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Filippo Maggi, Fabrizio Papa, Stefania Pucciarelli, Massimo Bramucci, Luana Quassinti, Luciano Barboni, Diego Dal Ben, Anna Teresa Ramadori, Claudia Graiff, Rossana Galassi
The industrial extraction and further applications of isofuranodiene are limited because at room temperature it spontaneously converts to curzerene, a structurally less active isomer. This work definitively identified the structure of isofuranodiene in the solid state, showing the two methyl groups in syn position. In addition, two bioactive metal cations, namely, silver(I) and copper(II) ions, were used in the attempt to obtain the chemical stability of isofuranodiene: in the case of silver(I), a labile adduct was formed, while in the case of copper(II), a more stable 1:1 adduct was achieved...
January 6, 2017: Fitoterapia
Yannick Fouokeng, Carine Mvot Akak, Michel Feussi Tala, Anatole Guy Blaise Azebaze, Birger Dittrich, Juliette Catherine Vardamides, Hartmut Laatsch
Eight compounds were isolated from the stem bark of Antrocaryon klaineanum, and their structures determined by chemical and spectroscopic methods. Among these compounds, the ergostane-type antrocarine E (1a) is a new compound, although the structure had already been published by mismatching the spectroscopic data with those of 2. In this paper, we are reporting the valid spectroscopic values for antrocarine E and X-ray diffraction results.
January 5, 2017: Fitoterapia
Yi Zhang, Jingya Ruan, Jian Li, Liping Chao, Wenzhong Shi, Haiyang Yu, Xiumei Gao, Tao Wang
The 70% ethanol extract of Dioscorea septemloba rhizomes was subjected to chromatographic columns including silica gel, ODS, D101 resin, Sephadex LH-20 and HPLC, to yield three new diarylheptanoids (1-3) and two novel stilbenes (4 and 5), together with six known ones (6-11). Their structures were elucidated on the basis of extensive 1D NMR ((1)H and (13)C), 2D NMR (COSY, HSQC, HMBC, NOESY), IR, and MS spectroscopic data analyses. Moreover, the in vitro bioactivity screening experiment suggested that compounds 6-8 and 10 could significantly increase the glucose consumption in differentiated L6 myotubes, and that 2, 9-11 displayed triglyceride inhibitory effects in HepG2 cells...
January 5, 2017: Fitoterapia
Bandi Siva, Arramshetti Venkanna, Borra Poornima, Solipeta Divya Reddy, Joel Boustie, Schnell Bastien, Nishant Jain, Pathipati Usha Rani, Katragadda Suresh Babu
A comprehensive reinvestigation of chemical constituents from CHCl3-soluble extract of Cipadessa baccifera led to the isolation of two new limonoids 1, 2 together with six known compounds 3-8. Their structures were established on the basis of extensive analysis of spectroscopic (IR, MS, 2D NMR) data. Further, a series of cipaferen G (3) derivatives were efficiently synthesized utilizing Yamaguchi esterification (2, 4, 6-trichlorobenzoyl chloride, Et3N, THF, DMAP, toluene) at the C-3 position of the limonoids core, which is being reported for the first time...
January 5, 2017: Fitoterapia
Chen Zhu, Wei Liu, Chaohua Luo, Yi Liu, Chan Li, Miao Fang, Yingbo Lin, Jinying Ou, Minting Chen, Daoqi Zhu, Ken Kin-Lam Yung, Zhixian Mo
In this study, to study the effect of rhynchophylline on TH in midbrain of methamphetamine-induced conditioned place preference (CPP) adult zebrafish, place preference adult zebrafish models were established by methamphetamine (40μg/g) and the expression of TH was observed by immunohistochemistry technique and Western blot. Ketamine (150μg/g), high dose of rhynchophylline (100μg/g) group can significantly reduce the place preference; immunohistochemistry results showed that the number of TH-positive neurons in midbrain was increased in the methamphetamine model group, whereas less TH-positive neurons were found in the ketamine group and high dosage rhynchophylline group...
January 5, 2017: Fitoterapia
Fei-Xue Yu, Zhe Li, Yao Chen, Yin-He Yang, Guo-Hong Li, Pei-Ji Zhao
An endophytic fungus, Chaetomium sp. M453, was isolated from Huperzia serrata (Thunb. ex Murray) Trev. and subjected to phytochemical investigation. Three unusual C25 steroids, neocyclocitrinols E-G (1-3), and 3β-hydroxy-5,9-epoxy-(22E,24R)-ergosta-7,22-dien-6-one (4) together with three known steroids were isolated from solid fermentation products of the fungus, which were elucidated by extensive spectroscopic analyses, including 1D-, 2D-NMR, and HR-ESI-MS experiments. The absolute configuration of 1 was determined by X-ray crystallographic analysis and CD analyses...
December 29, 2016: Fitoterapia
Shabnam Sarshar Beydokthi, Jandirk Sendker, Simone Brandt, Andreas Hensel
The rhizomes from Agropyron repens are traditionally used for the treatment of uncomplicated urinary tract infections. Extracts prepared with solvents of different polarity did not show any cytotoxic effects against different strains of uropathogenic E. coli (UPEC) and human T24 bladder cells under in vitro conditions. Significant antiadhesive activity against the bacterial attachment to human T24 bladder cells was found for an acetone extract (AAE) at concentrations >250μg/mL. More hydrophilic extracts did not influence the bacterial attachment to the eukaryotic host cells...
December 29, 2016: Fitoterapia
Cheng-Jun Li, Shuo Chen, Chang Sun, Lei Zhang, Xin Shi, Su-Jia Wu
The ethanol extract of the aerial parts of Alstonia yunnanensis Diels afforded five new monoterpenoid indole alkaloids, alstiyunnanenines A-E (1-5), along with one known compound, alstoniascholarine I (6). The structures of the isolated compounds were established based on 1D and 2D ((1)H-(1)H COSY, HMQC, and HMBC) NMR spectroscopy, in addition to high resolution mass spectrometry. The isolated compounds were tested in vitro for cytotoxic potential using eight tumor cell lines. As a result, alkaloids 4-6 exhibited cytotoxicities against all tested tumor cell lines, especially against osteosarcoma cell lines (SOSP-9607, MG-63, Saos-2, M663) with IC50values<6μM...
December 28, 2016: Fitoterapia
Hai Jiang, Liu Yang, Guo-Xu Ma, Xu-Dong Xing, Mei-Ling Yan, Yan-Yan Zhang, Qiu-Hong Wang, Bing-You Yang, Hai-Xue Kuang, Xu-Dong Xu
The fruits of Xanthium sibiricum Patr yielded five phenylpropanoid derivatives, named as xanthiumnolics A-E (1-5). Their structures were elucidated by spectroscopic analysis and comparison with literature data. The isolated ones were tested for their anti-inflammatory activities on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW 264.7, and compound 5 showed strong inhibitory activities with IC50 value of 8.73μM.
December 23, 2016: Fitoterapia
Lin-Yang Cheng, Hsiang-Ruei Liao, Li-Chai Chen, Shih-Wei Wang, Yueh-Hsiung Kuo, Mei-Ing Chung, Jih-Jung Chen
Two new naphthofuranone derivatives, 11-hydroxy-2-O-methylhibiscolactone A (1) and O-methylhibiscone D (2), have been isolated from the stems of Pachira aquatica, together with 18 known compounds (3-20). The structures of two new compounds were determined through spectroscopic and MS analyses. Among the isolated compounds, 11-hydroxy-2-O-methylhibiscolactone A (1), isohemigossylic acid lactone-7-methyl ether (4), gmelofuran (6), and 5-hydroxyauranetin (8) exhibited inhibition (IC50≤28.84μM) of superoxide anion generation by human neutrophils in response to N-formyl-L-methionyl-L-leucyl-L-phenylalanine (fMLP)...
December 22, 2016: Fitoterapia
Yasmin Bains, Alejandro Gugliucci
We have previously shown that Ilex paraguariensis extracts have potent antiglycation actions. Associations of excess free fructose consumption with inflammatory diseases have been proposed to be mediated through in situ enteral formation of fructose AGEs, which, after being absorbed may contribute to inflammatory diseases via engagement of RAGE. In this proof of principle investigation we show fluorescent AGE formation between amino acids (Arg, Lys, Gly at 10-50mM) and fructose (10-50mM) under time, temperature, pH and concentrations compatible with the digestive system lumen and its inhibition by Ilex paraguariensis extracts...
December 22, 2016: Fitoterapia
Hong-Xin Liu, Hai-Bo Tan, Yuan Liu, Yu-Chan Chen, Sai-Ni Li, Zhang-Hua Sun, Hao-Hua Li, Sheng-Xiang Qiu, Wei-Min Zhang
Cytosporaphenones A-C, one new polyhydric benzophenone and two new naphtopyrone derivatives, along with eight known ones, were isolated from Cytospora rhizophorae, an endophytic fungus from Morinda officinalis. Their structures were fully characterized by means of detailed spectroscopic analysis and X-ray single crystal diffraction. To our knowledge, the three new compounds were the most highly oxygenated metabolites of their families discovered in nature. Moreover, all of the compounds were evaluated for in vitro cytotoxic activities against MCF-7, NCI-H460, HepG-2 and SF-268 tumor cell lines, and the new compound 1 exhibited weak growth inhibitory activity against the tumor cell lines MCF-7 and HepG-2 with IC50 values of 70 and 60μM, respectively...
December 13, 2016: Fitoterapia
Fanxing Meng, Yan Li, Guiyuan He, Guangbo Ge, Shumin Liu
Isofraxidin, 7-Hydroxy-6.8-dimethoxy-2H-1-benzopyran-2-one, is a major active component of Acanthopanax senticosus, which has been used as Acanthopanax (Ciwujia) injection to treat cardiovascular and cerebrovascular diseases in China for more than thirty years. The purpose of this study was to identify the roles of human UDP-glucuronosyltransferases (UGTs) in isofraxidin glucuronidation in the liver and intestinal microsomes and to reveal the potential species differences by comparing the liver microsomal glucuronidation from different experimental animals...
November 30, 2016: Fitoterapia
Jian-Bo Yang, Jin-Ying Tian, Zhong Dai, Fei Ye, Shuang-Cheng Ma, Ai-Guo Wang
A novel stilbene glucoside, polygonumnolide D (1), and a novel dianthrone glycoside, polygonumnolide E (2), were isolated from a 70% EtOH extract of the dried roots of Polygonum multiflorum Thunb., together with six known compounds (3-8). Their structures were elucidated by 1D and 2D NMR as well as mass spectroscopy data. The isolated compounds were evaluated for their a-glucosidase inhibitory activities in vitro. Compounds 1, 2 and 5 showed the inhibitory activity against a-glucosidase with the IC50 values of 2...
November 23, 2016: Fitoterapia
Lei Fang, Shan-Ming Tian, Jie Zhou, Yun-Liang Lin, Zhi-Wei Wang, Xiao Wang
Two new monoterpenoid indole alkaloids, melokhasines A (1) and B (2), together with four known alkaloids (3-6), were isolated from the roots of Melodinus axillaris. The structures were determined by extensive spectroscopic methods, including 1D and 2D-NMR spectroscopy, high resolution mass spectrometric data, and by comparison to literature data. New compounds 1-2 might be derived from a common precursor (3) by proposing their biogenetic route, and compound 1 represents the first Melodinus alkaloid featuring an ethyl acetate group skeleton at C-18...
October 28, 2016: Fitoterapia
Yi Zhang, Liping Chao, Jingya Ruan, Chang Zheng, Haiyang Yu, Lu Qu, Lifeng Han, Tao Wang
Eight new compounds, dioscorosides G (1), H1 (2), H2 (3), dioscorol B (4), dioscorosides I (5), J (6), K1 (7), and K2 (8), together with twelve known ones (9-20) were obtained from the rhizomes of Dioscorea septemloba. Their structures were elucidated by chemical and spectroscopic methods. Among the known isolates, 12-14, 18, and 20 were isolated from the Dioscoreae genus for the first time. While, 9-11, 15, and 16 were firstly obtained from the plant. Moreover, all the isolates were evaluated for in vitro anti-inflammatory potential using LPS-stimulated RAW 264...
October 28, 2016: Fitoterapia
Jacek Drobnik, Elżbieta Drobnik
Plant metabolites became objects of chemical research for pharmaceutical and medicinal reasons. The period of pure plant substances in chemistry started 1770 with isolation of tartaric acid from wine (wine in pharmacy is a plant-derived preparation). Carl Scheele isolated 7 plant acids: tartaric, benzoic, citric, oxalic, malic, glucuronic and gallic. The era of alkaloids started 1803 when narcotine was discovered and published. Since that time, pharmacists and toxicologists began to recognize alkaloids (or substances regarded as such) as highly active principles responsible for their powerful, thus easily-observed actions to humans and test animals...
October 27, 2016: Fitoterapia
Xiao-Yan Pang, Yun-Xia Li, Yuan Gong, Yuan Yan, Hong-Fang Li, Ying Zhu
Six eremophilane-type (parasenolide A-F) and an eudesmane-type (parasenin) sesquiterpenoids, along with eight known sesquiterpenes, were isolated from the whole plants of Parasenecio roborowskii. The structures and absolute configurations of new compounds were elucidated using extensive spectroscopic analysis, including HRESIMS, 1D and 2D NMR experiments, the CD exciton chirality methods, and single-crystal X-ray crystallography. All isolated compounds were evaluated for cytotoxicity against five human cancer (HeLa, HepG2, K562, MDA231, and NCI-H460) cell lines and a murine melanoma B16 F10 cell line by MTT assay...
January 2017: Fitoterapia
Nan Shao, Huan Jiang, Xiaotong Wang, Bo Yuan, Yi Jin, Mantong Song, Yuqing Zhao, Haiyan Xu
Stereoselectivity of ginsenosides produced from the stereogenic carbon-20 has been proved to be closely related to drug action including pharmacodynamics and pharmacokinetics. 25-Methoxydammarane-3,12,20-triol (25-OCH3-PPD) and 25-hydoxyprotopanaxadiol (25-OH-PPD) are novel protopanaxadiol-type (PPD) sapogenins. 25-OH-PPD was also the in vivo bioactive demethyl-metabolite of 25-OCH3-PPD. The study aimed to investigate the influence of 20(R/S)-configuration on the pharmacokinetics of 20(R/S)-25-OCH3-PPD epimers and 20(R/S)-25-OH-PPD epimers...
January 2017: Fitoterapia
Barbara Tóth, Fang-Rong Chang, Tsong-Long Hwang, Ádám Szappanos, Attila Mándi, Attila Hunyadi, Tibor Kurtán, Gusztáv Jakab, Judit Hohmann, Andrea Vasas
The present study focused on the anti-inflammatory screening of Luzula species native to the Carpathian Basin and bioactivity-guided isolation of compounds of Luzula luzuloides (Lam.) Dandy & Wilmott. The anti-inflammatory properties of extracts with different polarity prepared from Luzula species were determined. Among them, the CH2Cl2-soluble fraction of L. luzuloides possessed strong inhibitory effects on superoxide anion generation (99.39±0.37%) and elastase release (114.22±3.13%) in fMLP/CB-induced human neutrophils at concentration of 10μg/mL...
January 2017: Fitoterapia
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