Search results for "Annelated pyrrolo-pyrimidine"

showing 3 items of 3 documents

In silico, spectroscopic, and biological insights on annelated pyrrolo[3,2-e]pyrimidines with antiproliferative activity

2013

The in silico COMPARE analysis was performed on 8-[3-(piperidino)propyl]-4,10-dimethyl-9-phenyl-6-(methylsulfanyl)-3,4-dihydropyrimido[1,2-c]pyrrolo[3,2-e]pyrimidin-2(8H)-one, a compound with promising antiproliferative activity, previously synthetized and screened against a panel of 60 human tumor cell lines. The results evidenced that this compound matches the biological properties of Chromomycin A3 and Actinomycin D, known drugs with high DNA binding affinity. Prompted by such results, a thorough spectroscopic investigation of its DNA aqueous solutions was performed, with the aim to verify its DNA-binding properties. DNA groove-binding interaction was assigned by UV-vis spectrophotometri…

ChemistryStereochemistrySettore CHIM/03 - Chimica Generale E InorganicaIn silicoSettore BIO/10 - BiochimicaDrug DiscoveryPharmaceutical ScienceMolecular MedicineAnticancer drugs DNA interactive drugs COMPARE analysis Annelated pyrrolo-pyrimidines UV-vis DNA titrations Circular Dichroism Ethidium bromide displacement assay Cell CycleSettore CHIM/08 - Chimica Farmaceutica
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Lead optimization through VLAK protocol: New annelated pyrrolo-pyrimidine derivatives as antitumor agents

2012

Abstract The chemometric protocol VLAK was applied to predict improvement of the biological activity of pyrrolo-pyrimidine derivatives as anticancer agents, by using the NCI ACAM Database as depository of antitumor drugs with a known mechanism of action. Among the selected compounds two of these showed a good increase in the antitumor activity. These new pyrrolo-pyrimidine compounds were demonstrated effective against the full panels of NCI DTP tumour human cell lines. The derivative 8-[3-(piperidino)propyl]-4,10-dimethyl-9-phenyl-6-(methylsulfanyl)-3,4-dihydropyrimido[1,2-c]pyrrolo[3,2-e]pyrimidin-2(8H)-one reveled efficacious against the leukemia subpanel, in particular the RPMI cell line…

InformaticsVLAK protocolPyrimidineStereochemistryAntineoplastic AgentsDevelopmental Therapeutics Program (DTP)chemistry.chemical_compoundDerivative (finance)Cell Line TumorDrug DiscoverymedicineHumansPyrrolesAnnelated pyrrolo-pyrimidinesPharmacologyAntitumor activityOrganic ChemistryBiological activityAnticancer drugGeneral MedicineHuman cellmedicine.diseaseSettore CHIM/08 - Chimica FarmaceuticaCombinatorial chemistryLeukemiaPyrimidinesMechanism of actionchemistryCell culturemedicine.symptomEuropean Journal of Medicinal Chemistry
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Annelated pyrrolo-pyrimidines from amino-cyanopyrroles and BMMAs as leads for new DNA-interactive ring systems.

2005

The efficient one-pot synthesis of several new tricyclic systems of type 1 and 2, obtained from the reaction of substituted 2-amino-3-cyanopyrroles and 3-amino-4-cyanopyrroles with BMMAs, is reported. The duration and yields of the reaction strongly depend on the reactivity of the starting pyrrole and on the size of the ring to be formed. Mechanist features of the reaction were investigated and proposed by studying also the reactivity of a 3-aminopyrrole-2,4-dicyano substituted. The method reported represents the first example of the use of BMMA reagents in combination with pyrrole derivatives and allows an easy and versatile entry to a large number of hitherto unknown pyrrolo-pyrimidines f…

StereochemistryClinical BiochemistryPharmaceutical ScienceRing (chemistry)Annelated pyrrolo-pyrimidineBiochemistryChemical synthesisPyrrole derivativeschemistry.chemical_compoundBMMA reagentDrug DiscoveryReactivity (chemistry)PyrrolesMolecular BiologyPyrroleSpectrum AnalysisOrganic ChemistryDNAAmino-cyanopyrroleCombinatorial chemistryPyrimidineschemistryDNA-interactive polycycles.ReagentOne pot reactionMolecular MedicineDNABioorganicmedicinal chemistry
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