Search results for "Cinnamates"

showing 10 items of 23 documents

Molybdenum Pentachloride Mediated Synthesis of Spirocyclic Compounds by Intramolecular Oxidative Coupling

2015

The oxidative treatment of (m)ethyl 2-aryl cinnamates equipped with methoxy groups in position 4 of the phenyl moiety promote the formation of cyclohexadienone substructures. This dealkylative oxidative C–C coupling gives access to spirocyclic compounds and avoids the construction of the corresponding phenanthrenes. Furthermore, the transformation can be expanded to other spirocyclic systems.

010405 organic chemistryStereochemistryOrganic Chemistrychemistry.chemical_elementMolybdenum pentachloride010402 general chemistry01 natural sciences0104 chemical sciencesScholl reactionchemistryMolybdenumIntramolecular forceMoietyCinnamatesOxidative coupling of methanePhysical and Theoretical ChemistryPhenanthrenesEuropean Journal of Organic Chemistry
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Production of rosmarinic acid and salvianolic acid B from callus culture of Salvia miltiorrhiza with cytotoxicity towards acute lymphoblastic leukemi…

2016

Salvia miltiorrhiza (SM) Bunge is one of the widely-used Chinese medicinal herbs. In this study, the chemical constituents and anticancer potential of SM stems and leaves were examined with those of respective callus cultures. The callus culture for stem and leaf explants was initiated in modified Murashige and Skoog (MS) medium. Active constituents of respective extracts were analyzed by high performance liquid chromatography coupled with DAD and MS (HPLC-DAD-MS). Rosmarinic acid (RA) and salvianolic acid B (Sal B) were determined to be the main phenolic compounds. Quantitative analyses revealed that callus stem extracts produced higher amount of RA and Sal B (stem RA: 1.27±0.38%; stem Sal…

0106 biological sciences0301 basic medicineSalvia miltiorrhizaBiology01 natural sciencesHigh-performance liquid chromatographySalvia miltiorrhizaDepsidesAnalytical Chemistry03 medical and health scienceschemistry.chemical_compoundCytotoxicityIC50Chromatography High Pressure LiquidBenzofuransTraditional medicinePlant ExtractsRosmarinic acidfungifood and beveragesGeneral MedicinePrecursor Cell Lymphoblastic Leukemia-LymphomaIn vitroPlant Leaves030104 developmental biologyBiochemistrychemistryCinnamatesCallus010606 plant biology & botanyFood ScienceExplant cultureDrugs Chinese HerbalFood chemistry
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Dietary intake and major food sources of polyphenols in people with type 2 diabetes: The TOSCA.IT Study

2018

Purpose: Proper evaluation of polyphenols intake at the population level is a necessary step in order to establish possible associations with health outcomes. Available data are limited, and so far no study has been performed in people with diabetes. The aim of this work was to document the intake of polyphenols and their major food sources in a cohort of people with type 2 diabetes and in socio-demographic subgroups. Methods: We studied 2573 men and women aged 50–75 years. Among others, anthropometry was measured by standard protocol and dietary habits were investigated by food frequency questionnaire (EPIC). The intake of polyphenols was evaluated using US Department of Agriculture and Ph…

0301 basic medicineMaleAge BMI Diabetes Diet Flavonoids Food groups Geographical area Intake Phenolic acids Polyphenols TOSCA.IT study Aged Antioxidants Beverages Cinnamates Cohort Studies Cross-Sectional Studies Databases Factual Diabetes Mellitus Type 2 Female Flavonoids Fruit Glycosides Humans Italy Male Middle Aged Nutritive Value Phenols Polyphenols Diet Diabetic Diet Healthy Patient ComplianceSettore MED/09 - Medicina InternaDatabases FactualCross-sectional studyMedicine (miscellaneous)Type 2 diabetesDiabeteAntioxidantsSettore MED/13 - EndocrinologiaFood groupCohort Studies0302 clinical medicineDiet DiabeticMedicineFood scienceGlycosidesAge; BMI; Diabetes; Diet; Flavonoids; Food groups; Geographical area; Intake; Phenolic acids; Polyphenols; TOSCA.IT study; Medicine (miscellaneous); Nutrition and DieteticsNutrition and DieteticsPhenolic acidDiabetesfood and beveragesMiddle AgedPolyphenols Flavonoids Phenolic acids Diabetes Food groups Diet Age BMI Geographical area Intake TOSCA.IT studyItalyToscaAgeBMIDiabetesDietFlavonoidsFood groupsGeographical areaIntakePhenolic acidsPolyphenolsTOSCA.IT studyCohortIntakeFemaleDiet HealthyNutritive ValueCohort studyPolyphenolPhenolic acids030209 endocrinology & metabolismBeverages03 medical and health sciencesBMIAgePhenolsDiabetes mellitusHumansAgedFlavonoidsGeographical area030109 nutrition & dieteticsbusiness.industryTOSCA.IT studyPolyphenolsAnthropometrymedicine.diseaseFood groupDietToscaCross-Sectional StudiesDiabetes Mellitus Type 2Food groupsPolyphenolCinnamatesAge; BMI; Diabetes; Diet; Flavonoids; Food groups; Geographical area; Intake; Phenolic acids; Polyphenols; TOSCA.IT studyFruitFlavonoidPatient Compliancebusiness
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Synthesis of Rosmarinic Acid Amides as Antioxidative and Hypoglycemic Agents

2019

Type 2 diabetes mellitus (T2DM) is an important metabolic disorder for which there is an urgent need for new antidiabetic drugs. α-Glucosidase inhibition is an established protocol for T2DM therapy. Because hyperglycemia causes oxidative tissue damage, the development of agents with both α-glucosidase inhibition and antioxidant activity from natural or natural-derived polyphenols such derivatives of rosmarinic acid (RA) represents an attractive therapeutic option. We report a study on amides 1-10 derived from RA and their evaluation for yeast α-glucosidase inhibition and antioxidant activity (DPPH and ORAC tests). All amides showed higher inhibitory activity than that of RA, were by far mor…

3003DrugAntioxidantDPPHProton Magnetic Resonance Spectroscopymedia_common.quotation_subjectmedicine.medical_treatmentPharmaceutical ScienceOxidative phosphorylationPharmacologyDepsides01 natural sciencesAntioxidantsAnalytical Chemistrychemistry.chemical_compoundDrug DiscoverymedicineHypoglycemic AgentsSettore BIO/15 - Biologia FarmaceuticaCarbon-13 Magnetic Resonance SpectroscopyIC50media_commonAcarbosePharmacology010405 organic chemistrydiabetes mellituDrug Discovery3003 Pharmaceutical ScienceRosmarinic acidOrganic ChemistrySettore CHIM/06 - Chimica OrganicaComplementary and Alternative Medicine2708 DermatologyAmidesamide0104 chemical sciences010404 medicinal & biomolecular chemistryRosmarinic acidComplementary and alternative medicinechemistryCinnamatesPolyphenolAnalytical Chemistry; Molecular Medicine; Pharmacology; 3003; Drug Discovery3003 Pharmaceutical Science; Complementary and Alternative Medicine2708 Dermatology; Organic ChemistryMolecular Medicineα-glucosidasemedicine.drug
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N-Heterocyclic Carbene Catalyzed [3+2] Cycloaddition of Enals with Masked Cinnamates for the Asymmetric One-Pot Synthesis of Adipic Acid Derivatives.

2017

A novel short entry to 3,4-disubstituted adipic acids has been developed by employing an asymmetric NHC-catalyzed [3+2] cycloaddition of enals with masked cinnammates in moderate to good yields and high stereoselectivities. The synthetic utility of the protocol was demonstrated by the basic conversion of the masked cyclopentanone intermediates to 3S,4S-disubstituted adipic acid precursors of pharmaceutically important gababutins.

AdipatesOne-pot synthesishapotCyclopentanes010402 general chemistryCyclopentanone01 natural sciencesCatalysisCatalysischemistry.chemical_compoundOrganic chemistryCinnamatesorganocatalysista116cycloadditionadipic acidAdipic acidCycloaddition ReactionMolecular Structure010405 organic chemistryOrganic ChemistrygababutinsStereoisomerismGeneral ChemistryCycloaddition0104 chemical scienceschemistryCinnamatesOrganocatalysisorgaaninen kemiaCarbeneN-heterocyclic carbeneMethaneChemistry (Weinheim an der Bergstrasse, Germany)
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A Phase I Study of Intravenous LBH589, a Novel Cinnamic Hydroxamic Acid Analogue Histone Deacetylase Inhibitor, in Patients with Refractory Hematolog…

2006

Abstract Purpose: LBH589 is a novel histone deacetylase inhibitor that inhibits proliferation and induces apoptosis in tumor cell lines. In this phase I study, LBH589 was administered i.v. as a 30-minute infusion on days 1 to 7 of a 21-day cycle. Experimental Design: Fifteen patients (median age, 63 years; range, 42-87 years) with acute myeloid leukemia (13 patients), acute lymphocytic leukemia (1 patient), or myelodysplastic syndrome (1 patient) were treated with LBH589 at the following dose levels (mg/m2): 4.8 (3 patients), 7.2 (3 patients), 9.0 (1 patient), 11.5 (3 patient), and 14.0 (5 patients). The levels of histone acetylation were measured using quantitative flow cytometry and plasm…

AdultCancer ResearchIndolesMaximum Tolerated Dosemedicine.drug_classApoptosisPharmacologyHydroxamic AcidsDrug Administration ScheduleHistonesStructure-Activity Relationshipchemistry.chemical_compoundPredictive Value of TestsPanobinostatAcute lymphocytic leukemiaPanobinostatBiomarkers TumormedicineHumansEnzyme InhibitorsAgedCell ProliferationAged 80 and overDose-Response Relationship Drugbusiness.industryHistone deacetylase inhibitorArea under the curveQTcF ProlongationMyeloid leukemiaMiddle AgedPrecursor Cell Lymphoblastic Leukemia-Lymphomamedicine.diseaseHypokalemiaHistone Deacetylase InhibitorsLeukemiaTreatment OutcomeOncologychemistryCinnamatesLeukemia MyeloidMyelodysplastic SyndromesAcute DiseaseInjections IntravenousImmunologymedicine.symptombusinessFollow-Up StudiesClinical Cancer Research
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A blend of polyphenolic compounds explains the stimulatory effect of red wine on human endothelial NO synthase

2005

A high intake of polyphenolic compounds is likely to have beneficial effects on the cardiovascular system. Especially red wine is a rich source of polyphenols, and we have previously shown that French red wine upregulates eNOS, a protective enzyme in the cardiovascular system. The current study tested (poly)phenolic constituents of red wine for their ability to enhance eNOS expression (and the activity of a 3.5-kb human eNOS promoter) in human EA.hy 926 endothelial cells. Of the compounds tested, we found 3,4',5-trihydroxy-trans-stilbene (trans-resveratrol) to be the most efficacious stimulator of eNOS expression (and eNOS transcription), but this compound alone could not explain the total …

Cancer ResearchNitric Oxide Synthase Type IIIPhysiologyClinical BiochemistryCyanidinMolecular ConformationWineBiochemistryAnthocyaninsFerulic acidchemistry.chemical_compoundPhenolsEnosStilbenesHydroxybenzoatesVanillic acidCaffeic acidHumansRNA MessengerGallic acidFlavonoidsDose-Response Relationship DrugbiologyPolyphenolsfood and beveragesbiology.organism_classificationMalvidinchemistryBiochemistryCinnamatesMyricetinEndothelium VascularNitric Oxide SynthaseNitric Oxide
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Endoplasmic reticulum stress is involved in response of human laryngeal carcinoma cells to carboplatin but is absent in carboplatin resistant cells

2013

The major obstacle of successful tumor treatment with carboplatin (CBP) is the development of drug resistance. In the present study, we found that following treatment with CBP the amount of platinum which enters the human laryngeal carcinoma (HEp2)-derived CBP- resistant (7T) cells is reduced relative to the parental HEp2. As a consequence, the formation of reactive oxidative species (ROS) is reduced, the induction of endoplasmic reticulum (ER) stress is diminished, the amount of inter- and intrastrand cross-links is lower, and the induction of apoptosis is depressed. In HEp2 cells, ROS scavenger tempol, inhibitor of ER stress salubrinal, as well as gene silencing of ER stress marker CCAAT/…

Celllcsh:MedicineApoptosisCarboplatinSalubrinalapoptosis; carboplatin; drug resistance; endoplasmic reticulum stress; reactive oxidative species; tumor cellschemistry.chemical_compound0302 clinical medicineBlotting Southwesternlcsh:Science0303 health sciencesMultidisciplinaryThioureaGeologyEndoplasmic Reticulum Stress3. Good healthmedicine.anatomical_structure030220 oncology & carcinogenesisSignal transductionSignal TransductionResearch ArticleProgrammed cell deathCell SurvivalBlotting WesternBiologyReal-Time Polymerase Chain ReactionCyclic N-Oxides03 medical and health sciencesCell Line TumormedicineHumansGene SilencingLaryngeal NeoplasmsBiology030304 developmental biologyDNA PrimersPlatinumEndoplasmic reticulumlcsh:RCarcinomaMolecular biologychemistryCell cultureApoptosisCinnamatesDrug Resistance NeoplasmUnfolded protein responseCancer researchlcsh:QSpin LabelsReactive Oxygen Species
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ChemInform Abstract: Molybdenum Pentachloride Mediated Synthesis of Spirocyclic Compounds by Intramolecular Oxidative Coupling.

2016

Oxidative treatment of 4-methoxy substituted 2-aryl cinnamates leads to an dealkylative C—C coupling and gives access to spirocyclic compounds.

Coupling (electronics)ChemistryOxidative treatmentIntramolecular forceCinnamatesOxidative coupling of methaneGeneral MedicineMolybdenum pentachloridePhotochemistryChemInform
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Artichoke, Cynarin and Cyanidin Downregulate the Expression of Inducible Nitric Oxide Synthase in Human Coronary Smooth Muscle Cells

2014

Artichoke (Cynara scolymus L.) is one of the world’s oldest medicinal plants with multiple health benefits. We have previously shown that artichoke leaf extracts and artichoke flavonoids upregulate the gene expression of endothelial-type nitric oxide synthase (eNOS) in human endothelial cells. Whereas NO produced by the eNOS is a vasoprotective molecule, NO derived from the inducible iNOS plays a pro-inflammatory role in the vasculature. The present study was aimed to investigate the effects of artichoke on iNOS expression in human coronary artery smooth muscle cells (HCASMC). Incubation of HCASMC with a cytokine mixture led to an induction of iNOS mRNA expression. This iNOS induction was c…

Cynara scolymus L.nitric oxide; inducible NO synthase; vascular smooth muscle cells; artichoke; <i>Cynara scolymus</i> L.Myocytes Smooth MuscleCyanidinDown-RegulationNitric Oxide Synthase Type IIPharmaceutical ScienceCynarosidePharmacologyMuscle Smooth VascularArticleAnalytical ChemistryNitric oxideAnthocyaninslcsh:QD241-441chemistry.chemical_compoundlcsh:Organic chemistryEnosnitric oxideCynara scolymusDrug DiscoveryGene expressionHumansvascular smooth muscle cellsPhysical and Theoretical ChemistryPromoter Regions GeneticCells CulturedbiologyPlant Extractsinducible NO synthaseOrganic Chemistrybiology.organism_classificationCoronary VesselsVasoprotectivePlant LeavesNitric oxide synthaseGene Expression RegulationchemistryBiochemistryCinnamatesChemistry (miscellaneous)biology.proteinMolecular MedicineLuteolinartichokeMolecules
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