as a common precursor for the formation of isoquinolinone ring (A-B ring). A key DMAP-mediated oxa-Michael/aldol cascade reaction was developed to install the tetrahydroxanthone fragment (E-F ring)...
May 8, 2018: Organic Letters
https://www.readbyqxmd.com/read/29736381/usage-biological-activity-and-safety-of-selected-botanical-dietary-supplements-consumed-in-the-united-states
#7
REVIEW
P Annécie Benatrehina, Li Pan, C Benjamin Naman, Jie Li, A Douglas Kinghorn
In view of the continuous growth of the botanical dietary supplement industry and the increased popularity of lesser known or exotic botanicals, recent findings are described on the phytochemical composition and biological activities of five selected fruits consumed in the United States, namely, açaí, noni, mangosteen, black chokeberry, and maqui berry. A review of the ethnomedicinal uses of these plants has revealed some similarities ranging from wound-healing to the treatment of fever and infectious diseases...
April 2018: Journal of Traditional and Complementary Medicine
https://www.readbyqxmd.com/read/29734739/synthesis-of-new-glycosylated-flavonoids-with-inhibitory-activity-on-cell-growth
#8
Ana R Neves, Marta Correia-da-Silva, Patrícia M A Silva, Diana Ribeiro, Emília Sousa, Hassan Bousbaa, Madalena Pinto
Natural flavonoids and xanthone glycosides display several biological activities, with the glycoside moiety playing an important role in the mechanism of action of these metabolites. Herein, to give further insights into the inhibitory activity on cell growth of these classes of compounds, the synthesis of four flavonoids ( 5 , 6 , 9 , and 10 ) and one xanthone ( 7 ) containing one or more acetoglycoside moieties was carried out. Acetyl groups were introduced using acetic anhydride and microwave irradiation...
May 5, 2018: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/29717199/antibacterial-anthraquinone-derivatives-isolated-from-a-mangrove-derived-endophytic-fungus-aspergillus-nidulans-by-ethanol-stress-strategy
#9
Sui-Qun Yang, Xiao-Ming Li, Gang-Ming Xu, Xin Li, Chun-Yan An, Bin-Gui Wang
Three new natural products, including a new anthraquinone derivative isoversicolorin C (1), a new xanthone analog isosecosterigmatocystin (2), and a new amino acid derivative, glulisine A (3), along with six related metabolites (4-9) were isolated from the culture broth and mycelia extracts of the mangrove-derived endophytic fungus Aspergillus nidulans MA-143 under 0.1% ethanol stress. Their structures were elucidated by detailed analysis of their NMR spectra, ECD spectrum, and X-ray crystallographic experiments...
May 1, 2018: Journal of Antibiotics
https://www.readbyqxmd.com/read/29715452/local-administration-of-mangiferin-prevents-experimental-inflammatory-mechanical-hyperalgesia-through-cinc-1-epinephrine-pka-pathway-and-tnf-%C3%AE-inhibition
#10
Lilian Wünsch Rocha, Ivan José Magayewski Bonet, Claudia Herrera Tambeli, Felipe Meira de-Faria, Carlos Amilcar Parada
Steroidal and non-steroidal anti-inflammatory drugs (NSAIDs) are widely used to control inflammatory pain, but there is a risk of gastrointestinal bleeding and increased heart failure risk. The search for new drugs remains ongoing, and natural products are a source for potential new compounds. Mangiferin, a natural xanthone C-glucoside, has demonstrated biological activity, including anti-inflammatory and analgesic properties, but it's mechanisms are poorly understood. In this study, we investigated the mechanisms underlying the anti-inflammatory and analgesic effects of local administration of mangiferin...
April 28, 2018: European Journal of Pharmacology
https://www.readbyqxmd.com/read/29706529/design-synthesis-and-cardiovascular-evaluation-of-some-aminoisopropanoloxy-derivatives-of-xanthone
#11
M Kubacka, N Szkaradek, S Mogilski, K Pańczyk, A Siwek, A Gryboś, B Filipek, P Żmudzki, H Marona, A M Waszkielewicz
A series of aminoisopropanoloxy derivatives of xanthone has been synthesized and their pharmacological properties regarding the cardiovascular system has been evaluated. Radioligand binding and functional studies in isolated organs revealed that title compounds present high affinity and antagonistic potency for α1 -(compound 2 and 8), β-(compounds 1, 3, 4, 7), α1 /β-(compounds 5 and 6) adrenoceptors. Furthermore, compound 7, the structural analogue of verapamil, possesses calcium entry blocking activity...
April 18, 2018: Bioorganic & Medicinal Chemistry
https://www.readbyqxmd.com/read/29690545/use-of-plant-and-herb-derived-medicine-for-therapeutic-usage-in-cardiology
#12
REVIEW
Ye Eun Koo, Jiwon Song, Soochan Bae
Cardiovascular diseases (CVDs) have become prominent in mortality and morbidity rates. Prevalent cardiovascular conditions, such as hypertension, atherosclerosis and oxidative stress, are increasing at an alarming rate. Conventional drugs have been associated with adverse effects, suggesting a need for an alternative measure to ameliorate CVD. A number of plant- and herb-derived preventative food and therapeutic drugs for cardiovascular conditions are progressively used for their various benefits. Naturally derived food and drugs have fewer side effects because they come from natural elements; preventative food, such as grape seed, inhibits changes of histopathology and biomarkers in vital organs whereas therapeutic drugs, for instance Xanthone, improve heart functions by suppressing oxidative stress of myocyte...
April 22, 2018: Medicines (Basel, Switzerland)
https://www.readbyqxmd.com/read/29680739/autophagy-is-a-pro-survival-mechanism-in-ovarian-cancer-against-the-apoptotic-effects-of-euxanthone
#13
Li Zhu, Xiuping Liu, Dongmei Li, Shuhong Sun, Yue Wang, Xianghong Sun
BACKGROUND: Ovarian cancer is one of the most prevalent gynecological malignancies and thus the development of novel therapeutic agents for managing ovarian cancer is imperative. Euxanthone, a xanthone derived from Polygala caudata, has been found to exert cytotoxic effects on cancerous cells. This study was designed to assess the role of euxanthone in ovarian cancer. METHODS AND MATERIALS: Cell Counting Kit-8 (CCK-8) assay was utilized to assess the viability of human ovarian cancer SKOV3 and OVCAR3 cell lines...
April 19, 2018: Biomedicine & Pharmacotherapy, Biomédecine & Pharmacothérapie
https://www.readbyqxmd.com/read/29658840/neuropharmacological-and-molecular-docking-studies-of-xanthones-from-swertia-corymbosa
#14
Ganesan Mahendran, Ramachandran Vijayan
Anxiety represents a public health problem consistently found to be the most prevalent class of mental disorders among people of all ages. Xanthones possess many biological properties, including neuroprotective, antioxidant or antidepressant-like. In this study, we aimed to investigate anxiolytic-like antidepressant and anticonvulsant properties of isolated xanthones from Swertia corymbosa. We evaluated anxiolytic-like activity of compounds 1-3 in the mouse elevated plus maze (EPM) and open field test (OF)...
April 2018: Journal of Receptor and Signal Transduction Research
https://www.readbyqxmd.com/read/29621399/a-concise-approach-to-anthraquinone-xanthone-heterodimers
#15
Stephen D Holmbo, Sergey V Pronin
A synthetic approach to anthraquinone-xanthone heterodimers is described. The route to the pentacyclic core features an efficient assembly of a benzocycloheptenone via a new intramolecular oxidative arylation of an enol ether and a Hauser-Kraus annulation-aldol reaction sequence to access the characteristic bicyclo[3.2.2]nonene motif. Acremoxanthone A is synthesized in 10 steps from commercially available material to demonstrate the application of this approach.
April 5, 2018: Journal of the American Chemical Society
https://www.readbyqxmd.com/read/29621185/illumination-on-reserving-phloem-and-discarding-xylem-and-quality-evaluation-of-radix-polygalae-by-determining-oligosaccharide-esters-saponins-and-xanthones
#16
Fan Yang, Huijuan Yu, Xin Chai, Siwei Peng, Junjun Yang, Dan Wu, Jie Du, Yuefei Wang
The root of Polygala tenuifolia Willd. or Polygala sibirica L. exhibits protective effects on the central nervous system and is frequently used to treat insomnia, amnesia, and other cognitive dysfunction. In our study, we studied nine bioactive compounds spanning oligosaccharide esters, saponins, and xanthones by using a sensitive, efficient, and validated method established on ultra-performance liquid chromatography coupled with triple quadrupole mass spectrometry. The quantified result of interesting compounds proved that accumulation of those compounds were found in phloem rather than in xylem...
April 5, 2018: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/29615704/virtual-screening-docking-admet-and-system-pharmacology-studies-on-garcinia-caged-xanthone-derivatives-for-anticancer-activity
#17
Sarfaraz Alam, Feroz Khan
Caged xanthones are bioactive compounds mainly derived from the Garcinia genus. In this study, a structure-activity relationship (SAR) of caged xanthones and their derivatives for anticancer activity against different cancer cell lines such as A549, HepG2 and U251 were developed through quantitative (Q)-SAR modeling approach. The regression coefficient (r2 ), internal cross-validation regression coefficient (q2 ) and external cross-validation regression coefficient (pred_r2 ) of derived QSAR models were 0.87, 0...
April 3, 2018: Scientific Reports
https://www.readbyqxmd.com/read/29597932/synthesis-and-antitumor-antityrosinase-and-antioxidant-activities-of-xanthone
#18
Bei-Dou Zhou, Li-Lan Zeng, Yu-Gui Tong, Jia-Ying Fang, Zhi-Peng Ruan, Xiao-Yun Zeng, Yuan-Yuan Fang, Gui-Fen Xu, Dong-Bao Hu
Ten substituted 1,3-dihydroxyxanthones were synthesized in one step. The yields ranged from 40 to 76%. Compounds 8-10 were first reported. Next, the compounds' in vitro anti-proliferative activities against nine human cancer cell lines, antityrosinase, and antioxidant activities were evaluated. Compounds 1, 4, 6-7, and 9-10 exhibited enhanced cytotoxicity against certain cancer cells. Compounds 2, 8, 9, and 10 inhibited tyrosinase activity to a certain extent. In addition, compound 4 exhibited the best antioxidant activity, which was consistent with theoretical calculations...
March 30, 2018: Journal of Asian Natural Products Research
https://www.readbyqxmd.com/read/29576058/antioxidant-xanthones-and-anthraquinones-isolated-from-a-marine-derived-fungus-aspergillus-versicolor
#19
Ze-Hong Wu, Dong Liu, Ying Xu, Jian-Liang Chen, Wen-Han Lin
Chemical examination of an EtOAc extract of cultured Aspergillus versicolor fungus from deep-sea sediments resulted in the isolation of four xanthones, eight anthraquinones and five alkaloids, including a new xanthone, oxisterigmatocystin D (1) and a new alkaloid, aspergillusine A (13). High resolution electron impact mass spectrometry (HR-EI-MS), FT-IR spectroscopy, and NMR techniques were used to elucidate the structures of these compounds, and the absolute configuration of compound 1 was established by its NMR features and coupling constant...
March 2018: Chinese Journal of Natural Medicines
https://www.readbyqxmd.com/read/29575712/structure-elucidation-of-the-main-tetrahydroxyxanthones-of-hypericum-seeds-and-investigations-into-the-testa-structure
#20
Peter Lorenz, Annerose Heller, Marek Bunse, Miriam Heinrich, Melanie Berger, Jürgen Conrad, Florian C Stintzing, Dietmar R Kammerer
Seeds from Hypericum species have recently been identified as an interesting source of xanthone derivatives. Extraction of seeds from H. perforatum with MeOH and subsequent concentration via polyamide adsorption yielded a fraction enriched in tetrahydroxyxanthones (THX), which were further semipurified by silica chromatography. Based on tentative structure assignment of the two main THX X1 and X2 by NMR a total synthesis was performed for both compounds (THX 1 and 2, respectively), starting with an Ullmann ether synthesis...
March 25, 2018: Chemistry & Biodiversity
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