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Adamantane

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61. Soluble epoxide hydrolase inhibitors, t-AUCB, downregulated miR-133 in a mouse model of myocardial infarction (PubMed)

assumed that the beneficial effects of sEHIs might also relate to the regulation of miR-133.A mouse model of myocardial infarction (MI) was established by ligating the coronary artery. The sEHI t-AUCB (trans-4-[4-(3-adamantan-1-yl-ureido)-cyclohexyloxy]-benzoic acid) was administered daily for 7 days before MI. Myocardial infarct size and cardiac function was assessed at 24 h post-MI. The miRNA expression profiles of sham and MI mice treated with or without t-AUCB were determined by microarray

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2018 Lipids in health and disease

62. Novel Guanidine Compound against Multidrug-Resistant Cystic Fibrosis-Associated Bacterial Species (PubMed)

; these derivatives were studied as antimicrobial agents against Gram-positive, Gram-negative, and a panel of drug-resistant clinical isolates recovered from patients with CF. One novel compound, a guanidine derivative bearing adamantane-1-carbonyl and 2-bromo-4,6-difluouro-phenyl substituents (H-BDF), showed potent bactericidal activity against the strains tested, at levels generally higher than those exhibited by tobramycin, ceftazimide and meropenem. The role that different substituents exert

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2018 Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry

63. A chemical genetic screen reveals that iminosugar inhibitors of plant glucosylceramide synthase inhibit root growth in Arabidopsis and cereals (PubMed)

in both systems, N-5-(adamantane-1-yl-ethoxy)pentyl- L-ido-deoxynojirimycin (L-ido-AEP-DNJ), inhibited root growth in agar plate assays by 92% and 96% in Arabidopsis and Tef respectively, at 10 µM concentration. Phenocopying the effect of L-ido-AEP-DNJ with the commercial inhibitor (PDMP) implicated glucosylceramide synthase as the target responsible for root growth inhibition. L-ido-AEP-DNJ was twenty-fold more potent than PDMP. Liquid chromatography-mass spectrometry (LC-MS) analysis

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2018 Scientific reports

64. A Supramolecular Approach for Liver Radioembolization (PubMed)

adamantane and cyclodextrin was employed in an in vivo pre-targeting set-up. Adamantane (guest)-functionalized macro albumin aggregates (MAA-Ad; d = 18 μm) and (radiolabeled) Cy5 and β-cyclodextrin (host)-containing PIBMA polymers (99mTc-Cy50.5CD10PIBMA39; MW ~ 18.8 kDa) functioned as the reactive pair. Following liver or lung embolization with (99mTc)-MAA-Ad or (99mTc)-MAA (control), the utility of the pre-targeting concept was evaluated after intravenous administration of 99mTc-Cy50.5CD10PIBMA39 (...) , for the first time, this data demonstrates that the formation of supramolecular interactions between cyclodextrin and adamantane can be used to drive complex formation in the chemically challenging in vivo environment. Conclusion: The in vivo distribution pattern of the cyclodextrin host could be guided by the pre-administration of the adamantane guest, thereby creating a direct link between the scout-scan (MAA-Ad) and delivery of therapy.

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2018 Theranostics

65. Delivery of Phosphorescent Anticancer Iridium(III) Complexes by Polydopamine Nanoparticles for Targeted Combined Photothermal‐Chemotherapy and Thermal/Photoacoustic/Lifetime Imaging (PubMed)

, and photothermal effects. Herein, PDA nanoparticles are functionalized with β-cyclodextrin (CD) substitutions, which are further assembled with adamantane-modified arginine-glycine-aspartic acid (Ad-RGD) tripeptides to target integrin-rich tumor cells. The thus formed PDA-CD-RGD nanoparticles can deliver a phosphorescent iridium(III) complexes LysoIr ([Ir(ppy)2(l)]PF6, ppy = 2-phenylpyridine, L = (1-(2-quinolinyl)-β-carboline) to form a theranostic platform LysoIr@PDA-CD-RGD. It is demonstrated that LysoIr@PDA

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2018 Advanced Science

66. Crown ethers reverse P-glycoprotein-mediated multidrug resistance in cancer cells (PubMed)

occurring potassium ionophores (e.g. salinomycin) were shown to inhibit P-gp effectively. We have previously shown antitumour activity of a number of 18-crown-6 ether compounds that transport potassium ions across membranes. Here we present data on P-gp inhibitory activity of 16 adamantane-substituted monoaza- and diaza-18-crown-6 ether compounds, and their effect on MDR reversal in model cell lines. We show that crown ether activity depends on their lipophilicity as well as on the linker to adamantane

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2018 Scientific reports

67. Layer by Layer Mesoporous Silica-Hyaluronic Acid-Cyclodextrin Bifunctional “Lamination”: Study of the Application of Fluorescent Probe and Host–Guest Interactions in the Drug Delivery Field (PubMed)

Layer by Layer Mesoporous Silica-Hyaluronic Acid-Cyclodextrin Bifunctional “Lamination”: Study of the Application of Fluorescent Probe and Host–Guest Interactions in the Drug Delivery Field The layer-by-layer technique was exploited to adjust the magnitude of the host⁻guest interactions between adamantane and cyclodextrin. The effect depends on numerous complex and changeable growth profiles of the films and the number of bilayers. These composite films of mesoporous silica nanoparticles

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2018 Materials

68. Antiviral resistance markers in influenza virus sequences in Mexico, 2000–2017 (PubMed)

Antiviral resistance markers in influenza virus sequences in Mexico, 2000–2017 Influenza causes high rates of morbidity and mortality. Genetic variability of influenza viruses generates resistance to antivirals, which are of two types, since they act on two different viral targets: adamantanes, which block the M2 ion channel, and the neuraminidase (NA) inhibitors.In Mexico, the available studies on the antiviral resistance of circulating influenza strains are scarce, so this work undertook

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2018 Infection and drug resistance

69. Cost effectiveness of saxagliptin and metformin versus sulfonylurea and metformin in the treatment of type 2 diabetes mellitus in Germany: a Cardiff Diabetes Model analysis

of saxagliptin and metformin versus sulfonylurea and metformin in the treatment of type 2 diabetes mellitus in Germany: a Cardiff Diabetes Model analysis. Clinical Drug Investigation 2012; 32(3): 189-202 PubMedID DOI Original Paper URL Indexing Status Subject indexing assigned by NLM MeSH Adamantane /administration & Cost-Benefit Analysis; Diabetes Mellitus, Type 2 /drug therapy; Dipeptides /administration & Dipeptidyl-Peptidase IV Inhibitors /administration & Drug Therapy, Combination; Female; Glipizide

2012 NHS Economic Evaluation Database.

70. The cost-effectiveness of saxagliptin versus NPH insulin when used in combination with other oral antidiabetes agents in the treatment of type 2 diabetes mellitus in Poland

Technology and Therapeutics 2012; 14(1): 65-73 PubMedID DOI Original Paper URL Indexing Status Subject indexing assigned by NLM MeSH Adamantane /analogs & Cost-Benefit Analysis; Diabetes Mellitus, Type 2 /blood /drug therapy /economics /epidemiology; Dipeptides /economics /therapeutic use; Dipeptidyl-Peptidase IV Inhibitors /therapeutic use; Drug Therapy, Combination /economics; Female; Hemoglobin A, Glycosylated /metabolism; Humans; Hypoglycemic Agents /economics /therapeutic use; Insulin, Isophane

2012 NHS Economic Evaluation Database.

71. [Saxagliptine/metformin (drug combination) - Benefit assessment according to § 35a Social Code Book V (dossier assessment)]

. 2013 Final publication URL Additional data URL Indexing Status Subject indexing assigned by CRD MeSH Adamantane; Dipeptides; Drug Therapy, Combination; Humans; Hypoglycemic Agents; Metformin; Thiazolidinediones Language Published German Country of organisation Germany English summary There is no English language summary available. Address for correspondence IQWiG, Im Mediapark 8, DE-50670 Cologne, GERMANY, Tel: +49 (0) 221 - 35685 - 0, Fax: +49 (0) 221 - 35685 - 1 Email: berichte@iqwig.de

2013 Health Technology Assessment (HTA) Database.

72. [Addendum to Commission A12-16 Saxagliptin/metformin]

Auftrag A12-16 (Saxagliptin/Metformin). [Addendum to Commission A12-16 Saxagliptin/metformin] Cologne: Institut fuer Qualitaet und Wirtschaftlichkeit im Gesundheitswesen (IQWiG). IQWiG-Berichte 161. 2013 Final publication URL Additional data URL Indexing Status Subject indexing assigned by CRD MeSH Adamantane; Dipeptides; Dipeptidyl-Peptidase IV Inhibitors; Drug Combinations; Hypoglycemic Agentss; Metformin Language Published German Country of organisation Germany English summary There is no English

2013 Health Technology Assessment (HTA) Database.

73. Vildagliptin (Galvus®) 50 mg tablets

of the All Wales Medicines Strategy Group (AWMSG). AWMSG Secretariat Assessment Report Advice No. 0213. 2013 Authors' conclusions Vildagliptin (Galvus®) is recommended as an option for use within NHS Wales for the treatment of type 2 diabetes mellitus as monotherapy in patients inadequately controlled by diet and exercise alone and for whom metformin is inappropriate due to contraindications or intolerance. Final publication URL Indexing Status Subject indexing assigned by CRD MeSH Adamantane; Diabetes

2013 Health Technology Assessment (HTA) Database.

74. H1N1 Management Guideline for Pregnant Women & Neonates

concern with respiratory distress associated with zanamivir, particlulary in asthmatic persons. 19,20 Antiviral Treatment for Pandemic H1N1 in Pregnancy The currently circulating pandemic H1N1 is sensitive to the neuraminidase inhibitor antiviral medications zanamivir (Relenza) and oseltamivir (Tamiflu), but is resistant to the adamantane antiviral medication, amantadine. Pregnant women with moderate or severe influenza like illness with symptoms that include cough, fever, myalgias, respiratory

2011 British Columbia Perinatal Health Program

75. Active maintenance of endothelial cells prevents kidney fibrosis (PubMed)

Active maintenance of endothelial cells prevents kidney fibrosis Soluble epoxide hydrolase (sEH) expressed by endothelial cells catalyzes the metabolism of epoxyeicosatrienoic acids (EETs), which are vasoactive agents.We used a unilateral ureteral obstruction mouse model of kidney fibrosis to determine whether inhibition of sEH activity reduces fibrosis, the final common pathway for chronic kidney disease.sEH activity was inhibited by continuous release of the inhibitor 12-(3-adamantan-1

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2017 Kidney research and clinical practice

76. Genetic deletion or pharmacological inhibition of soluble epoxide hydrolase reduces brain damage and attenuates neuroinflammation after intracerebral hemorrhage (PubMed)

. The present study investigated the involvement of sEH in ICH-induced neuroinflammation, brain damage, and functional deficits using a mouse ICH model and microglial cultures.ICH was induced by injecting collagenase in both wild-type (WT) C57BL/6 mice and sEH knockout (KO) mice. WT mice were injected intracerebroventricularly with 12-(3-adamantan-1-yl-ureido)-dodecanoic acid (AUDA), a selective sEH inhibitor, 30 min before ICH. Expression of sEH in the hemorrhagic hemisphere was examined

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2017 Journal of neuroinflammation

77. Drug Delivery and Nanoformulations for the Cardiovascular System (PubMed)

receptor agonist (CGS 21680), CYP-epoxygenases inhibitor (N-(methylsulfonyl)-2-(2-propynyloxy)-benzenehexanamide, trans-4-[4-(3-adamantan-1-ylureido)cyclohexyloxy] benzoic acid), soluble epoxide hydrolase inhibitor (N-methylsulfonyl-12,12-dibromododec-11-enamide), PPARγ agonist (rosiglitazone) and PPARγ antagonist (T0070907)], nanoparticles, peptides, and siRNA to the cardiovascular system. Effective formulations of nanoproducts have significant potential to overcome physiological barriers and improve

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2017 Research & reviews. Drug delivery

78. Drug resistance in influenza A virus: the epidemiology and management (PubMed)

Drug resistance in influenza A virus: the epidemiology and management Influenza A virus (IAV) is the sole cause of the unpredictable influenza pandemics and deadly zoonotic outbreaks and constitutes at least half of the cause of regular annual influenza epidemics in humans. Two classes of anti-IAV drugs, adamantanes and neuraminidase (NA) inhibitors (NAIs) targeting the viral components M2 ion channel and NA, respectively, have been approved to treat IAV infections. However, IAV rapidly (...) acquired resistance against both classes of drugs by mutating these viral components. The adamantane-resistant IAV has established itself in nature, and a majority of the IAV subtypes, especially the most common H1N1 and H3N2, circulating globally are resistant to adamantanes. Consequently, adamantanes have become practically obsolete as anti-IAV drugs. Similarly, up to 100% of the globally circulating IAV H1N1 subtypes were resistant to oseltamivir, the most commonly used NAI, until 2009. However

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2017 Infection and drug resistance

79. Erythromycin Modification That Improves Its Acidic Stability while Optimizing It for Local Drug Delivery (PubMed)

by developing a conjugate of erythromycin with improved pH stability, bioavailability, and preferential release from a drug delivery system directly at the low pH of an infection site. To develop this new drug conjugate, adamantane-1-carbohydrazide was covalently attached to erythromycin via a pH-degradable hydrazone bond. Since Staphylococcus aureus infection sites are slightly acidic, the hydrazone bond will undergo hydrolysis liberating erythromycin directly at the infection site. The adamantane group

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2017 Antibiotics

80. Development of Highly Affine and Selective Fluorinated Cannabinoid Type 2 Receptor Ligands (PubMed)

Development of Highly Affine and Selective Fluorinated Cannabinoid Type 2 Receptor Ligands Cannabinoid type 2 receptors (CB2 receptors) are involved in various pathological processes, and the visualization of their in vivo availability with positron emission tomography (PET) is of high interest. The study focuses on the introduction of fluorine into the structure of the highly affine and selective CB2 receptor ligand N-(adamantan-1-yl)-5-ethyl-2-methyl-1-phenyl-1H-imidazole-4-carboxamide (5 (...) ). A novel series of compounds was developed by modifying (i) the adamantane-3-position, (ii) the imidazole-N-phenyl ring, and (iii) the imidazole-2-position, and the impact on the CB2 binding affinity and selectivity toward cannabinoid type 1 receptors (CB1) was evaluated. This study identified compound 15 as one of the most potent (Ki(CB2) = 0.29 nM) and selective (CB1/CB2 > 10000) CB2 receptor ligands discovered so far, eligible for the development of an 18F-labeled PET radiotracer.

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2017 ACS medicinal chemistry letters

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