Search results for "tripentone"

showing 5 items of 5 documents

New Tripentone Analogs with Antiproliferative Activity

2017

Tripentones represent an interesting class of compounds due to their significant cytotoxicity against different human tumor cells in the submicro-nanomolar range. New tripentone analogs, in which a pyridine moiety replaces the thiophene ring originating the fused azaindole system endowed with anticancer activity viz 8H-thieno[2,3-b]pyrrolizinones, were efficiently synthesized in four steps with fair overall yields (34–57%). All tripentone derivatives were tested in the range of 0.1–100 μM for cytotoxicity against two human tumor cell lines, HCT-116 (human colorectal carcinoma) and MCF-7 (human breast cancer). The most active derivative, with GI50 values of 4.25 µM and 20.73 µM for HCT-116 a…

8H-thieno[23-b]pyrrolizinonePyridinesPharmaceutical SciencetripentonesApoptosis01 natural sciencesAnalytical Chemistrychemistry.chemical_compoundDrug DiscoveryThiopheneCytotoxic T cellCytotoxicityMolecular StructureCell Cycletripentoneproapoptotic agentsCell cycleBiochemistryChemistry (miscellaneous)MCF-7 CellsMolecular Medicineaza-indolesAntineoplastic Agents010402 general chemistryArticlelcsh:QD241-441Structure-Activity Relationshiplcsh:Organic chemistryCell Line TumormedicineHumansantitumor activityPhysical and Theoretical ChemistryMode of actionCell ProliferationDose-Response Relationship Drug010405 organic chemistryOrganic ChemistryCancermedicine.diseaseHCT116 CellsSettore CHIM/08 - Chimica Farmaceutica0104 chemical sciences8H-thieno[23-b]pyrrolizinoneschemistryApoptosisCell cultureaza-indoletripentones; aza-indoles; 8<i>H</i>-thieno[23-<i>b</i>]pyrrolizinones; antitumor activity; proapoptotic agentsCaco-2 CellsMolecules; Volume 22; Issue 11; Pages: 2005
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Synthesis of the new ring system pyrrolizino[2,3-b]indol-4(5H)-one

2011

Derivatives of the new ring system pyrrolizino[2,3-b]indol-4(5H)-one were prepared in four steps starting from substituted benzonitriles bearing a functionalized amino group in the adjacent position. The unsubstituted- and the dimethoxy-pyrrolizinoindolones 5a and 5b exhibited modest activity against the HL-60(TB) human leukemia cell line, whereas the N-methylated dimethoxy-pyrrolizinoindolone 6b showed to be selective against MOLT-4 leukemia, A549/ATCC, HOP-92, and NCI-H460 non-small cell lung cancer, and CAKI-1 renal cancer cell lines.

NitrileStereochemistryOrganic ChemistryCancerBiological activityRing (chemistry)medicine.diseaseSettore CHIM/08 - Chimica FarmaceuticaBiochemistryChemical synthesisPyrrolizino[2; 3-b]indol-4(5H)-one Tripentone Antitumor activity Antitubulin agentsPyrrolizino[23-b]indol-4(5H)-one Tripentone Antitumor activity Antitubulin agentschemistry.chemical_compoundLeukemia3-b]indol-4(5H)-one Tripentone Antitumor activity Antitubulin agentschemistryCell cultureDrug DiscoveryPyrrolizino[2medicineSelectivity
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Synthesis of 5H-pyrido[3,2-b]pyrrolizin-5-one tripentone analogs with antitumor activity

2018

Abstract Pyrrolizinones represent an interesting class of compounds with varied degrees of structural complexity and pharmacological activity. Among these, 9H-pyrido[2,3-b]pyrrolizin-9-one, tripentone analogs, recently reported by us, showed significant antiproliferative activity against human tumor cell lines, inducing apoptosis and not affecting viability of Caco-2 differentiated in normal intestinal-like cells. Considering their interesting biological activity, their 5H-pyrido[3,2-b]pyrrolizin-5-one analogs were efficiently synthesized in good to excellent yields (61–91%). All tripentone derivatives were tested to assess their cytotoxicity against two human tumor cell lines, HCT-116 (hum…

TripentonesPyridinesAntineoplastic AgentsApoptosisAntiproliferative activity5H-pyrido[3; 2-b]pyrrolizin-5-ones; Antiproliferative activity; Antitumor; Apoptosis; Tripentones; Pharmacology; Drug Discovery3003 Pharmaceutical Science; Organic Chemistry010402 general chemistry01 natural sciencesStructure-Activity Relationship2-b]pyrrolizin-5-onesCell Line TumorNeoplasmsDrug DiscoverymedicineHumansCytotoxic T cellPyrrolesCytotoxicityMitosisIC505H-pyrido[32-b]pyrrolizin-5-onePharmacology010405 organic chemistryChemistryDrug Discovery3003 Pharmaceutical ScienceOrganic Chemistry5H-pyrido[3ApoptosiTripentoneCancerBiological activityAntitumorGeneral MedicineHCT116 Cellsmedicine.disease0104 chemical sciencesCell cultureApoptosisMCF-7 CellsCancer researchCaco-2 CellsDrug Screening Assays AntitumorEuropean Journal of Medicinal Chemistry
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Design, synthesis and antiproliferative activity of pyrido-pyrido-pyrrolizines, new tripentone analogues

2016

tripentone analogues
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Synthesis of new heteroanalogues of “tripentones”

2015

tripentones antitubulin anticancer
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