Search results for "diterpenes"

showing 10 items of 84 documents

Extremely potent antifeedant neo-clerodane derivatives of scutecyprol A

2004

Two known neo-clerodane diterpenoids, scutecyprol A (1) and scutalbin C (2), have been isolated from the acetone extract of the aerial parts of Scutellaria sieberi. The antifeedant activity of scutecyprol A (1), of its 15-oxo derivative (3), and of several halohydrins (4-9), synthesized starting from compounds 1 and 3, against Spodoptera littoralis have been determined and structure-antifeedant relationships are discussed.

InsecticidesbiologyScutellaria sieberiScutalbin CStereochemistryScutellariaGeneral ChemistryhalohydrinSpodoptera littoralisSpodopterabiology.organism_classificationantifeedant activityDiterpenes ClerodaneLepidoptera genitaliachemistry.chemical_compoundchemistryAcetoneNoctuidaeAnimalsscutecyprol ASettore BIO/15 - Biologia FarmaceuticaScutellaria sieberiGeneral Agricultural and Biological SciencesSpodoptera littoralis
researchProduct

Cytotoxic Activity of Some Natural and Synthetic ent-Kauranes

2007

Atractyligenin (1) and several synthetic derivatives were tested and found to be active against tumor cell replication. Compound 1 was readily converted to the 2,15-diketo (3) or 15-keto (4) derivatives, which contain an alpha,beta-unsaturated ketone. Compounds 3 and 4 showed significant cytotoxic activity against all six tested cancer cell lines and were most potent against 1A9 ovarian cancer cells with EC50 values of 0.2 and 0.3 microM, respectively. These two 1-analogues are promising lead compounds for further investigation.

KetoneStereochemistryPharmaceutical ScienceAsteraceaeAtractylosideBiologyANTITUMOR AGENTSAnalytical Chemistrychemistry.chemical_compoundDrug DiscoveryTumor Cells CulturedHumansCytotoxic T cellCytotoxicityOvarian NeoplasmsPharmacologychemistry.chemical_classificationLamiaceaePlants MedicinalMolecular StructureDERIVATIVESOrganic ChemistryBiological activityAntineoplastic Agents PhytogenicTerpenoidIn vitroComplementary and alternative medicinechemistryBiochemistryCell cultureMolecular MedicineFemaleDrug Screening Assays AntitumorDiterpeneDiterpenes KauraneJournal of Natural Products
researchProduct

Neoclerodanes from Teucrium orientale

2004

Abstract Two new neoclerodane diterpenoids, 6-deacetyl-teucrolivin A (5) and 8beta-hydroxy-teucrolivin B (6), were isolated from the aerial parts of Teucrium orientale, along with four already known neoclerodane diterpenoids, teucrolivin A (1), teucrolivin B (2), teucrolivin C (3) and teucrolivin H (4), previously isolated from Teucrium oliverianum. Their structures were elucidated on the basis of spectroscopic evidence and chemical transformations. Compounds 1-3 were assayed for antifeedant activity against Spodoptera littoralis, S. frugiperda and Heliocoverpa armigera. Teucrolivin A was the most potent of the three compounds tested.

LamiaceaeMagnetic Resonance SpectroscopyLamiaceae Teucrium orientale structure elucidation neo-clerodane diterpenoid antifeedant activityTraditional medicinebiologyStereochemistryChemistryMolecular ConformationTeucrium oliverianumGeneral ChemistryFeeding BehaviorGeneral MedicineSettore CHIM/06 - Chimica OrganicaSpodopterabiology.organism_classificationDiterpenes ClerodaneTerpeneLarvaDrug DiscoveryTeucrium orientaleAnimalsLamiaceaeChromatography Thin LayerSettore BIO/15 - Biologia FarmaceuticaSpodoptera littoralis
researchProduct

Tigliane diterpenes from the latex of Euphorbia obtusifolia with inhibitory activity on the mammalian mitochondrial respiratory chain

2003

Abstract Six diterpenes isolated from the latex of Euphorbia obtusifolia Poir. (Euphorbiaceae) were evaluated for their inhibition of the NADH oxidase activity in submitochondrial particles from beef heart. 4,20-Dideoxyphorbol-12,13-bis(isobutyrate) was the most potent inhibitor and showed an inhibitory concentration with IC 50 value of 2.6±0.3 mM. In the present study, some structure–activity trends are suggested for the inhibitory activity of the mammalian mitochondrial respiratory chain of these natural product derivatives of 4-deoxyphorbol esters.

LatexStereochemistryRespiratory chainIn Vitro TechniquesMitochondria HeartElectron Transportchemistry.chemical_compoundEuphorbiaRotenoneDrug DiscoveryAnimalsNADH NADPH OxidoreductasesSubmitochondrial particlePharmacologyEuphorbiaOxidase testbiologyPlant ExtractsUncoupling AgentsEuphorbiaceaeBiological activitybiology.organism_classificationMitochondrial respiratory chainchemistryBiochemistryCattleDiterpenesDiterpeneJournal of Ethnopharmacology
researchProduct

The influence of stevia glycosides on the growth of Lactobacillus reuteri strains

2013

UNLABELLED Use of stevia-derived sweeteners was recently officially approved by the European Commission, and their application in the food industry has increased, especially in functional foods. However, there are scarce data about the influence of stevia on probiotic bacteria, which are important both as an inhabitant of the human gut and as a functional food additive. Taking into consideration the broad application of Lactobacillus reuteri in functional foods, the aim of the research was to evaluate the influence of stevia glycosides on its growth. Six Lact. reuteri strains were tested for their ability to grow in the presence of stevioside and rebaudioside A (0·2-2·6 g l(-1) ). The effec…

Limosilactobacillus reuterichemistry.chemical_classificationbiologyFood industrybusiness.industrydigestive oral and skin physiologyfood and beveragesGlycosidebiology.organism_classificationApplied Microbiology and BiotechnologySteviaLactobacillus reuterilaw.inventionProbioticGlucosideschemistryFunctional foodlawSweetening AgentsSteviaSteviosideFood scienceDiterpenes KauranebusinessRebaudioside ALetters in Applied Microbiology
researchProduct

Inhibition of NF-κB Activation and iNOS Induction by ent-Kaurane Diterpenoids in LPS-Stimulated RAW264.7 Murine Macrophages

2009

Xerophilusin A (1), xerophilusin B (2), longikaurin B (3), and xerophilusin F (4) from Isodon xerophylus inhibit LPS-induced NO production in RAW 264.7 macrophages, with IC(50) values of 0.60, 0.23, 0.44, and 0.67 muM, respectively, and they all inhibited mRNA production in these same cells. They decreased the luciferase activity in RAW 264.7 cells transiently transfected with the NF-kappaB-dependent luciferase reporter, with IC(50) values of 1.8, 0.7, 1.2, and 1.6 muM, respectively. Compounds 1-3 reduced NF-kappaB activation, with compound 4 showing no effect, but p65 translocation from the cytoplasm to the nucleus and the LPS-induced degradation of IkappaB were inhibited by all four test …

LipopolysaccharidesIsodonNitric Oxide Synthase Type IIPharmaceutical ScienceChromosomal translocationNitric OxideAnalytical ChemistryMiceDrug DiscoverymedicineAnimalsLuciferaseLuciferasesPharmacologyPlants MedicinalbiologyMolecular StructureReverse Transcriptase Polymerase Chain ReactionMonocyteMacrophagesAnti-Inflammatory Agents Non-SteroidalOrganic ChemistryNF-kappa BBiological activityTransfectionbiology.organism_classificationMolecular biologyIn vitromedicine.anatomical_structureBiochemistryComplementary and alternative medicineCell cultureIsodonMolecular MedicineDiterpenesDiterpenes KauraneJournal of Natural Products
researchProduct

Crystal Structures and Cytotoxicity of ent-Kaurane-Type Diterpenoids from Two Aspilia Species

2018

A phytochemical investigation of the roots of Aspilia pluriseta led to the isolation of ent-kaurane-type diterpenoids and additional phytochemicals (1⁻23). The structures of the isolated compounds were elucidated based on Nuclear Magnetic Resonance (NMR) spectroscopic and mass spectrometric analyses. The absolute configurations of seven of the ent-kaurane-type diterpenoids (3⁻6, 6b, 7 and 8) were determined by single crystal X-ray diffraction studies. Eleven of the compounds were also isolated from the roots and the aerial parts of Aspilia mossambicensis. The literature NMR assignments for compounds 1 and 5 were revised. In a cytotoxicity assay, 12α-methoxy-ent-kaur-9(11),1…

Lung Neoplasms<i>Aspilia mossambicensis</i>Pharmaceutical ScienceCrystal structureAspilia plurisetaAsteraceaePlant Roots01 natural sciencesAnalytical Chemistryent-kaurane diterpenoid.Drug DiscoveryAspilia mossambicensisCytotoxicityEnt kauraneta116Organisk kemiMolecular StructurebiologyChemistryLiver NeoplasmsHep G2 CellsMass spectrometricterpeenitPhytochemicalChemistry (miscellaneous)solunsalpaajatMolecular MedicinecytotoxicityasterikasvitDiterpenes KauraneAspilia<i>ent</i>-kaurane diterpenoidCarcinoma HepatocellularCell SurvivalStereochemistry010402 general chemistryta3111Articlelcsh:QD241-441lcsh:Organic chemistryHumans<i>Aspilia pluriseta</i>Physical and Theoretical ChemistryIC50x-ray crystallography010405 organic chemistrycytostatic drugsOrganic Chemistryta1182Adenocarcinoma Bronchiolo-AlveolarPlant Components AerialAsteraceaebiology.organism_classificationluonnonaineetX-ray crystal structurenaturally occurring substances0104 chemical sciencesA549 Cellsent-kaurane diterpenoidröntgenkristallografiaterpenesMolecules
researchProduct

Anti-HIV Agents Derived from the ent-Kaurane Diterpenoid Linearol

2002

Twenty-six semisynthetic ent-kaurane derivatives of linearol (1) have been investigated for their anti-HIV effects. Five compounds (4, 7, 11, 25, and 26) showed significant activity against HIV replication in H9 lymphocyte cells with EC(50) values in the range <0.1-3.11 microg/mL. With TI values of 163 and 184, compounds 4 and 25 are especially promising for further development as potential anti-HIV agents.

Magnetic Resonance SpectroscopyAnti-HIV AgentsStereochemistryLymphocyteEnt kaurane diterpenoidHuman immunodeficiency virus (HIV)Pharmaceutical ScienceBiologymedicine.disease_causeAnalytical Chemistrychemistry.chemical_compoundDrug DiscoverymedicineCombinatorial Chemistry TechniquesHumansLymphocytesPharmacologyMolecular StructureAnti hivOrganic ChemistryHIVbiology.organism_classificationIn vitroTerpenoidmedicine.anatomical_structureComplementary and alternative medicinechemistryLentivirusSideritisMolecular MedicineDiterpenesDiterpeneJournal of Natural Products
researchProduct

Effects of ajugarins and related neoclerodane diterpenoids on feeding behaviour of Leptinotarsa decemlineata and Spodoptera exigua larvae

2001

Three naturally occurring ajugarins and seven semisynthetic derivatives of them, possessing different functionalities in the decalin part, together with two natural furoneoclerodane diterpenes, have been assessed as feeding behavior modifying agents of larvae of the generalist Spodoptera exigua and a specialist like Leptinotarsa decemlineata. Ajugarin I and some of its derivatives exhibited a significant antifeedant activity against larvae of S. exigua in both choice and no-choice assays. Conversely, the furoneoclerodane diterpenes only presented antifeedant activity against larvae of L. decemlineata. These results indicate that the biological action of the tested substances is strongly mod…

Magnetic Resonance SpectroscopyPlant ScienceSpodopteraHorticultureSpodopteraBiochemistryLepidoptera genitaliachemistry.chemical_compoundExiguaBotanyAnimalsMolecular BiologyLeptinotarsaLarvabiologyfungiFeeding BehaviorGeneral Medicinebiology.organism_classificationTerpenoidColeopterachemistryBiochemistryLarvaNoctuidaeDiterpenesDiterpenePhytochemistry
researchProduct

Physician–patient communication and patient-reported outcomes in the actinic keratosis treatment adherence initiative (AK-TRAIN): a multicenter, pros…

2017

Background: Patients with multiple actinic keratoses (AKs) should be treated with field-directed therapy. Such treatments challenge patients’ adherence due to out-of-pocket costs, length of treatment and severity of local skin reactions (LSRs). Effective physician–patient communication (PPC) may buffer therapy-related distress, thus improving quality of life, treatment satisfaction and adherence. Objectives: We evaluated the interplay between PPC, LSR intensity (safety) and lesion clearance rates (effectiveness) on treatment satisfaction, quality of life and treatment adherence among patients with multiple AKs receiving topical field-directed therapies. Methods: In this observational, multi…

Male2708; infectious diseases; actinic keratosesDiclofenacActinictopical field‐directed therapyAnti-Inflammatory AgentsAntineoplastic AgentsAdministration CutaneousMedication AdherenceAdministration Cutaneous; Aged; Aged 80 and over; Anti-Inflammatory Agents Non-Steroidal; Antineoplastic Agents; Diclofenac; Diterpenes; Drug Eruptions; Female; Humans; Imiquimod; Italy; Keratosis Actinic; Longitudinal Studies; Male; Middle Aged; Patient Reported Outcome Measures; Prospective Studies; Quality of Life; Communication; Medication Adherence; Patient Satisfaction; Physician-Patient Relationsactinic keratoses2708; Infectious Diseases80 and overHumansLongitudinal StudiesPatient Reported Outcome MeasuresProspective Studiesactinic keratoseAgedAged 80 and overPhysician-Patient RelationsImiquimodtreatmentCommunicationAnti-Inflammatory Agents Non-SteroidalKeratosisMiddle AgedKeratosis ActinicInfectious DiseasesCutaneousItalyPatient SatisfactionAdministrationQuality of LifeFemaleDrug EruptionsDiterpenesSettore MED/35 - MALATTIE CUTANEE E VENEREENon-Steroidal2708
researchProduct