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Shaimaa Fayez, Doris Feineis, Laurent Aké Assi, Marcel Kaiser, Reto Brun, Suresh Awale, Gerhard Bringmann
From the roots of the West African liana Ancistrocladus abbreviatus (Ancistrocladaceae), ten new naphthylisoquinoline alkaloids (7a, 7b, 8a, 8b, and 9-14), displaying three different coupling types (5,1', 5,8', and 7,8'), were isolated, among them a series of five 5,1'-linked representatives and four metabolites belonging to the rare group of 7,8'-coupled alkaloids. Two of the alkaloids, the ancistrobrevines I (13) and J (14), are only the fourth and fifth examples of 7,8'-linked naphthyldihydroisoquinolines ever found in nature...
November 9, 2018: Fitoterapia
Peng Zhang, Yan-Li Wu, Ying-Xue Niu, Li-Han Zhu, Hua Li, Li-Xia Chen
Two new withanolides (1-2) together with five known ones (3-7), and three known aromatic glycosides (8-10) were isolated from the dried stems and leaves of Nicandra physaloides, an edible and medicinal plant. Their structures were identified by extensive spectroscopic analyses or comparison with literature data. The absolute configuration of 2 was assigned via X-ray crystallography. Compound 1 with a spiroketal moiety is relatively unusual in withanolides. Aromatic glycosides (8-10) showed potent inhibitory activity against LPS-induced nitric oxide production in RAW 264...
November 8, 2018: Fitoterapia
Yang Wang, Yuzhen Zhu, Lingyun Xiao, Lanlan Ge, Xin Wu, Weigang Wu, Haoqiang Wan, Keda Zhang, Jiemei Li, Boping Zhou, Jun Tian, Xiaobin Zeng
Six previously undescribed naturally occurring meroterpenoids (2, 5-9) together with seven known meroterpenoids (1, 3, 4, 10-13) were isolated from the root plant of Arnebia euchroma. Their structures and absolute configurations were determined by extensive 1D (1 H NMR, 13 C NMR) and 2D NMR (1 H1 H COSY, DEPT, HMQC, HMBC, NOESY) spectroscopic methods, spectroscopy high resolution mass spectrometry, as well as DFT and MM2 force-field calculations. Meroterpenoids 1-13 were evaluated for their cytotoxicities against human liver cancer cell lines SMMC-7721, HepG2, QGY-7703 and HepG2/ADM...
November 8, 2018: Fitoterapia
Han-Bo Hu, Yan-Fang Luo, Pan Wang, Wen-Jing Wang, Jun Wu
Six new xanthone-derived polyketides, named phomoxanthones F-K (1-6), along with three known ones, were isolated from Phomopsis sp. xy21, which was isolated as an endophytic fungus from the Thai mangrove Xylocarpus granatum. Phomoxanthone F (1) represents the first xanthone-derived polyketide containing a 10a-decarboxylated benzopyranone nucleus that was substituted by a 4-methyldihydrofuran-2(3H)-one moiety at C10a. Phomoxanthones G (2) and H (3) are highly oxidized xanthone-derived polyketides containing a novel 5-methyl-6-oxabicyclo[3...
November 8, 2018: Fitoterapia
Dang Ngoc Quang, Phitsamone Nanthalath, Vong Anatha Khamko, Xaykosy Soulinhong, Vilaipanya Vidavone
A novel cytotoxic 20-norsteroid with twenty-six carbon atoms named acemosin (1) was isolated and structural characterized together with two known compounds, asparacosin A (2) and stigmasterol (3) from the roots of Asparagus racemosus. Their structures were elucidated by a combination of 2D NMR, HR-MS and X-ray crystallographic analyses. Acemosin (1) possesses an unprecedented carbon skeleton, where the methyl group at C-20 is absent. Acemosin shows moderate cytotoxicity against HepG2 cancer cell line with its IC50 value of 87...
November 8, 2018: Fitoterapia
Jorge Luiz Dallazen, Daniele Maria-Ferreira, Bruna Barbosa da Luz, Adamara Machado Nascimento, Thales Ricardo Cipriani, Lauro Mera de Souza, Letícia Polli Glugoski, Bruno José Gonçalves Silva, Pierangelo Geppetti, Maria Fernanda de Paula Werner
Acmella oleracea (jambu), is used as ingredient for food and in folk medicine to relief toothache. Jambu edible flowers are rich in alkylamides, mainly spilanthol, which are responsible to evoke chemesthetic sensations. This study aimed to investigate the local effects promoted by the intraplantar injection of the hexanic fraction (HF) rich in alkylamides from jambu flowers and compare to synthetic isobutylalkyl amide (IBA). Swiss male mice were intraplantarly administrated with HF and IBA (0.1-30 μg/20 μL), and the underlying mechanisms associated to the antinociceptive (0...
November 7, 2018: Fitoterapia
Ying-Lan Chen, Xue-Lian Bian, Fu-Jiang Guo, Ying-Chun Wu, Yi-Ming Li
Two new 19-norbufadienolides (1 and 2) and one new 14,15-epoxy bufadienolide (3) alongside 16 known bufadienolides (4-19) were isolated from Bufonis Venenum that originated from the skin and parotid venom glands of an Asiatic toad (Bufo bufo gargarizans Cantor). The structures of these bufadienolides were elucidated based on the interpretation of their HRESIMS and NMR data. Compound 1, which had a unique peroxide, was established through extensive single-crystal X-ray diffraction. The two 19-norbufadienolides exhibited more potent cardiotonic activity in the isolated toad heart model and lower cytotoxicity against U87, U251, and LN-18 cell lines than other bufadienolides, such as bufalin and bufotalin...
October 30, 2018: Fitoterapia
Bo-Yi Fan, Yun Lu, Hong Yin, Ye He, Jian-Lin Li, Guang-Tong Chen
In this study, a resin glycoside fraction with cytotoxic activity was isolated from the alcoholic extract of C. arvensis whole plants. To describe the chemical feature of the resin glycosides, the fraction was alkaline hydrolyzed and four novel glycosidic acids, named arvensic acids A-D (1-4), were isolated. Their structures were thoroughly elucidated on the basis of spectroscopic data and chemical evidences. They all possess a same heptasacharride core, consisting of one D-fucose, two L-rhamnose and four d-glucose units...
October 30, 2018: Fitoterapia
Eva Gabrielová, Lenka Bartošíková, Jiří Nečas, Martin Modrianský
2,3-dehydrosilybin (DHS) is a minor component of silymarin, Silybum marianum seed extract, used in some dietary supplements. One of the most promising activities of this compound is its anticancer and cardioprotective activity that results, at least partially, from its cytoprotective, antioxidant, and chemopreventive properties. The present study investigated the cardioprotective effects of DHS in myocardial ischemia and reperfusion injury in rats. Isolated hearts were perfused by the Langendorff technique with low dose DHS (100 nM) prior to 30 min of ischemia induced by coronary artery occlusion...
October 29, 2018: Fitoterapia
Ju-Tao Wang, Pei-Liang Zhang, Jin-Song Liu, Guo-Kai Wang, Feng-Qing Xu, Lin Chen, Yang Yu, Gang Wang
Five novel globoscinic acid derivatives, aspergilates A-E (1-5) have been isolated from endophytic fungus Aspergillus sp. derived from Paeonia ostii. The structures of aspergilates A-E were determined by in-depth analyses of NMR spectra, HRESIMS and CD experiments. The absolute configurations of compounds 2-5 were determined by the ECD calculations based on quantum chemistry. Cytotoxic activities against five selected tested tumor cell lines of 1-5 were evaluated.
October 29, 2018: Fitoterapia
Zacharias E Suntres
Paraquat dichloride, a herbicide used for weed and grass control, is extremely toxic to humans and animals. The mechanisms of toxicity involve the redox cycling of paraquat resulting in the generation of reactive oxygen species and the depletion of the cellular NADPH. The major cause of death in paraquat poisoning is respiratory failure due to its specific uptake by and oxidative insult to the alveolar epithelial cells and inflammation with subsequent obliterating fibrosis. Paraquat also causes selective degeneration of dopaminergic neurons in the substantia nigra pars compacta, reproducing an important pathological feature of Parkinson disease...
October 23, 2018: Fitoterapia
Xue-Jiao Pang, Shuai-Bing Zhang, Peng-Jie Xian, Xia Wu, Deng-Feng Yang, Hai-Yan Fu, Xiao-Long Yang
Two novel sesquiterpenoids with an unprecedented tricyclo[4,4,2,1]hendecane scaffold, namely emericellins A (1) and B (2) representing a new skeleton, were isolated from the liquid cultures of an endophytic fungus Emericella sp. XL 029 associated with the leaves of Panax notoginseng. Their structures and relative configurations were characterized by extensive spectroscopic methods. Compounds 1-2 displayed moderate activities against three fungal strains (Verticillium dahliae Kleb, Helminthosporium maydis, and Botryosphaeria dothidea) and three bacterial strains (Bacillus subtilis, Bacillus cereus and Escherichia coli) with MIC values of 25-50 μg/mL...
October 22, 2018: Fitoterapia
Sheng-Ming Qu, Bai-Hui Shan, Hai-Tao Wang, Shuang Wang
A chemical investigation on the 70% EtOH extract of the aerial parts of Lycopodiastrum casuarinoides led to the isolation of six novel lycodine type alkaloids, lycocasuarines A-F (1-6). The structures of the isolated compounds were established based on 1D and 2D (1 H1 H COSY, HMQC, and HMBC) NMR spectroscopy, in addition to high resolution mass spectrometry. The isolated alkaloids were tested in vitro for cytotoxic potentials against seven malignant melanoma cell lines as well as acetylcholinesterase (AChE) and butyrocholinesterase (BuChE) inhibitory activities...
October 21, 2018: Fitoterapia
Manh Tuan Ha, Dong Hwa Park, Srijan Shrestha, Minji Kim, Jeong Ah Kim, Mi Hee Woo, Jae Sue Choi, Byung Sun Min
Stilbene derivatives, the principal constituent of Rheum undulatum L., are known to have a wide range of biological activities, such as anti-allergic, anti-diabetic, antioxidant, and anti-inflammatory activities. A phytochemical study on the methanol extract of Korean rhubarb (R. undulatum L.) led to the isolation of nine stilbene derivatives (1-9) and one flavonoid (10). All structures were elucidated based on a comprehensive analysis of spectroscopic data. Compound 1 (5-methoxy-cis-rhapontigenin) was elucidated as a new compound, while compound 2 (5-methoxy-trans-rhapontigenin) was isolated from a natural source for the first time...
October 21, 2018: Fitoterapia
Duplex Wetadieu Kamtcha, Mathieu Tene, Kibrom Gebreheiwot Bedane, Lena Knauer, Lukas Brieger, Carsten Strohmann, Pierre Tane, Souvik Kusari, Michael Spiteller
Phytochemical studies of the seeds of the Cameroonian medicinal plant, Salacia staudtiana, resulted in the isolation and identification of five new cardenolides (1-5) as well as a new dihydro-β-agarofuran (9), along with eight known compounds. The structures of all compounds were elucidated by 1D/2D NMR, ESI-HRMS data and comparison with literature data. The relative configurations of the new compounds were defined by X-ray crystallography analysis, NOESY correlations and coupling constants. We evaluated their antibacterial efficacy against two commonly dispersed environmental strains of Escherichia coli and Bacillus subtilis, and two pathogenic strains of Staphylococcus aureus and Pseudomonas aeruginosa, compared to the standard antibiotics, streptomycin and gentamicin...
October 21, 2018: Fitoterapia
Cécile Apel, Jérôme Bignon, María Concepción Garcia-Alvarez, Sarah Ciccone, Patricia Clerc, Isabelle Grondin, Emmanuelle Girard-Valenciennes, Jacqueline Smadja, Philippe Lopes, Michel Frédérich, Fanny Roussi, Thierry Meinnel, Carmela Giglione, Marc Litaudon
N-myristoylation (Myr) is an eukaryotic N-terminal co- or post-translational protein modification in which the enzyme N-myristoyltransferase (NMT) transfers a fatty acid (C14:0) to the N-terminal glycine residues of several cellular key proteins. Depending on the cellular context, NMT may serve as a molecular target in anticancer or anti-infectious therapy, and drugs that inhibit this enzyme may be useful in the treatment of cancer or infectious diseases. As part of an on-going project to identify natural Homo sapiens N-myristoyltransferase 1 inhibitors (HsNMT1), two ellagitannins, punicalagin (1) and isoterchebulin (2), along with eschweilenol C (3) and ellagic acid (4) were isolated from the bark of Terminalia bentzoë (L...
October 17, 2018: Fitoterapia
Andreas Schinkovitz, Pierre Le Pogam, Séverine Derbré, Emilie Roy-Vessieres, Patricia Blanchard, Sangeetha-Laura Thirumaran, Dimitri Breard, Marie-Chistine Aumond, Martin Zehl, Ernst Urban, Amandeep Kaur, Nathalie Jäger, Stefanie Hofer, Brigitte Kopp, Hermann Stuppner, Isabelle Baglin, Denis Seraphin, Sophie Tomasi, Daniel Henrion, Joël Boustie, Pascal Richomme
Secondary metabolites from lichens are known for exhibiting various biological effects such as anti-inflammatory, antioxidant and antibacterial activities. Despite this wide range of reported biological effects, their impact on the formation of advanced glycation end products (AGEs) remains vastly unexplored. The latter are known contributors to lifestyle and age-related diseases such as Alzheimer and Parkinson. Moreover, the development of atherosclerosis and arterial stiffness is causally linked to the formation of AGEs...
October 16, 2018: Fitoterapia
Rajaram Azad, Neela Kishore Babu, Aparna Dutta Gupta, Pallu Reddanna
Premna integrifolia (Agnimantha brihat) is a traditional medicinal plant with a prominent place in Ayurveda, Siddha and Unani systems of medicine. In this study we have evaluated the anti-inflammatory and immunomodulatory properties of the Premna integrifolia root extracts employing cyclooxygenase-1 (COX-1), cyclooxygenase-2 (COX-2), and 5-lipoxygenase (5-LOX) enzyme-based assays, lymphocyte proliferation assay, pro-and anti-inflammatory cytokines measurement. Petroleum ether extract (PEE) of Premna integrifolia showed potent inhibition of COX-2 and 5-LOX with IC50 values of 6...
October 16, 2018: Fitoterapia
Huan Jiang, Gui-Jie Zhang, Hai-Bing Liao, Dong Liang
Two new cadinane sesquiterpene glucosides (1, 2), two new phenylpropanoid glycosides (3, 4), and two new diterpenoid glucosides (5, 6), as well as 6 known compounds were isolated from the stems of Tinospora sinensis. The structures of these compounds were elucidated by extensive spectroscopic analysis and chemical methods. The absolute configuration of compound 1 was determined by timedependent density functional theory (TDDFT) electronic circular dichroism (ECD) calculations and in situ dimolybdenum CD method...
October 16, 2018: Fitoterapia
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