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Xanthones

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https://www.readbyqxmd.com/read/28222357/mangiferin-antagonizes-tnf-%C3%AE-mediated-inflammatory-reaction-and-protects-against-dermatitis-in-a-mice-model
#1
Yunpeng Zhao, Wenhan Wang, Xihai Wu, Xiaoqian Ma, Ruize Qu, Xiaomin Chen, Chenghao Liu, Yaoge Liu, Xiaokai Wang, Pengcheng Yan, Hao Zhang, Jingrui Pan, Weiwei Li
This study aimed to investigate whether mangiferin played a protective role in a well-established dermatitis mouse model and tumor necrosis factor alpha (TNF-α)-induced RAW264.7 macrophages. Contact dermatitis is an inflammatory skin disease in the clinic, while its underlying mechanism still remains to be elucidated. Mangiferin, 1,3,6,7-tetrahydroxyxanthone-C2-β-d-glucoside (C-glucosyl xanthone), a natural antioxidant that was reported to inhibit inflammatory reactions, has been recently proved to be a potential therapy for inflammation...
February 18, 2017: International Immunopharmacology
https://www.readbyqxmd.com/read/28208680/anti-bacterial-and-anti-fungal-activity-of-xanthones-obtained-via-semi-synthetic-modification-of-%C3%AE-mangostin-from-garcinia-mangostana
#2
Srinivasan Narasimhan, Shanmugam Maheshwaran, Imad A Abu-Yousef, Amin F Majdalawieh, Janarthanam Rethavathi, Prince Edwin Das, Palmiro Poltronieri
The microbial contamination in food packaging has been a major concern that has paved the way to search for novel, natural anti-microbial agents, such as modified α-mangostin. In the present study, twelve synthetic analogs were obtained through semi-synthetic modification of α-mangostin by Ritter reaction, reduction by palladium-carbon (Pd-C), alkylation, and acetylation. The evaluation of the anti-microbial potential of the synthetic analogs showed higher bactericidal activity than the parent molecule. The anti-microbial studies proved that I E showed high anti-bacterial activity whereas I I showed the highest anti-fungal activity...
February 12, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28205590/antifouling-potential-of-nature-inspired-sulfated-compounds
#3
Joana R Almeida, Marta Correia-da-Silva, Emília Sousa, Jorge Antunes, Madalena Pinto, Vitor Vasconcelos, Isabel Cunha
Natural products with a sulfated scaffold have emerged as antifouling agents with low or nontoxic effects to the environment. In this study 13 sulfated polyphenols were synthesized and tested for antifouling potential using the anti-settlement activity of mussel (Mytilus galloprovincialis) plantigrade post-larvae and bacterial growth inhibition towards four biofilm-forming bacterial strains. Results show that some of these Nature-inspired compounds were bioactive, particularly rutin persulfate (2), 3,6-bis(β-D-glucopyranosyl) xanthone persulfate (6), and gallic acid persulfate (12) against the settlement of plantigrades...
February 13, 2017: Scientific Reports
https://www.readbyqxmd.com/read/28196973/two-new-polyketides-from-the-ascomycete-fungus-leptosphaeria-sp
#4
Jie Lin, Renlei Wang, Guohua Xu, Zhengfeng Ding, Xueshen Zhu, Erwei Li, Ling Liu
Leptosphaerins H and I (1 and 2), two new xanthone derivatives, and six known compounds, leptosphaerin F (3), monodictysin B (4), norlichexanthone (5), leptosphaerin D (6), moniliphenone (7) and emodinbianthrone (8) have been isolated from a scale-up fermentation of the ascomycete fungus Leptosphaeria sp. Their structures were primarily elucidated by interpretation of NMR spectroscopic data. The absolute configuration of 1 was assigned using the modified Mosher method, whereas that of C-8a in 2 was determined via the CD data...
February 15, 2017: Journal of Antibiotics
https://www.readbyqxmd.com/read/28194945/class-type-separation-of-the-polar-and-apolar-components-of-petroleum
#5
William J Robson, Paul A Sutton, Paul McCormack, Neil P Chilcott, Steven J Rowland
Identification of the heteroatom (nitrogen, sulfur, and oxygen)-containing compounds of petroleum is of key importance when considering industrial and environmental issues associated with crude oil production. The more commonly performed methods of crude oil fractionation are often insufficient in the extent to which they separate oils, not allowing defined "molecular" fractions to be obtained. Methods capable of performing a class type separation are uncommon and are often extensive and resource and time intensive...
February 21, 2017: Analytical Chemistry
https://www.readbyqxmd.com/read/28177637/synthesis-of-the-pentacyclic-core-of-citreamicin-%C3%AE
#6
Shawn Blumberg, Stephen F Martin
The citreamicins comprise a novel class of polycyclic xanthone natural products that have not yet yielded to total synthesis. A concise 11-step synthesis of the pentacyclic core of citreamicin η is now reported that features the use of a general approach for the synthesis of 1,4-dioxygenated xanthones. The synthesis also showcases improved techniques for effecting regioselective bromination of certain substituted phenols and coupling of acetylides with hindered ketones.
February 8, 2017: Organic Letters
https://www.readbyqxmd.com/read/28164437/separation-of-six-xanthones-from-swertia-franchetiana-by-high-speed-counter-current-chromatography
#7
Hongmei Li, Tao Chen, Jing Sun, Weiqing Wang, Yulin Li
Two groups of xanthone isomers (1-hydroxy-3,5,8-trimethoxyxanthone and 1-hydroxy-3,7,8-trimethoxyxanthone, 1,8-dihydroxy-3,7-dimethoxyxanthone and 1,8-dihydroxy-3,5-dimethanolxanthone) and two other xanthones (3-methoxy-1,5,8-trihydroxyxanthone and 3,5-dimethoxy-1-hydroxyxanthone) were separated from Swertia franchetiana. First, a solvent system composed of petroleum ether/methanol/water (2:1:0.6, v/v) was developed for the liquid-liquid extraction of these xanthones from the crude extract. Then, an efficient method was established for one step separation of these six xanthones by high-speed counter-current chromatography using n-hexane/ethyl acetate/methanol/ethanol/water (6:4:4:2:4, v/v) as the solvent system...
February 6, 2017: Journal of Separation Science
https://www.readbyqxmd.com/read/28163970/garcinia-subelliptica-merr-fukugi-a-multipurpose-coastal-tree-with-promising-medicinal-properties
#8
REVIEW
Tomomi Inoue, Mami Kainuma, Karin Baba, Nozomi Oshiro, Norimi Kimura, Eric Wei Chiang Chan
In this short review, the current knowledge on the botany, ecology, uses, and medicinal properties of the multipurpose Garcinia subelliptica (Fukugi) is updated. As yet, there are no reviews on this indigenous and heritage coastal tree species of the Ryukyu Islands in Japan, which has ethnocultural, ecological, and pharmacological significance. Planted by the Okinawan people some 300 years ago, Fukugi trees serve as windbreaks and accord protection against the destructive typhoons. The species has become a popular ornamental tree, and its bark has been used for dyeing fabrics...
January 2017: Journal of Intercultural Ethnopharmacology
https://www.readbyqxmd.com/read/28161987/two-new-biphenyls-from-the-stems-of-garcinia-tetralata
#9
Bing-Kun Ji, Xue-Mei Gao, Di Cui, Shan-Shan Wang, Wen-Zhong Huang, Yin-Ke Li, Shuang-Xi Mei, Zhi Yang, Gan-Peng Li, Meng-Yuan Jiang, Yong-Hui He, Zhi-Yong Jiang, Gang Du, Xiao-Xia Pan, Wen-Xing Liu, Qiu-Fen Hu
Two new biphenyls (1 and 2) and three known xanthones (3-5) were isolated from the ethanol extract of the stems of Garcinia tetralata. Structural elucidations of 1-2 were elucidated by spectroscopic methods including extensive 1D- and 2D-nuclear magnetic resonance spectroscopy techniques. Compounds 1-2 showed anti-rotavirus activities with SI above 10.
February 5, 2017: Natural Product Research
https://www.readbyqxmd.com/read/28158891/four-new-xanthones-from-cratoxylum-cochinchinense-and-their-in-vitro-antiproliferative-effects
#10
Chihiro Ito, Takuya Matsui, Ai Niimi, Hugh T-W Tan, Masataka Itoigawa
The study of the chemical constituents of branches and twigs of Cratoxylum cochinchinense collected in Singapore led to the isolation and structural elucidation of four new xanthones, named cratoxanthone A (1), B (2), C (3), and D (4), together with six known xanthones (5-10) and one known dihydroanthracenone (11). Eight xanthones (including 1 and 2) and 11 were tested for their antiproliferative activity in three human carcinoma cell lines (lung adenocarcinoma A549, colorectal carcinoma Colo205, and epidermoid carcinoma KB) and a human acute lymphoblastic leukemia B cell line (NALM-6), and the mitochondrial membrane potential was determined in KB cells...
February 3, 2017: Planta Medica
https://www.readbyqxmd.com/read/28134379/cbr4-promoted-intramolecular-aerobic-oxidative-dehydrogenative-arylation-of-aldehydes-application-in-the-synthesis-of-xanthones-and-fluorenones
#11
Jing Tang, Shijun Zhao, Yuanyuan Wei, Zhengjun Quan, Congde Huo
A simple and practical carbon tetrabromide promoted intramolecular aerobic oxidative dehydrogenative coupling reaction has been developed to provide a straightforward ring closure protocol for 2-aryloxybenzaldehydes to furnish xanthones. The reaction was performed under metal-, additive- and solvent-free conditions with good tolerance of functional groups. The present method is also applicable to the synthesis of fluorenones by using 2-arylbenzaldehydes as substrates. Preliminary studies of the reaction mechanism indicated that the reaction may proceed through a radical pathway...
January 30, 2017: Organic & Biomolecular Chemistry
https://www.readbyqxmd.com/read/28122182/symmetrically-substituted-xanthone-amphiphiles-combat-gram-positive-bacterial-resistance-with-enhanced-membrane-selectivity
#12
Shuimu Lin, Jun-Jie Koh, Thet Tun Aung, Fanghui Lim, Jianguo Li, Hanxun Zou, Lin Wang, Rajamani Lakshminarayanan, Chandra Verma, Yingjun Wang, Donald T H Tan, Derong Cao, Roger W Beuerman, Li Ren, Shouping Liu
This is the first report of the design of a new series of symmetric xanthone derivatives that mimic antimicrobial peptides using a total synthesis approach. This novel design is advantageous because of its low cost, synthetic simplicity and versatility, and easy tuning of amphiphilicity by controlling the incorporated cationic and hydrophobic moieties. Two water-soluble optimized compounds, 6 and 18, showed potent activities against Gram-positive bacteria, including MRSA and VRE (MICs = 0.78-6.25 μg/mL) with a rapid bactericidal effect, low toxicity, and no emergence of drug resistance...
February 13, 2017: Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/28108382/new-xanthones-and-cytotoxic-constituents-from-garcinia-mangostana-fruit-hulls-against-human-hepatocellular-breast-and-colorectal-cancer-cell-lines
#13
Gamal A Mohamed, Ahmed M Al-Abd, Ali M El-Halawany, Hossam M Abdallah, Sabrin R M Ibrahim
ETHNOPHARMACOLOGICAL RELEVANCE: Cancer has proceeded to surpass one of the most chronic illnesses to be the major cause of mortality in both the developing and developed world. Garcinia mangostana L. (mangosteen, family Guttiferae) known as the queen of fruits, is one of the most popular tropical fruits. It is cultivated in Southeast Asian countries: Malaysia, Indonesia, Sri Lanka, Burma, Thailand, and Philippines. Traditionally, numerous parts of G. mangostana have been utilized to treat various ailments such as abdominal pain, haemorrhoids, food allergies, arthritis, leucorrhoea, gonorrhea, diarrhea, dysentery, wound infection, suppuration, and chronic ulcer...
January 17, 2017: Journal of Ethnopharmacology
https://www.readbyqxmd.com/read/28101220/antitumor-effect-of-forbesione-isolated-from-garcinia-hanburyi-on-cholangiocarcinoma-in-vitro-and-in-vivo
#14
Parichart Boueroy, Chariya Hahnvajanawong, Thidarut Boonmars, Sunitta Saensa-Ard, Natthinee Anantachoke, Kulthida Vaeteewoottacharn, Vichai Reutrakul
Cholangiocarcinoma (CCA) is a malignancy with no effective therapy and poor prognosis. Forbesione, a caged xanthone isolated from Garcinia hanburyi, has been reported to inhibit proliferation and to induce apoptosis in human CCA cell lines. The present study aimed to further explore the potential anticancer properties of forbesione by testing its effects against the hamster CCA cell line Ham-1 in vitro and in vivo. It was observed that forbesione inhibited the growth of Ham-1 cells in vitro and suppressed Ham-1 growth as allograft in hamsters by inducing cell cycle arrest at the S phase...
December 2016: Oncology Letters
https://www.readbyqxmd.com/read/28079013/natural-product-inhibitors-of-topoisomerases-review-and-docking-study
#15
L Scotti, F J B Mendonça Júnior, F F Ribeiro, J F Tavares, M S Da Silva, J M Barbosa Filho, M T Scotti
Since ancient times, natural products have been used in treating various diseases effectively and safely. Nowadays, these natural compounds are submitted to sophisticated methodologies from isolation, computing, analytical, and even serving as pharmacophore suggestions for synthesis. The substances extracted from marine species, plants, and microorganisms present activities beneficial to our health, including protection against malignant tumors. The topoisomerase enzymes play an important role in DNA metabolism, and searching for enzyme inhibitors is an important target in the search for new anticancer drugs...
January 11, 2017: Current Protein & Peptide Science
https://www.readbyqxmd.com/read/28065566/structure-activity-relationships-of-diverse-xanthones-against-multidrug-resistant-human-tumor-cells
#16
Qiwen Wang, Chenyao Ma, Yun Ma, Xiang Li, Yong Chen, Jianwei Chen
Thirteen xanthones were isolated naturally from the stem of Securidaca inappendiculata Hassk, and structure-activity relationships (SARs) of these compounds were comparatively predicted for their cytotoxic activity against three human multidrug resistant (MDR) cell lines MCF-7/ADR, SMMC-7721/Taxol, and A549/Taxol cells. The results showed that the selected xanthones exhibited different potent cytotoxic activity against the growth of different human tumor cell lines, and most of the xanthones exhibited selective cytotoxicity against SMMC-7721/Taxol cells...
December 20, 2016: Bioorganic & Medicinal Chemistry Letters
https://www.readbyqxmd.com/read/28030961/three-new-xanthones-from-swertia-bimaculata-and-their-anti-5%C3%AE-reductase-activity
#17
Hai-Yan Wu, Yu Sheng, Xue-Qin Kan, Lin-Yun Mou, Qiu-Feng Hu, Gan-Peng Li
Three new xanthones (1-3), together with five known ones (4-8), were isolated from whole herb of Swertia bimaculata. Their structures were established on the basis of detailed spectroscopic analysis (1D- and 2D-NMR, HRESIMS, UV, and IR) and comparison with data reported in the literature. New isolates were evaluated for their anti-5α-reductase activity. The results revealed that all new compounds showed weak activity with reductase inhibitions of 40.5 ± 2.8, 38.6 ± 2.5, and 48.9 ± 3.0%, respectively...
December 29, 2016: Journal of Asian Natural Products Research
https://www.readbyqxmd.com/read/28008935/corrigendum-uplc-pda-qtofms-guided-isolation-of-prenylated-xanthones-and-benzoylphloroglucinols-from-the-leaves-of-garcinia-oblongifolia-and-their-migration-inhibitory-activity
#18
Hong Zhang, Dan Zheng, Zhi-Jie Ding, Yuan-Zhi Lao, Hong-Sheng Tan, Hong-Xi Xu
No abstract text is available yet for this article.
December 23, 2016: Scientific Reports
https://www.readbyqxmd.com/read/27978756/synthesis-of-succinimide-containing-chromones-naphthoquinones-and-xanthones-under-rh-iii-catalysis-evaluation-of-anticancer-activity
#19
Sang Hoon Han, Saegun Kim, Umasankar De, Neeraj Kumar Mishra, Jihye Park, Satyasheel Sharma, Jong Hwan Kwak, Sangil Han, Hyung Sik Kim, In Su Kim
The weakly coordinating ketone group directed C-H functionalizations of chromones, 1,4-naphthoquinones, and xanthones with various maleimides under rhodium(III) catalysis are described. These protocols efficiently provide a range of succinimide-containing chromones, naphthoquinones, and xanthones with excellent site selectivity and functional group compatibility. All synthetic compounds were screened for in vitro anticancer activity against human breast adenocarcinoma cell lines (MCF-7). In particular, compounds 7aa and 7ca with a naphthoquinone scaffold were found to be highly cytotoxic, with an activity competitive with anticancer agent doxorubicin...
December 16, 2016: Journal of Organic Chemistry
https://www.readbyqxmd.com/read/27941601/two-new-diphenylketones-and-a-new-xanthone-from-talaromyces-islandicus-en-501-an-endophytic-fungus-derived-from-the-marine-red-alga-laurencia-okamurai
#20
Hong-Lei Li, Xiao-Ming Li, Hui Liu, Ling-Hong Meng, Bin-Gui Wang
Two new diphenylketones (1 and 2), a new xanthone (3), and a known xanthone analogue (4) were isolated and identified from Talaromyces islandicus EN-501, an endophytic fungus obtained from the fresh collected marine red alga Laurencia okamurai. Their structures were elucidated on the basis of NMR spectroscopic and X-ray crystallographic analysis. The joint isolation of benzophenones and xanthones from the same fungal strain supports the biogenesis of xanthones via a benzophenone intermediate. It is worth mentioning that xanthones 3 and 4 have a methyl group at C-6 and C-2, respectively, which is uncommon compared with typical xanthones usually having a methyl group at C-8...
December 7, 2016: Marine Drugs
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