Search results for " antiproliferative activity"

showing 10 items of 58 documents

The size of aryl linker between two polyaza-cyclophane moieties controls the binding selectivity to ds-RNA vs ds-DNA

2013

Aryl-linked (pyridine- vs. phenanthroline-) bis-polyaza pyridinophane scorpiands PYPOD and PHENPOD strongly bind to the double stranded DNA and RNA, whereby very intriguing RNA over DNA selectivity is finely tuned by aryl-linker length and aromatic surface. Moreover, PYPOD and PHENPOD dimer formation at high compound/polynucleotide ratios is highly sensitive to the fine interplay between the steric and binding properties of compound-dimers and the DNA minor groove/RNA major groove. That is demonstrated by significantly different induced CD spectra, which allow spectroscopic differentiation between various DNA/RNA secondary structures. A significantly higher (micromolar) antiproliferative ef…

Aza CompoundsBinding SitesMolecular StructureStereochemistryChemistryPyridinesDimerOrganic ChemistryRNADNABiochemistrypolyaza-cyclophane ; DNA ; RNA ; selectivity ; antiproliferative activitychemistry.chemical_compoundPolynucleotidePhysical and Theoretical ChemistryBinding siteParticle SizeLinkerBinding selectivityDNACyclophanePhenanthrolinesRNA Double-Stranded
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Synthesis and in vitro antileukemic activity of new 4-triazenopyrazole derivatives

2003

Several new 4-(3,3-dimethyltriazeno)-5-benzamidopyrazole derivatives were prepared by reacting 4-diazo-5-benzamidopyrazole derivatives with dimethylamine. The compounds were tested at 10 microM for their vitro antileukemic activity against K562 (Human chronic myelogenous leukemia) and Raji (human Burkitt limphoma ) cell lines. Dacarbazine and methotrexate were used for comparative purpose. The 3-methyl-4-(3,3-dimethyltriazeno)-5-(substituted benzamido)pyrazoles, bearing the pyrazole nucleus free at 1 position, resulted more active than the 1-(substituted phenyl)-3-methyl-4-(3,3-dimethyltriazeno)-5-benzamidopyrazoles. Dacarbazine at 10 microM showed no activity in the above tests. The observ…

StereochemistryDacarbazinePharmaceutical ScienceAntineoplastic AgentsPyrazoleSettore BIO/19 - Microbiologia GeneraleInhibitory Concentration 50Structure-Activity Relationshipchemistry.chemical_compoundCytochrome P-450 Enzyme SystemCell Line TumorLeukemia Myelogenous Chronic BCR-ABL PositiveDrug DiscoverymedicineHumansDimethylamine4-Triazenopyrazoles Antiproliferative activity In vitro antileukemic acitivityDemethylationTriazinesGeneral MedicineBurkitt LymphomaSettore CHIM/08 - Chimica FarmaceuticaIn vitroRaji cellchemistryMechanism of actionPyrazolesGrowth inhibitionmedicine.symptommedicine.drugIl Farmaco
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An overview on the recent developments of 1,2,4-triazine derivatives as anticancer compounds

2017

The synthesis, the antitumor activity, the SAR and, whenever described, the possible mode of action of 1,2,4-triazine derivatives, their N-oxides, N,. N'-dioxides as well as the benzo- and hetero-fused systems are reported. Herein are treated derivatives disclosed to literature from the beginning of this century up to 2016. Among the three possible triazine isomers, 1,2,4-triazines are the most studied ones and many derivatives having remarkable antitumor activity have been reported in the literature and also patented reaching advanced phases of clinical trials.

0301 basic medicine4-benzotriazine124-triazineAntineoplastic AgentsChemistry Techniques SyntheticAntiproliferative activity01 natural sciences03 medical and health scienceschemistry.chemical_compoundNeoplasmsDrug DiscoveryOrganic chemistryAnimalsHumans124-triazineMode of action124-benzotriazineTriazineAntitumor activityPharmacology010405 organic chemistryChemistryTriazinesNitrogen heterocyclesDrug Discovery3003 Pharmaceutical Science1; 2; 4-benzotriazine; 1; 2; 4-triazine; Antiproliferative activity; Antitumor activity; Nitrogen heterocycles; Pharmacology; Drug Discovery3003 Pharmaceutical Science; Organic ChemistryOrganic ChemistryGeneral MedicineCombinatorial chemistrySettore CHIM/08 - Chimica Farmaceutica0104 chemical sciences030104 developmental biologyNitrogen heterocycleDrug Screening Assays AntitumorAntitumor activity
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THIOPYRANO[2,3-E]INDOL-2-ONES: ANGELICIN HETEROANALOGUES WITH POTENT PHOTOANTIPROLIFERATIVE ACTIVITY

2008

A new class of compounds, the thiopyrano[2,3-e]indol-2-ones, bioisosters of the angular furocoumarin angelicin, was synthesized with the aim of obtaining new photochemotherapeutic agents. In particular 7,8-dimethyl-thiopyranoindolone 6c s showed a remarkable phototoxicity and a great dose UVA dependence reaching IC(50) values at submicromolar level. This latter photoinduced a massive apoptosis and a remarkable photodamage to lipids and proteins. Although it did not intercalate DNA, it was able to cause photooxidation of DNA bases.

IndolesStereochemistryDNA damageUltraviolet RaysAngelicinThiopyrano[23-e ]indol-2-oneClinical BiochemistryPharmaceutical ScienceHL-60 CellsApoptosisThiopyrano[2Antiproliferative activityBiochemistryChemical synthesischemistry.chemical_compoundInhibitory Concentration 50Jurkat CellsAngelicinPhotochemotherapeutic agentsFurocoumarinsDrug DiscoveryThiolactoneTumor Cells CulturedHumansPhotosensitizer3-e ]indol-2-onesMolecular BiologyPhotosensitizing AgentsFurocoumarinOrganic ChemistryProteinsBiological activityThiopyrano[2; 3-e ]indol-2-ones; Angelicin; Antiproliferative activity; Photochemotherapeutic agents; ApoptosisDNASettore CHIM/08 - Chimica FarmaceuticaMitochondriachemistryPhotochemotherapeutic agentMolecular MedicineLipid PeroxidationPhototoxicityDNA Damage
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Amidino substituted 2-aminophenols: biologically important building blocks for the amidino-functionalization of 2-substituted benzoxazoles

2021

Unlike the closely related and widely investigated amidino-substituted benzimidazoles and benzothiazoles with a range of demonstrated biological activities, the matching benzoxazole analogues still remain a largely understudied and not systematically evaluated class of compounds. To address this challenge, we utilized the Pinner reaction to convert isomeric cyano-substituted 2- aminophenols into their amidine derivatives, which were isolated as hydrochlorides and/or zwitterions, and whose structure was confirmed by single crystal X-ray diffraction. The key step during the Pinner synthesis of the crucial carboximidate intermediates was characterized through mechanistic DFT calculations, with…

Models MolecularAmidinesAntineoplastic AgentsAminophenolsCrystallography X-Ray010402 general chemistry01 natural sciencesBiochemistryAmidinechemistry.chemical_compoundCell Line TumorHumansPinner reactionPhysical and Theoretical ChemistryDensity Functional TheoryCell ProliferationBenzoxazolesMolecular Structurebenzoxazoles ; amidino-functionalization ; Pinner reaction ; organic synthesis ; X-ray analysis ; antiproliferative activity ; DFT calculations010405 organic chemistryArylOrganic ChemistryBiological activityBenzoxazoleCondensation reactionCombinatorial chemistry0104 chemical sciences3. Good healthCarboximidatechemistrySurface modificationDrug Screening Assays AntitumorOrganic & Biomolecular Chemistry
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Anthemis wiedemanniana essential oil prevents LPS-induced production of NO in RAW 264.7 macrophages and exerts antiproliferative and antibacterial ac…

2012

Anthemis wiedemanniana is known in folk medicine for the treatment of microbial infections, cancer and also urinary and pulmonary problems. In this study, the chemical composition of the essential oil from A. wiedemanniana was evaluated and its antibacterial activity was tested against 10 bacterial strains. The oil was also tested for its potentiality to inhibit nitric oxide production in RAW 264.7 macrophages and for its cytotoxicity against four human cancer cell lines. A. wiedemanniana oil, rich of oxygenated monoterpenes (25.4%), showed a good antibacterial activity against Gram-positive bacteria and a good activity against the two Gram-negative bacteria, Escherichia coli and Proteus vu…

Anthemis wiedemanniana essential oil antiproliferative activity antibacterial activityLipopolysaccharidesProteus vulgarisPlant ScienceMicrobial Sensitivity Testsmedicine.disease_causeGram-Positive BacteriaBiochemistryAnalytical ChemistryNitric oxideMicrobiologylaw.inventionCell Linechemistry.chemical_compoundMicelawCell Line TumormedicineEscherichia coliOils VolatileAnimalsHumansAnthemisSettore BIO/15 - Biologia FarmaceuticaCytotoxicityEscherichia coliEssential oilNitritesCell ProliferationbiologyOrganic ChemistrySettore CHIM/06 - Chimica Organicabiology.organism_classificationProteusAntineoplastic Agents PhytogenicAnti-Bacterial AgentschemistryMonoterpenesAnthemisAntibacterial activityBacteriaNatural product research
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Synthesis and antitumor activities of 1,2,3-triazines and their benzo- and heterofused derivatives

2017

1,2,3-Triazines are a class of biologically active compounds that exhibit a broad spectrum of activities, including antibacterial, antifungal, antiviral, antiproliferative, analgesic and anti-inflammatory properties. This review, which covers the literature from the end of last century to 2016, treats, through a comprehensive, systematic approach, the 1,2,3-triazine and related benzo- and hetero-fused derivatives possessing antitumor activity. Their efficacy, combined with a simple synthesis confers to these molecules a great potential as scaffold for the development of antitumor compounds.

0301 basic medicineAntifungalModels MolecularHetero-fused 1123-Triazines Benzo[123]triazines Hetero-fused 123-triazines Antiproliferative activity Antitumor activity Nitrogen heterocyclesStereochemistrymedicine.drug_class12Antineoplastic AgentsChemistry Techniques SyntheticAntiproliferative activity01 natural sciences03 medical and health sciencesBroad spectrumNeoplasmsDrug DiscoverymedicineBenzene DerivativesAnimalsHumans3]triazinesPharmacologyAntitumor activity3-triazines1; 2; 3-Triazines; Benzo[1; 2; 3]triazines; Hetero-fused 1; 2; 3-triazines; Antiproliferative activity; Antitumor activity; Nitrogen heterocyclesBenzo[1ChemistryTriazinesNitrogen heterocyclesOrganic ChemistryBiological activityGeneral MedicineSettore CHIM/08 - Chimica FarmaceuticaCombinatorial chemistry0104 chemical sciences010404 medicinal & biomolecular chemistry030104 developmental biologyAntitumor activity
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Chemical constituents and antiproliferative activity of Euphorbia bivonae

2011

Euphorbia is a genus of plants belonging to the family Euphorbiaceae, consisting of about 2160 species. This family occurs mainly in the Indo-Malayan region and tropical America. Euphorbia also has many species in non-tropical areas such as the Mediterranean area, the Middle East, South Africa, and southern USA. Phytochemical studies of species from the genus Euphorbia report the presence of skin-irritating and tumor-promoting diterpenoids, several macrocyclic diterpenoids with antibacterial, anticancer, PGE2-inhibitory, antifeedant, anti-HIV, and analgesic activities. Some of the Euphorbiaceae species are used in folk medicine for the treatment of skin diseases, gonorrhea, migraines, intes…

Euphorbia bivonaeChemistryChemical constituentsEuphorbia bivonae coumarins triterpenes antiproliferative activityOrganic chemistryPlant ScienceGeneral ChemistrySettore CHIM/08 - Chimica FarmaceuticaGeneral Biochemistry Genetics and Molecular BiologyChemistry of Natural Compounds
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Synthesis of the new ring system 6,8-dihydro-5H-pyrrolo[3,4-h]quinazoline

2009

Abstract A convenient synthesis of the pyrrolo[3,4- h ]quinazoline ring system is reported. Our synthetic approach consisted of the annelation of a pyrimidine ring to an isoindole moiety using tetrahydroisoindole-4-ones as building blocks. The antiproliferative activity of the new compounds was investigated and one of them showed antitumor activity against all the 59 tested cell lines at micromolar concentrations (1.46–18.4 μM).

Antitumor activityAnnulationPyrimidineStereochemistryOrganic ChemistryIsoindole building blocksAntiproliferative activityRing (chemistry)Biochemistry4-h ]quinazolinesSettore CHIM/08 - Chimica FarmaceuticaIsoindole building blockchemistry.chemical_compoundchemistryPyrimidine annelationDrug DiscoveryPyrrolo[3; 4-h ]quinazolines; Antiproliferative activity; Isoindole building blocks; Pyrimidine annelationQuinazolineMoietyPyrrolo[3Pyrrolo[34-h ]quinazolineIsoindole
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Synthesis and antiproliferative activity of triazenoindazoles and triazenopyrazoles: a comparative study.

2003

Several triazenoindazoles and triazenopyrazoles were prepared transforming the appropriate aminoindazoles and aminopyrazoles in the corresponding diazonium salts which were reacted with dimethylamine, diethylamine and pyrrolidine. All the triazenes were tested for their antiproliferative activity against K562, HL60, L1210 and MCF7 cell lines. The biological data showed that the benzocondensation plays a positive role on the antiproliferative activity. The (1)H-NMR spectra showed that the rotational barrier around the N(2)-N(3) bond in the triazene group can be influenced both by the position of this group in the indazole nucleus and by the substitution pattern in the benzene moiety.

IndazolesMagnetic Resonance SpectroscopyHL60StereochemistryAntineoplastic AgentsMedicinal chemistryChemical synthesisPyrrolidinechemistry.chemical_compoundInhibitory Concentration 50Structure-Activity RelationshipDrug DiscoveryTumor Cells CulturedMoietyHumansTriazeneBenzeneDimethylaminePharmacologyDiethylamineIndazoleBicyclic moleculeMolecular StructureOrganic ChemistryGeneral MedicineSettore CHIM/08 - Chimica FarmaceuticachemistryPyrazolesTriazenoindazoles Triazenopyrazoles Antiproliferative activity Hindered rotationDrug Screening Assays AntitumorTriazenesCell DivisionEuropean journal of medicinal chemistry
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