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Pyrans (7):
Recent article
Pyrans
Abstract
Highly substituted 4H-pyrans can be smoothly synthesized from readily available 2-(1-alkynyl)-2-alkene-1-ones by DBU- or n-Bu(3)P catalyzed hetero-[4+2] cycloaddition reactions, in which 2-(1-alkynyl)-2-alkene-1-ones act as both heterodiene and heterodinenophile.
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PMID: 20871909
PDF is available here.
PDF is available here.
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Abstract
In this study, various 3'R,4'R-disubstituted-2',2'-dimethydihydropyrano[2,3-f]chromone (DSP) derivatives were discovered as potent chemosensitizers in the treatment of multidrug resistant cancer cells. Twenty-four DSP analogues (5-28) were synthesized and evaluated against a multidrug resistant (MDR...
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PMID: 21082774
PDF is available here.
PDF is available here.
Abstract
Taking into account the numerous reports in the literature related to pyran naphthoquinones in searching for new pharmacologically promising molecules against different therapeutic targets, this review intends to explore the synthetic methodologies for preparing these bioactive compounds.
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PMID: 20838670
PDF is available here.
PDF is available here.
Cancer Science (101)11 2010
Abstract
We focused on the regulation of vascular endothelial growth factor (VEGF) mRNA, since VEGF is a key regulatory component in tumor angiogenesis and known for the intricate regulation of mRNA processing, such as alternative splicing. We found that in HeLa cells SSA reduced the amount of both mRNA and...
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PMID: 20726856
PDF is available here.
PDF is available here.
Canadian Veterinary Journal (51)10 2010
Abstract
Twenty-four 10- to 16-week-old calves in a dairy herd in Birjand, Iran, inadvertently received an excessive dose of salinomycin mixed with barley grain. There was 58% mortality within 10 d. The calves had high serum AST, LDH, and CK activities; histopathologic lesions in myocardium, liver, and kidne...
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PMID: 21197208
PDF is available here.
PDF is available here.
Abstract
Oleuropein, an active constituent of olive leaf, has a variety of pharmacological activities associated with its capacity to scavenge reactive oxygen species. Oleuropein is also reported to have protective effects against non-alcoholic fatty liver disease (NAFLD) in vivo. In this study, gene express...
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PMID: 20845385
PDF is available here.
PDF is available here.
Abstract
A gas chromatographic-mass spectrometric (GC-MS) method for qualitative and subsequent quantitative analysis of phenolic antioxidants compounds, presents in olive oil, in rat cerebrospinal fluid (CSF) after oral administration of compounds is proposed. The procedure involves the extraction of compou...
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PMID: 20363576
PDF is available here.
PDF is available here.
Abstract
A super-carbon-chain compound, symbiopolyol (1a), was isolated from a symbiotic dinoflagellate of the jellyfish Mastigias papua. Although a direct comparison between symbiopolyol (1a) and lingshuiol B has not been completed, symbiopolyol (1a) is suggested to be the enantiomer of lingshuiol B. The st...
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PMID: 20557071
PDF is available here.
PDF is available here.
Abstract
We studied hypoxia-induced dynamic changes in the balance between PKA and PKA-counteracting phosphatases in the microfluidic environment in single cells using picosecond fluorescence spectroscopy and intramolecular fluorescence resonance energy transfer (FRET)-based sensors of PKA activity. First, w...
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PMID: 20453101
PDF is available here.
PDF is available here.
Abstract
A novel series of xyloketal derivatives (1-21) were designed and prepared. The majority of the compounds demonstrated vasorelaxation action on 60 mM KCl-induced contractions rat isolated aortic rings in a concentration-dependent manner, and the action is mediated by both endothelium-independent and...
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PMID: 20481602
PDF is available here.
PDF is available here.
Journal of Hazardous Materials (178)1-3 2010
Abstract
We report a versatile optical sensor by incorporating the indicator dye 4-phenyl-2,6-bis(2,3,5,6-tetrahydrobenzo[b][1,4,7]trioxononin-9-yl)pyrylium perchlorate into a sol-gel layer. The proposed optical sensor that is stable, fast and highly selective to Hg(2+) ions shows a significant absorbance si...
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PMID: 20188463
PDF is available here.
PDF is available here.
Abstract
Dihydropyran derivatives readily undergo addition to N-acyl imines in the presence of chiral phosphoric acids. This addition process yields an attractive product that is capable of a tandem oxidative-cyclization via an epoxide intermediate.
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PMID: 20361794
PDF is available here.
PDF is available here.
Abstract
We describe the structure-activity relationship of the C1-group of pyrano[3,4-b]indole based inhibitors of HCV NS5B polymerase. Further exploration of the allosteric binding site led to the discovery of the significantly more potent compound 12.
2010 Elsevier Ltd. All rights reserved.
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PMID: 20347591
PDF is available here.
PDF is available here.
Journal of Antibiotics (63)5 2010
Abstract
Abstract
The eco-friendly and highly diastereoselective synthesis of substituted cis-2,6-piperidines and cis-2,6-tetrahydropyrans is described. The key step of this method is the iron-catalyzed thermodynamic equilibration of 2-alkenyl 6-substituted piperidines and 2-alkenyl 6-substituted tetrahydropyrans all...
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PMID: 20337417
PDF is available here.
PDF is available here.
Abstract
The affinity of amphidinol 3 (AM3) to phospholipid membranes in the presence and absence of sterol was examined by surface plasmon resonance (SPR) experiments. The results showed that AM3 has 1000 and 5300 times higher affinity for cholesterol- and ergosterol-containing liposomes, respectively, than...
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PMID: 20207137
PDF is available here.
PDF is available here.
Bioresource Technology (101)7 2010
Abstract
Composting has been identified as a viable means of reducing the environmental impact of antibiotics in manure. The focus of the present study is the potential use of composting on the degradation of salinomycin in manure prior to its field application. Manure contaminated with salinomycin was colle...
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PMID: 19944598
PDF is available here.
PDF is available here.
Abstract
3-Hydroxymollugin 2 and 3-methoxymollugin 3 are cytotoxic compounds isolated as minor compounds from Pentas longiflora and Rubia cordifolia. Syntheses of 3-hydroxymollugin 2 and 3-methoxymollugin 3 were developed starting from easily available 3-bromomollugin 6. Surprisingly, it was found that the r...
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PMID: 20201485
PDF is available here.
PDF is available here.
Abstract
It has been a long journey since tautomycin (TTM) was isolated in 1987 and the discovery that it inhibited protein phosphatase 1 (PP1) more strongly than PP2A until finally the cocrystal structure of TTM and PP1 was presented early in 2009. The fact that TTM shows preference to inhib...
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PMID: 20013999
PDF is available here.
PDF is available here.
Phytotherapy Research (24)3 2010
Abstract
The current work compared the relative efficacies of six commercial formulations of H. procumbens. Each formulation was assayed for the content of harpagoside (1), harpagide (2), verbascoside (3) and 8-O-p-coumaroyl harpagide (4) and, based on the recommended dosages, the total daily...
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PMID: 19610038
PDF is available here.
PDF is available here.
Abstract
Three new furan and pyran derivatives named aspericins A-C (1-3), as well as a known asperic acid (4), have been isolated from the marine-derived fungus Rhizopus sp. 2-PDA-61. The complete (1)H and (13)C NMR assignments for the new compounds were carried out using (1)H, (13)C, DEPT,...
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PMID: 19937604
PDF is available here.
PDF is available here.
Abstract
Pyridine-functionalized MCM-41 catalyzed reactions between tetracyanoethylene and various activated CH-acid compounds are described. These reactions afford the corresponding pyran annulated heterocyclic ring systems in high yields at room temperature within a few minutes. The work-up procedure is ve...
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PMID: 20118595
PDF is available here.
PDF is available here.
Abstract
Continuous research on the ethyl acetate extract of the fermentation broth of the marine fungus Y26-02 (Penicillium sp.) led to the purification of one known and three new compounds. Their structures were elucidated, respectively, as butyl 2-(4-oxo-5,6-dihydro-2H-pyran-3-yl) acetate (1), 4-hydroxyph...
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PMID: 20390738
PDF is available here.
PDF is available here.
Abstract
To purify the oleuropein crude extracts by sephadex LH-20 column chromatograph.
This experiment used fast protein chromatography system (AKTA FPLC) produced by Amersham, Sweden. The chromatography column (20 mm x 300 mm) was matched with protein purification instrument. Sephadex LH-20 was used in th...
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PMID: 20518318
PDF is available here.
PDF is available here.
Abstract
The synthesis of the subgroups of acetogenins containing non-adjacent bis-THF and non-adjacent THF-THP core units is reviewed. Specifically, total syntheses of gigantecin, 4-deoxygigantecin, cis-sylvaticin, squamostatin-C, squamostatin-D, sylvaticin and mucocin are discussed.
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PMID: 20110904
PDF is available here.
PDF is available here.
Abstract
Olive oil and its minor constituents have been recommended as important dietary therapeutic interventions in preventive medicine. However, a question remains to be addressed: what are the effects of olive oil and its phenolic compounds on obesity-induced cardiac metabolic changes?
Male Wistar rats w...
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PMID: 20958965
PDF is available here.
PDF is available here.
Abstract
A highly diastereoselective synthesis of 2,6-cis-disubstituted tetrahydropyrans (THPs) via Lewis acid-catalyzed formal [4 + 2] cycloaddition of donor-acceptor cyclobutanes and aldehydes has been developed. THP products are formed in up to 96% yield and 99:1 diastereoselectivity. Aromatic, cinnamyl,...
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PMID: 19764759
PDF is available here.
PDF is available here.
Journal of Organic Chemistry (74)15 2009
Abstract
The ZrCl4-catalyzed deprotection of 1,3-dioxane/dioxalane and the simultaneous formation of 6-methoxy-substituted tetrahydropyrans proceeded under microwave irradiation in good yield. This synthetic methodology was used for the asymmetric synthesis of (+)-exo- and (+)-endo-brevicomin in 55% overall...
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PMID: 19572587
PDF is available here.
PDF is available here.
Abstract
With the aim of creating new bisubstrate inhibitors of protein farnesyltransferase (FTase), new carboxylic farnesyl pyrophosphate analogues have been designed and synthesized. The original structures are built around three elements: a prenyl moiety, a 1,4-diacid motif and an imidazole ring. All the...
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PMID: 19555171
PDF is available here.
PDF is available here.
Journal of Physical Chemistry A: Molecules, Spectroscopy, Kinetics, Environment and General Theory (113)30 2009
Abstract
We could not locate a minimum for a structure having both double bonds in the trans configuration and so report that one trans bond is the most the rings can accommodate....
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PMID: 19719317
PDF is available here.
PDF is available here.
Abstract
Bioassay-guided fractionation of a marine extract from Trididemnum cyclops afforded the new lipopeptide 39-oxobistramide K (1) and the known bistramides A (2) and D (3). Structure elucidation of 1 was carried out by analysis of one- and two-dimensional NMR spectroscopy and HRMS data. Bistramides hav...
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PMID: 19555084
PDF is available here.
PDF is available here.
Abstract
A regioselective epoxy alcohol cyclization promoted by the combination of neutral water and a tetrahydropyran template was investigated through a series of mechanistic experiments carried out on an epoxy alcohol containing a tetrahydropyran ring (1a) and its carbocyclic congener (1b). In contrast to...
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PMID: 19385615
PDF is available here.
PDF is available here.
Abstract
Malaxation of olive paste must be considered to be much more than a simple physical separation, because a complex bioprocess takes place that is very relevant to the quality and composition of the final product. A combined study of the effect of kneading temperature and time on the minor composition...
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PMID: 19338278
PDF is available here.
PDF is available here.
Abstract
The impact of sampling parameters, that is, cultivar, leaf age, and sampling date, on the radical scavenging potential of olive leaf extracts was examined via the DPPH(*) and other assays. Total phenol content was estimated colorimetrically and by fluorometry, whereas phenol composition was assessed...
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PMID: 19334682
PDF is available here.
PDF is available here.
The Journal of Chemical Physics (130)17 2009
Abstract
Pyrylium dyes having the same basic chemical structure, differing only to a specific substituent, have been used as novel materials for multiphoton three-dimensional data storage. Electronic absorption spectra, two-photon and three-photon absorption properties of this class of pyrylium dyes, have be...
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PMID: 19425781
PDF is available here.
PDF is available here.
Molecular Microbiology (72)2 2009
Abstract
We have discovered that the disruption of TgMSH-1, an MSH in the pathogenic parasite, Toxoplasma gondii, confers drug resistance. Through a genetic selection for T. gondii mutants resistant to the antiparasitic drug monensin, we have isolated a strain that is resistant not only to monensin but also...
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PMID: 19291232
PDF is available here.
PDF is available here.
Abstract
We have previously isolated a set of genes from a bacterial endosymbiont that are good candidates for pederin biosynthesis. To biochemically study this pathway, we expressed three methyltransferases from the putative pederin pathway and used the partially unmethylated analogue mycalamide A from the...
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PMID: 19206228
PDF is available here.
PDF is available here.
Abstract
Chiral phosphepine 1 catalyzes the transformation of an array of hydroxy-2-alkynoates into saturated oxygen heterocycles with good enantioselectivity. Phenols are also shown to participate in such phosphine-catalyzed cyclizations, including an asymmetric variant. This method provides a new approach...
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PMID: 19212998
PDF is available here.
PDF is available here.
Carbohydrate Research (344)3 2009
Abstract
O-Peracetylated methyl 3-(d-glycopyranosylthio)propanoates of beta-d-gluco, and alpha- and beta-d-galacto configurations were oxidized to the corresponding S,S-dioxides (sulfones) by Oxone or MCPBA. Oxidation of the beta-D-gluco derivative with H(2)O(2)/Na(2)WO(4) gave the corresponding S-oxide (sul...
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PMID: 19084827
PDF is available here.
PDF is available here.
Abstract
An enantioselective total synthesis of pseudodehydrothyrsiferol has been accomplished. The synthetic sequence highlights formation of the highly strained tetrahydropyran C-ring by a Mitsunobu-type S(N)2 reaction with an oxygen nucleophile.
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PMID: 19113900
PDF is available here.
PDF is available here.
Abstract
An efficient, convergent synthesis of a differentially protected C20-C38 segment of the brasilinolides is described. Iterative 1,4-syn aldol additions and ketone reductions were employed to construct the two related stereotetrads, while a sequence of Horner-Wadsworth-Emmons (HWE) cou...
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PMID: 19123806
PDF is available here.
PDF is available here.
Organic Letters (11)3 2009
Abstract
An enantioselective total synthesis of pseudodehydrothyrsiferol has been accomplished. The synthetic sequence highlights formation of the highly strained tetrahydropyran C-ring by a Mitsunobu-type S(N)2 reaction with an oxygen nucleophile.
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PMID: 19113900
PDF is available here.
PDF is available here.
Organic Letters (11)3 2009
Abstract
An efficient, convergent synthesis of a differentially protected C20-C38 segment of the brasilinolides is described. Iterative 1,4-syn aldol additions and ketone reductions were employed to construct the two related stereotetrads, while a sequence of Horner-Wadsworth-Emmons (HWE) cou...
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PMID: 19123806
PDF is available here.
PDF is available here.
Abstract
OBJECTIVE: To develop an HPLC method for the determination of oleuropein in Syringa oblata. METHOD: An Aigilent ZORBAX SB- C18 column (4.6 mm x 250 mm, 5 microm) was used. The mobile phase was acetonitrile-water (21 : 79). The flow rate was 1.0 mL x min(-1). The detection wavelenghth was set at 232...
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PMID: 19445155
PDF is available here.
PDF is available here.
Abstract
Two hundred and sixty-eight cases of Paederus dermatitis were diagnosed in a total of 316 staff at the toy-building factory. The total incidence rate was 84.81%. The incidence rates in administrators and workers were 43.75% and 87%, respectively. The face and neck were the most common sites of invol...
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PMID: 19200185
PDF is available here.
PDF is available here.
Abstract
These data suggest that oleuropein should not have substantial intralumenal stability problems when administered in the fed state. Data collected in media simulating the intragastric and intraintestinal environment suggest that pH affects the stability of oleuropein only at low pH values (of about 2...
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PMID: 19178760
PDF is available here.
PDF is available here.
Journal of Antibiotics (62)2 2009
Abstract
We discovered a polyether antibiotic CP-44161, which was reported earlier as an anticoccidal agent, as an anti-varicella zoster virus compound. In this study, we demonstrated that CP-44161 had a very strong and broad anti-herpes virus activities against herpes simplex virus type 1 (HSV-1) and type 2...
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PMID: 19198635
PDF is available here.
PDF is available here.
Journal of Antibiotics (62)2 2009
Abstract
We applied a DNA hybridization assay (dot blot method) for screening. Using this method, we screened microbial products and found the polyether compound CP-44161 from the culture broth of an actinomycete strain. CP-44161 was previously reported as an anticoccidal agent, but there has been no claim o...
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PMID: 19198636
PDF is available here.
PDF is available here.
Journal of Neuroscience (29)2 2009
Abstract
We show that the glucocorticoid facilitation of GABA inputs is due to the retrograde release of neuronal nitric oxide and that glucocorticoid-induced endocannabinoid synthesis and nitric oxide synthesis are mediated by divergent G-protein signaling mechanisms. While the glucocorticoid-induced, endoc...
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PMID: 19144839
PDF is available here.
PDF is available here.
Abstract
The three-dimensional structures of dioxocarbenium ions related to glycosyl cations were determined by an analysis of spectroscopic, computational, and reactivity data. Hypothetical low-energy structures of the dioxocarbenium ions were correlated with both experimentally determined (1)H NMR coupling...
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PMID: 19072093
PDF is available here.
PDF is available here.
Abstract
The azaspiracid (AZA) class of phycotoxins has been responsible for extended closures of shellfisheries in various locations around Europe, where levels of AZA1-3 are regulated in shellfish. Since their discovery in 1995, AZAs have been the focus of much research, resulting in the di...
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PMID: 19055365
PDF is available here.
PDF is available here.
Journal of Molecular Biology (385)1 2009
Abstract
We report the crystal structures of PP1 in complex with nodularin-R at 1.63 A and tautomycin at 1.70 A resolution. The PP1:nodularin-R complex was used to demonstrate the utility of our improved PP1 production technique, which produces highly active, soluble PP1. Tautomycin is one of the few toxins...
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PMID: 18992256
PDF is available here.
PDF is available here.
Journal of Antibiotics (62)2 2009
Abstract
Polymyxin B (PMB) acts selectively on Gram-negative bacteria by electrostatic and hydrophobic interactions with anionic cell envelope components such as phospholipids and lipopolysaccharides. In this study, PMB was shown to exhibit marked fungicidal activity against yeasts and filamentous fungi in c...
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PMID: 19132057
PDF is available here.
PDF is available here.
Abstract
OBJECTIVE: To develop the preparation method and to determine the quantity of effective constituents of Scrophularia ningpoensis dispensing granules. METHOD: Nine experiments were carried out through L9 (3(4)) orthogonal design. The contents of harpagoside and cinnamic acid were determined by HPLC m...
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PMID: 19382447
PDF is available here.
PDF is available here.
International Journal of Toxicology (28)6 Suppl 2009
Abstract
Piper methysticum leaf/root/stem extract is the cosmetic ingredient name for a material derived from the leaves, roots, and stems of the Piper methysticum G. Forster plant, commonly known as kava kava. This and other kava-derived ingredients are used as skin-conditioning agents at concentrations fro...
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PMID: 19966149
PDF is available here.
PDF is available here.
Abstract
These results suggested that EPS possesses antiinflammatory effects by modulating pro-inflammatory mediators' production in synovial tissue and inactivating NF-kappaB pathway transmembrane signal transduction which plays a crucial role in the pathogenesis of this disease....
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PMID: 19655406
PDF is available here.
PDF is available here.
Abstract
This study aimed to investigate the association of salinomycin and semduramicin, in different doses, against controlled mixed infection of Eimeria acervulina, E. maxima and E. tenella in broiler chickens. Eight hundred birds were divided into 5 groups (T1: not medicated feed; T2: 30 ppm of salinomyc...
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PMID: 20040210
PDF is available here.
PDF is available here.
Abstract
We have shown that the plant pathogen Alternaria brassicicola exhibited very high susceptibility to ambruticin VS4 and to a lesser extent to the phenylpyrrole fungicide fludioxonil. These compounds are both derived from natural bacterial metabolites with antifungal properties and are thought to exer...
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PMID: 19011080
PDF is available here.
PDF is available here.
Abstract
Phosphorus meets carbohydrates: Dimethyl phosphite reacts with ceric(IV) ammonium nitrate (CAN) to give phosphonyl radicals that add to glycals 1. The derivatives 2 were isolated in high yields and during a subsequent Horner-Emmons reaction underwent an interesting elimination to give 3,6-dihydro-2H...
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PMID: 19170148
PDF is available here.
PDF is available here.
Natural Product Research (23)8 2009
Abstract
Two saponins: scrokoelziside A (1), scrokoelziside B (2), one iridoid glycoside, eurostoside (3), and two flavonoids: nepitrin (4) and homoplantaginin (5), were isolated from the leaves of Scrophularia ningpoensis for the first time. Moreover, eight known compounds: cane sugar (6), harpagide (7), au...
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PMID: 19418360
PDF is available here.
PDF is available here.