0000000000227331

AUTHOR

Liliana Betancur-galvis

showing 11 related works from this author

Anti-herpetic and anti-dengue activity of abietane ferruginol analogues synthesized from (+)-dehydroabietylamine

2015

The abietane-type diterpenoid (+)-ferruginol (1), a bioactive compound isolated from several plants, has attracted much attention as consequence of its pharmacological properties, which includes antibacterial, antifungal, antimicrobial, cardioprotective, anti-oxidative, anti-plasmodial, leishmanicidal, anti-ulcerogenic, anti-inflammatory and antitumor actions. In this study, we report on the antiviral evaluation of ferruginol (1) and several analogues synthesized from commercial (+)-dehydroabietylamine. Thus, the activity against Human Herpesvirus type 1, Human Herpesvirus type 2 and Dengue Virus type 2, was studied. Two ferruginol analogues showed high antiviral selectivity index and reduc…

0301 basic medicineHerpesvirus 2 HumanDehydroabietylamineHerpesvirus 1 HumanMicrobial Sensitivity TestsDengue virusmedicine.disease_causeAntiviral AgentsArticleDengue feverDengueStructure-Activity Relationship03 medical and health scienceschemistry.chemical_compoundDrug DiscoverymedicineHumansStructure–activity relationshipAntiviralFerruginolAbietanePharmacologyDose-Response Relationship DrugMolecular StructureChemistryOrganic ChemistryStereoisomerismGeneral MedicineDengue VirusHerpesmedicine.diseaseAntimicrobialBioactive compoundFerruginol030104 developmental biologyBiochemistryAbietanesAbietaneDiterpeneDiterpeneEuropean Journal of Medicinal Chemistry
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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
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Synthesis and biological evaluation of pyridinebetaine A and B

2009

The synthesis of the marine natural products pyridinebetaine A and B is reported. The biological evaluation of pyridinebetaine A and B and several analogues as cytotoxic, antifungal and antiviral agents is also described. Unfortunately, none of the compounds tested showed relevant antifungal or cytotoxic activity. Only pyridinebetaine B reduced the Herpes simplex virus type 1 virus replication, though only weakly.

AntifungalAntifungal Agentsmedicine.drug_classHerpesvirus 1 HumanPlant ScienceBiologyVirus Replicationmedicine.disease_causeAntiviral AgentsBiochemistryAnalytical ChemistryMicrobiologyStructure-Activity RelationshipAlkaloidsChlorocebus aethiopsmedicineAnimalsHumansCytotoxic T cellVero CellsBiological evaluationMolecular StructureOrganic ChemistryFungiVirologyBetaineHerpes simplex virusViral replicationHeLa CellsNatural Product Research
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Synthesis and Biological Evaluation of Combretastatin A-4 and Three Combretastatin-Based Hybrids

2012

The syntheses of combretastatin A-4 from gallic acid and of three combretastatin-based hybrids are described. Starting from commercial gallic acid, the phosphonium salt (3,4,5-trimethoxybenzylphosphonium bromide) is synthesized and coupled, through a Wittig reaction, with several aldehydes, including methoxymethyl-protected isovanillin, the aldehyde γ-bicyclohomofarnesal having a labdane skeleton, 3-(3-pyridyl) propanal, and furfural. The biological properties of the cis-coupled compounds as cytotoxic, antiviral and antifungal agents are also reported. In addition, pyrogallol, gallic and 3,4,5-trimethoxybenzoic acids have been studied biologically.

PharmacologyCombretastatin A-4CombretastatinPhosphonium saltPlant ScienceGeneral MedicineIsovanillinLabdanechemistry.chemical_compoundComplementary and alternative medicinechemistryPyrogallolDrug DiscoveryWittig reactionOrganic chemistryGallic acidNatural Product Communications
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Synthesis and biological evaluation of (+)-labdadienedial, derivatives and precursors from (+)-sclareolide

2010

Labdadienedial and a series of C15,C16-functionalized derivatives were synthesized from commercial (+)-sclareolide and evaluated for their cytotoxic, antimycotic, and antiviral activities. Their precursors were similarly evaluated.

Antifungal AgentsStereochemistryAntineoplastic AgentsHerpesvirus 1 HumanAntiviral AgentsChemical synthesisInhibitory Concentration 50chemistry.chemical_compoundChlorocebus aethiopsDrug Discoveryotorhinolaryngologic diseasesAnimalsHumansCytotoxicityVero CellsPharmacologyOrganic ChemistryFungifood and beveragesSclareolideBiological activityGeneral MedicineCombinatorial chemistryTerpenoidIn vitrostomatognathic diseaseschemistrylipids (amino acids peptides and proteins)DiterpenesDiterpeneEnantiomerHeLa CellsEuropean Journal of Medicinal Chemistry
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Synthesis and antiviral activity of scopadulane-rearranged diterpenes.

2009

A new bioactive diterpene skeleton resulting from a backbone rearrangement is described. Activity of the rearranged product and several derivatives against Herpes Virus Simplex type 2 is reported.

StereochemistryvirusesHerpesvirus 2 HumanViral Plaque AssayBiologymedicine.disease_causeVirus ReplicationAntiviral AgentsViruschemistry.chemical_compoundInhibitory Concentration 50Pharmaceutical technologyVirologyChlorocebus aethiopsmedicineInhibitory concentration 50AnimalsVero CellsPharmacologyMolecular StructureTerpenoidHerpes simplex viruschemistryBiochemistryDiterpeneDiterpenesHerpes virus simplexAntiviral research
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Synthesis and antiviral activity of scopadulcic acids analogues

2003

The synthesis and antiviral properties of several scopadulcic acid analogues functionalized at C-6/C-7 and C-13 is reported. The preparation of advanced intermediates for the synthesis of scopadulcic acid B/scopadulciol analogues is also described. The biological study revealed the importance of polar groups at C-13, while the stereochemistry at C-8 was not critical for activity.

ScopadulciolStereochemistryChemistryOrganic ChemistryDrug DiscoveryScopadulcic acid BOrganic chemistryBiochemistryTetrahedron
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Synthesis and biological evaluation of abietic acid derivatives

2009

A series of C18-oxygenated derivatives of abietic acid were synthesized and evaluated for their cytotoxic, antimycotic, and antiviral activities. In general, the introduction of an aldehyde group at C18 did improve the resultant bioactivity, while the presence of an acid or alcohol led to less active compounds.

Antifungal AgentsCarboxylic acidMolecular ConformationAntineoplastic AgentsAlcoholHerpesvirus 1 HumanMicrobial Sensitivity TestsPrimary alcoholAntiviral AgentsChemical synthesisAldehydeStructure-Activity Relationshipchemistry.chemical_compoundChlorocebus aethiopsDrug DiscoveryAnimalsHumansStructure–activity relationshipOrganic chemistryAbietic acidVero CellsCandidaCell ProliferationPharmacologychemistry.chemical_classificationDose-Response Relationship DrugAspergillus fumigatusOrganic Chemistryfood and beveragesStereoisomerismGeneral Medicineequipment and suppliesAspergilluschemistryDrug DesignAbietaneslipids (amino acids peptides and proteins)DiterpeneHeLa CellsEuropean Journal of Medicinal Chemistry
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Synthesis and biological evaluation of dehydroabietic acid derivatives.

2010

A series of C18-oxygenated derivatives of dehydroabietic acid were synthesized from commercial abietic acid and evaluated for their cytotoxic, antimycotic, and antiviral activities.

KetoneAntifungal AgentsCarboxylic acidAntineoplastic AgentsHerpesvirus 1 HumanMicrobial Sensitivity TestsAldehydeChemical synthesisAntiviral Agentschemistry.chemical_compoundInhibitory Concentration 50Cell Line TumorDrug DiscoveryOrganic chemistryAnimalsHumansAbietic acidCytotoxicityPharmacologychemistry.chemical_classificationOrganic ChemistryFungifood and beveragesGeneral Medicineequipment and suppliesTerpenoidchemistryAbietaneslipids (amino acids peptides and proteins)DiterpeneHydrophobic and Hydrophilic InteractionsEuropean journal of medicinal chemistry
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Synthesis and cytotoxic activity of novel C7-functionalized spongiane diterpenes.

2003

Based on two lead cytotoxic spongiane diterpenes, a new series of C7-oxygenated derivatives were synthesized and evaluated for their antitumor activity in vitro against the cancer cell lines HeLa and HEp-2. In general, introduction of either hydroxyl or acetoxy groups at C-7 did not improve the resultant cytotoxicity, while the presence of a butyrate ester led to more active compounds (CC(50)=4.0-9.5 microM).

StereochemistryClinical BiochemistryPharmaceutical ScienceAntineoplastic AgentsButyrateBiochemistryChemical synthesisHeLachemistry.chemical_compoundInhibitory Concentration 50Structure-Activity RelationshipCell Line TumorDrug DiscoveryStructure–activity relationshipHumansCytotoxicityMolecular Biologychemistry.chemical_classificationbiologyMolecular StructureOrganic Chemistrybiology.organism_classificationButyrateschemistryMolecular MedicineHemiacetalDiterpeneDiterpenesDrug Screening Assays AntitumorLactoneHeLa CellsBioorganicmedicinal chemistry
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Cytotoxic, immunomodulatory, antimycotic, and antiviral activities of semisynthetic 14-hydroxyabietane derivatives and triptoquinone C-4 epimers

2013

A series of C14-hydroxy derivatives of dehydroabietic acid were synthesised from commercial abietic acid and evaluated for their cytotoxic, antimycotic, and antiviral activities. From these C14-hydroxy derivatives, triptoquinone C-4 epimers were obtained and their immunomodulatory activity was additionally evaluated. None of the tested compounds showed antiviral activity against herpes simplex virus type 1 (HHV-1), and nor did they display antimycotic activity against certain Aspergillus, spp. except for one compound, abieta-8,11,13-trien-14,18-diol. Interestingly, two triptoquinone epimers showed cytotoxic activity, and one of them induced mitochondrial potential loss, DNA damage and cell …

PharmacologyDNA damagemedicine.medical_treatmentMonocyteOrganic ChemistryPharmaceutical ScienceBiologyCell cyclemedicine.disease_causeBiochemistryPeripheral blood mononuclear cellJurkat cellsHerpes simplex virusCytokinemedicine.anatomical_structureBiochemistryDrug DiscoverymedicineMolecular MedicineCytotoxic T cellMedChemComm
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