Search results for "Triterpenoid"

showing 10 items of 51 documents

Pursaethosides A-E, triterpene saponins from Entada pursaetha.

2005

Five new triterpenoid saponins, pursaethosides A-E (1-5), were isolated from the n-BuOH extract of the seed kernels of Entada pursaetha along with the known phaseoloidin. The structures of 1-5 were elucidated mainly by spectroscopic data interpretation and chemical degradation. Pursaethosides C-E (3-5) possess as a common structural feature entagenic acid as aglycon, which is rare among triterpene saponins. Compounds 2-4 and phaesolidin were found to be not cytotoxic when tested against HCT 116 and HT-29 human colon cancer cells.

MimosaSaponinPharmaceutical SciencePharmacognosyEntada pursaethaAnalytical ChemistryTriterpenoidTriterpeneDrug DiscoveryTumor Cells CulturedHumansCameroonNuclear Magnetic Resonance BiomolecularPharmacologychemistry.chemical_classificationPlants MedicinalMolecular StructureOrganic ChemistryGlycosideSaponinsAntineoplastic Agents PhytogenicTerpenoidTriterpenesHuman colon cancerComplementary and alternative medicinechemistryBiochemistryMolecular MedicineDrug Screening Assays AntitumorJournal of natural products
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Information entropy-based classification of triterpenoids and steroids from Ganoderma

2015

Abstract A set of 71 triterpenoid and steroid compounds from Ganoderma were periodically classified using a procedure based on information entropy with artificial intelligence. Six features were used in hierarchical order to classify the triterpenoids and steroids structurally. The phytochemicals belonging to the same group in the periodic table present similar antioxidant activity, and those compounds belonging to the same period exhibit maximum resemblance. The periodic classification is related to the experimental bioactivity and antioxidant potency data that are available in the literature: a steroid with a three-ketone group conjugated with two carbon–carbon double bonds in the right s…

Molecular StructurebiologyGanodermaStereochemistryEntropymedicine.medical_treatmentGanodermaPlant ScienceGeneral MedicineHorticulturebiology.organism_classificationBioinformaticsBiochemistryAntioxidantsTriterpenesSteroidStructure-Activity RelationshipTriterpenoidArtificial IntelligencemedicineSteroidsMolecular BiologyAlgorithmsDrugs Chinese HerbalPhytochemistry
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Molecular composition and chemotaxonomic aspects of Eocene amber from the Ameki Formation, Nigeria

2012

The molecular composition of fossil resin from the Eocene Ameki Formation, southern Nigeria has been analyzed by infrared spectroscopy, pyrolysis–gas chromatography–mass spectrometry and thermochemolysis gas chromatography–mass spectrometry to determine the structural class and botanical source of the resin. The pyrolysis products were dominated by bicyclic products derived from regular labdatriene structure and lacked succinic acid indicating Class Ib type amber. The biomarker compositions in the pyrolysates are dominated by sesquiterpenoids of the cadinane and bisabolane classes that are common constituents of higher plants and labdane type diterpenoids. The exclusive presence of labdane …

Molecular compositionbiologyCupressaceaebiology.organism_classificationMass spectrometryLabdanechemistry.chemical_compoundGymnospermTriterpenoidBiomarker (petroleum)chemistryGeochemistry and PetrologySuccinic acidBotanyOrganic Geochemistry
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Compositional and morphological analyses of wax in northern wild berry species.

2019

Accepted manuscript version, licensed CC BY-NC-ND 4.0. Aerial surfaces of plants are covered by a waxy cuticle protecting plants from excessive water loss and UV light. In the present study, composition and morphology of cuticular waxes of northern wild berry species bilberry (Vaccinium myrtillus L.), lingonberry (V. vitis-idaea L.), bog bilberry (V. uliginosum L.) and crowberry (Empetrum nigrum L.) were investigated. Scanning electron microscopy (SEM) revealed differences in epicuticular wax morphology, and gas chromatography–mass spectrometry (GC–MS) analysis confirmed variation in chemical composition of cuticular waxes between the berry species. The dominant compounds in bilberry and li…

MorphologyBilberryUltraviolet RaysCuticleBlueberry PlantsChemical compositionVaccinium myrtillusBerryChemical FractionationVaccinium myrtillus01 natural sciencesGas Chromatography-Mass SpectrometryAnalytical ChemistryEpicuticular waxFruitsAnthocyaninsEmpetrum0404 agricultural biotechnologyBotanyVDP::Mathematics and natural science: 400::Zoology and botany: 480Vaccinium vitis-idaeaFinlandWaxbiologyChemistryVDP::Landbruks- og Fiskerifag: 900Plant Extracts010401 analytical chemistryFatty Acids04 agricultural and veterinary sciencesGeneral MedicineTriterpenoidsbiology.organism_classification040401 food science0104 chemical sciencesCuticular waxvisual_artFruitWaxesvisual_art.visual_art_mediumEmpetrum nigrumSun Protection FactorVacciniumFood ScienceVacciniumVDP::Matematikk og Naturvitenskap: 400::Zoologiske og botaniske fag: 480Food chemistry
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Mycochemicals in wild and cultivated mushrooms: nutrition and health

2021

AbstractThe mushrooms have contributed to the development of active ingredients of fundamental importance in the field of pharmaceutical chemistry as well as of important tools in human and animal health, nutrition, and functional food. This review considers studies on the beneficial effects of medicinal mushrooms on the nutrition and health of humans and farm animals. An overview of the chemical structure and composition of mycochemicals is presented in this review with particular reference to phenolic compounds, triterpenoids and sterols, fatty acids and lipids, polysaccharides, proteins, peptides, and lectins. The nutritional value and chemical composition of wild and cultivated mushroom…

Mycochemical0106 biological sciencesCultivationPlant Science01 natural sciencesFungal diversity Cultivation Mycochemicals Chemical structures Nutrition0404 agricultural biotechnologyNutraceuticalTriterpenoidChemical structureFunctional food010608 biotechnologyFood scienceFungal diversityBeneficial effectsNutritionPleurotusAnimal healthbiologyMycochemicals04 agricultural and veterinary sciencesbiology.organism_classification040401 food scienceChemical structuresnervous systemFungal diversity; Cultivation; Mycochemicals; Chemical structures; NutritionSettore BIO/03 - Botanica Ambientale E Applicatapsychological phenomena and processesBiotechnologyPhytochemistry Reviews
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A review of natural and modified betulinic, ursolic and echinocystic acid derivatives as potential antitumor and anti-HIV agents.

2003

The aim of this review is to update current knowledge on the betulinic, ursolic and echinocystic acids and their natural and semisynthetic analogs, focussing on their cytotoxic and anti-HIV activities. Then, the last results of the authors' team on unusual semisynthetic derivatives of these triterpenoids will be presented in order to establish structure/activity relationships.

PharmacologyMolecular StructureAnti hivChemistryAnti-HIV AgentsTumor cellsAntineoplastic AgentsGeneral MedicinePharmacologyTriterpenesStructure-Activity RelationshipTriterpenoidDrug DiscoveryHIV-1Tumor Cells CulturedStructure–activity relationshipHumansEchinocystic acidOleanolic AcidBetulinic AcidPentacyclic TriterpenesHT29 CellsMini reviews in medicinal chemistry
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New ursolic and betulinic derivatives as potential cytotoxic agents.

2003

Fifteen new ursolic and betulinic triterpenoids, bearing various functionalities at C-3 and C-28 were synthesized as potential cytotoxic agents. All compounds were obtained by a hemisynthetic route via ursolic and betulinic acids. Preliminary screening of these compounds on human HT 29 colon cancer cells revealed inhibitory activity for three of them. Beta-D-Glucopyranosyl-3beta-hydroxyurs-12(13)-en-28-oate 1c, 3beta-3-(3-pyridyl)-prop-2-enoyloxyurs-12(13)-en-28-oic acid 1i and the potassium salt of 3beta-cinnamoyloxylup-20(29)-en-28-oic acid 2d demonstrated cytotoxic activity in the micromolar range: 8.0, 45.0 and 8.0 microM, respectively.

PharmacologyMolecular StructureStereochemistryCell SurvivalAntineoplastic AgentsGeneral MedicineTriterpeneschemistry.chemical_compoundInhibitory Concentration 50Structure-Activity RelationshipTriterpenoidUrsolic acidchemistryBetulinic acidDrug DiscoveryCytotoxic T cellHumansDrug Screening Assays AntitumorBetulinic AcidCytotoxicityPentacyclic TriterpenesHT29 CellsJournal of enzyme inhibition and medicinal chemistry
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Triterpenoid Saponins From the Stem Bark of Pentaclethra eetveldeana

2019

Two previously undescribed triterpenoid saponins together with 4 known ones were isolated from the stem bark of Pentaclethra eetveldeana De Wild. & Th. Dur. Their structures were elucidated by spectroscopic methods including 1D and 2D NMR experiments in combination with mass spectrometry as 3- O-β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranosyloleanolic acid and 3- O-β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranosylhederagenin.

PharmacologyStem barkTraditional medicine010405 organic chemistryPlant ScienceGeneral MedicineFabaceaeBiology01 natural sciencesPentaclethra eetveldeana0104 chemical sciences010404 medicinal & biomolecular chemistryTriterpenoidComplementary and alternative medicineDrug DiscoveryNatural Product Communications
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Triterpenoid Saponins From the Root Bark of Haplocoelum congolanum

2019

Two undescribed triterpenoid saponins together with 5 known ones were isolated from the root bark of Haplocoelum congolanum Hauman. Their structures were elucidated by spectroscopic methods including one-dimensional and two-dimensional nuclear magnetic resonance experiments in combination with mass spectrometry as 3- O-(4- O-[3-hydroxy-3-methylglutaryl])-α-l-arabinopyranosyl-(1→3)-α-l-rhamnopyranosyl-(1→2)-[β-d-glucopyranosyl-(1→4)]-α-l-arabinopyranosyloleanolic acid and 3- O-α-l-arabinofuranosyl-(1→3)-α-l-rhamnopyranosyl-(1→2)-[β-d-glucopyranosyl-(1→4)]-α-l-arabinopyranosyloleanolic acid.

PharmacologybiologyTraditional medicine010405 organic chemistryChemistryPlant ScienceGeneral MedicineSapindaceaebiology.organism_classification01 natural sciences0104 chemical sciences010404 medicinal & biomolecular chemistryHaplocoelumTriterpenoidComplementary and alternative medicinevisual_artDrug Discoveryvisual_art.visual_art_mediumBarkNatural Product Communications
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Triterpenoid saponins from the cultivar “Green Elf” of Pittosporum tenuifolium

2021

Four oleanane-type glycosides were isolated from a horticultural cultivar “Green Elf” of the endemic Pittosporum tenuifolium (Pittosporaceae) from New Zealand: three acylated barringtogenol C glycosides from the leaves, with two previously undescribed 3-O-β-d-glucopyranosyl-(1→2)-[α-l-arabinopyranosyl-(1→3)]-β-d-glucuronopyranosyl-21-O-angeloyl-28-O-acetylbarringtogenol C, 3-O-β-d-galactopyranosyl-(1→2)-[α-l-arabinopyranosyl-(1→3)]-β-d-glucuronopyranosyl-21-O-angeloyl-28-O-acetylbarringtogenol C, and the known 3-O-β-d-glucopyranosyl-(1→2)-[α-l-arabinopyranosyl-(1→3)]-β-d-glucuronopyranosyl-21-O-angeloyl-28-O-acetylbarringtogenol C (Eryngioside L). From the roots, the known 3-O-β-d-glucopyra…

PittosporaceaeSaponinPittosporaceaePharmaceutical ScienceOrganic chemistry01 natural sciencesTAS1R2/TASR3Analytical ChemistryTriterpenoidTAS1R3QD241-441sweet tasteDrug Discovery[SDV.BBM]Life Sciences [q-bio]/Biochemistry Molecular BiologyCultivarPhysical and Theoretical Chemistrytaste inhibitor2. Zero hungerchemistry.chemical_classificationbiologyTraditional medicine010405 organic chemistryPittosporum tenuifoliumbarringtogenol CGlycosideSweet tastebiology.organism_classification0104 chemical sciencesPittosporum tenuifolium010404 medicinal & biomolecular chemistry<i>Pittosporum tenuifolium</i>chemistryChemistry (miscellaneous)Molecular Medicine[SDV.AEN]Life Sciences [q-bio]/Food and Nutrition
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