Search results for "Atractyloside"

showing 5 items of 5 documents

Powerful tumor cell growth-inhibiting activity of a synthetic derivative of atractyligenin: Involvement of PI3K/Akt pathway and thioredoxin system

2014

The semi-synthetic ent-kaurane 15-ketoatractyligenin methyl ester (SC2017) has been previously reported to possess high antiproliferative activity against several solid tumor-derived cell lines. Our study was aimed at investigating SC2017 tumor growth-inhibiting activity and the underlying mechanisms in Jurkat cells (T-cell leukemia) and xenograft tumor models. METHODS: Cell viability was evaluated by MTT assay. Cell cycle progression, reactive oxygen species (ROS) elevation and apoptotic hallmarks were monitored by flow cytometry. Inhibition of thioredoxin reductase (TrxR) by biochemical assays. Levels and/or activation status of signaling proteins were assessed by western blotting. Xenogr…

CellBiophysicsAntineoplastic AgentsApoptosisAtractylosideBiologyCell cycleBiochemistryJurkat cellsMicePhosphatidylinositol 3-KinasesThioredoxinsTumor Cells CulturedmedicineAnimalsHumansMTT assayViability assaySettore BIO/15 - Biologia FarmaceuticaMolecular BiologyProtein kinase BPI3K/AKT/mTOR pathwayCell ProliferationPI3K/AktHCT 116 xenograftCytochromes cApoptosiThioredoxin systemSettore CHIM/06 - Chimica OrganicaCell cycleXenograft Model Antitumor AssaysCell biologymedicine.anatomical_structureCaspasesCancer researchThioredoxinDiterpenes KauraneProto-Oncogene Proteins c-aktEnt-kaurane
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

The Structure and the Stereochemistry of Atractyliretin

1986

The nor-kaurane diterpene Atractyliretin was obtained by acid hydrolysis of Atractyloside, a toxic substance isolated from ATRACTYLIS GUMMIFERA L (Compositae). On the basis of spectral (IR, (1)H-NMR, (13)C-NMR and MS) analysis and chemical degradation its structure and stereochemistry was identified as 4.

PharmacologyStereochemistryChemistryOrganic ChemistryPharmaceutical ScienceToxic substanceAnalytical Chemistrychemistry.chemical_compoundComplementary and alternative medicineDrug DiscoveryMolecular MedicineMoleculeAcid hydrolysisAtractylosideDiterpeneChemical decompositionAtractylis gummiferaPlanta Medica
researchProduct

The structure and stereochemistry of atractyligenin

1966

Abstract The structure of atractyligenin C19H28O4, the nor-diterpenoidic aglycone of atractyloside C30H44O16S2K2 has been substantiated as Ia. The absolute configuration shown in Ia proves it to be a derivative of (−)kaurene.

chemistry.chemical_compoundAglyconechemistryStereochemistryOrganic ChemistryDrug DiscoveryAbsolute configurationAtractyligeninAtractylosideBiochemistryDerivative (chemistry)Tetrahedron
researchProduct

Harmful and Protective Effects of Terpenoids from African Medicinal Plants

2014

Terpenoids represent the most widespread group of natural products and can be found in all classes of living things. Many defensive compounds include sesquiterpenoids and diterpenoids from angiosperm species. Several terpenoids are biologically active and are exploited in the fight against cancer, malaria, inflammation, and a variety of infectious diseases. Nonetheless, some compounds of this group showed toxic effects causing gastrointestinal problems or central nervous system manifestations among others. Several bioactive terpenoids were identified in African medicine with numbers of them having organ-protective effects while few are known for their nonbeneficial properties for humans. In…

chemistry.chemical_compoundchemistryUrsolic acidBetulinic acidfungiPharmacologyAtractylosideBiologyMedicinal plantsOleanolic acidTerpenoidCicutoxinLupeol
researchProduct