Design and synthesis of N-acylated aza-goniothalamin derivatives and evaluation of their in vitro and in vivo antitumor activity

scientific article

Design and synthesis of N-acylated aza-goniothalamin derivatives and evaluation of their in vitro and in vivo antitumor activity is …
instance of (P31):
scholarly articleQ13442814

External links are
P356DOI10.1002/CMDC.201402292
P698PubMed publication ID25263285

P50authorRonaldo Aloise PilliQ37828434
João Ernesto de CarvalhoQ41905156
Débora Barbosa Vendramini-CostaQ41905431
P2093author name stringJoão Ernesto de Carvalho
Paula Araújo Monteiro
Giovanna Barbarini Longato
Vanessa Caixeta
Julio Cezar Pastre
Rosimeire Coura Barcelos
P2860cites workHallmarks of Cancer: The Next GenerationQ22252312
RETRACTED: Selective killing of cancer cells by a small molecule targeting the stress response to ROSQ24607147
Tissue distribution and efficacy of gold nanorods coupled with laser induced photoplasmonic therapy in ehrlich carcinoma solid tumor modelQ27304804
Selective irreversible inhibition of a protease by targeting a noncatalytic cysteineQ27666091
Reversible targeting of noncatalytic cysteines with chemically tuned electrophilesQ27678280
Reactive oxygen species, cellular redox systems, and apoptosisQ28393669
Drug resistance and the solid tumor microenvironmentQ29614403
The NCI60 human tumour cell line anticancer drug screenQ29614975
Topoisomerase I inhibitors: camptothecins and beyondQ29614976
New colorimetric cytotoxicity assay for anticancer-drug screeningQ29615418
Natural products as sources of new drugs over the 30 years from 1981 to 2010Q29616640
Targeting cancer cells by ROS-mediated mechanisms: a radical therapeutic approach?Q29616804
Oxidative stress, inflammation, and cancer: how are they linked?Q29616835
Physiological roles of mitochondrial reactive oxygen speciesQ29620297
Semisynthesis and antitumor activities of new styryl-lactone derivativesQ33226698
Two naturally occurring terpenes, dehydrocostuslactone and costunolide, decrease intracellular GSH content and inhibit STAT3 activation.Q33916713
Ascitic and solid Ehrlich tumor inhibition by Chenopodium ambrosioides L. treatment.Q33991636
Microtubule-binding natural products for cancer therapyQ34122669
Synthesis of methoxylated goniothalamin, aza-goniothalamin and γ-pyrones and their in vitro evaluation against human cancer cellsQ34248580
Determination of apoptotic and necrotic cell death in vitro and in vivo.Q34331948
The role of glutathione in cancer.Q34351043
Molecular mechanisms of drug resistanceQ34382998
Reactive oxygen species in cancer cells: live by the sword, die by the sword.Q34564435
An orally bioavailable parthenolide analog selectively eradicates acute myelogenous leukemia stem and progenitor cells.Q34582568
Discovery of small-molecule enhancers of reactive oxygen species that are nontoxic or cause genotype-selective cell death.Q34616049
Design, synthesis and in vitro evaluation against human cancer cells of 5-methyl-5-styryl-2,5-dihydrofuran-2-ones, a new series of goniothalamin analoguesQ34857235
Selective killing of K-ras mutant cancer cells by small molecule inducers of oxidative stressQ35008361
Apoptosis in cancer: from pathogenesis to treatmentQ35397889
Synthesis, cellular evaluation, and mechanism of action of piperlongumine analogsQ36279894
Beyond annexin V: fluorescence response of cellular membranes to apoptosisQ36577907
Styryl lactones and their derivatives: biological activities, mechanisms of action and potential leads for drug design.Q36683441
Helenanolide-type sesquiterpene lactones--III. Rates and stereochemistry in the reaction of helenalin and related helenanolides with sulfhydryl containing biomoleculesQ73354884
Helenanolide type sesquiterpene lactones. Part 5: the role of glutathione addition under physiological conditionsQ73409154
Caspases-3 and -7 are activated in goniothalamin-induced apoptosis in human Jurkat T-cellsQ78170671
In vitro and in vivo antitumor effect of 5-FU combined with piplartine and piperineQ80414598
Antineoplasic activity of Copaifera multijuga oil and fractions against ascitic and solid Ehrlich tumorQ81685367
The cell cycle and cancerQ85077091
Synthesis and molecular structure of piplartine (=piperlongumine)Q105282612
Haloenol lactone is a new isozyme-selective and active site-directed inactivator of glutathione S-transferaseQ36807276
Prostate cancer progression after androgen deprivation therapy: mechanisms of castrate resistance and novel therapeutic approachesQ37537958
Piperlongumine promotes autophagy via inhibition of Akt/mTOR signalling and mediates cancer cell deathQ37594392
Oxidative stress in apoptosis and cancer: an update.Q38027434
Overview of the therapeutic potential of piplartine (piperlongumine).Q38067223
Novel and therapeutic effect of caffeic acid and caffeic acid phenyl ester on hepatocarcinoma cells: complete regression of hepatoma growth and metastasis by dual mechanismQ38516002
Piperlongumine inhibits LMP1/MYC-dependent mouse B-lymphoma cells.Q39140011
Goniothalamin-induced oxidative stress, DNA damage and apoptosis via caspase-2 independent and Bcl-2 independent pathways in Jurkat T-cellsQ39274307
Antiproliferative effects of goniothalamin on Ca9-22 oral cancer cells through apoptosis, DNA damage and ROS induction.Q39327284
Selective cytotoxicity of goniothalamin against hepatoblastoma HepG2 cells.Q39562856
Goniothalamin inhibits growth of human lung cancer cells through DNA damage, apoptosis, and reduced migration ability.Q39578217
Effect of goniothalamin on the development of Ehrlich solid tumor in miceQ39664802
6-Bicycloaryl substituted (S)- and (R)-5,6-dihydro-2H-pyran-2-ones: asymmetric synthesis, and anti-proliferative propertiesQ39913915
Cytotoxicity and antitumoral activity of dichloromethane extract and its fractions from Pothomorphe umbellataQ39973287
Caffeic acid and its synthetic derivative CADPE suppress tumor angiogenesis by blocking STAT3-mediated VEGF expression in human renal carcinoma cellsQ40122216
Selective killing of oncogenically transformed cells through a ROS-mediated mechanism by beta-phenylethyl isothiocyanate.Q40234453
Goniothalamin induces cell cycle-specific apoptosis by modulating the redox status in MDA-MB-231 cellsQ40366203
Cytotoxic activity of (S)-goniothalamin and analogues against human cancer cellsQ40366240
(R)-Goniothalamin: total syntheses and cytotoxic activity against cancer cell linesQ40444299
Anticancer activity of phenolic acids of natural or synthetic origin: a structure-activity study.Q40613138
Identification of genotype-selective antitumor agents using synthetic lethal chemical screening in engineered human tumor cellsQ40658370
Feasibility of a high-flux anticancer drug screen using a diverse panel of cultured human tumor cell linesQ41679901
The cytotoxic styryl lactone goniothalamin is an inhibitor of nucleocytoplasmic transportQ43104351
The activity against Ehrlich's ascites tumors of doxorubicin contained in self assembled, cell receptor targeted nanoparticle with simultaneous oral delivery of the green tea polyphenol epigallocatechin-3-gallateQ43683984
The influence of glutathione and cysteine levels on the cytotoxicity of helenanolide type sesquiterpene lactones against KB cellsQ43706732
Effect of beta-Carotene on the development of the solid Ehrlich tumor in miceQ44033259
Loss of mitochondrial transmembrane potential and caspase-9 activation during apoptosis induced by the novel styryl-lactone goniothalamin in HL-60 leukemia cellsQ44505547
Synthesis and biological evaluation of cytostatin analoguesQ44558292
Kava lactones and the kava-kava controversyQ44588233
Inhibitory effect of caffeic acid phenethyl ester on angiogenesis, tumor invasion, and metastasisQ44702669
Effects produced by Royal Jelly on haematopoiesis: relation with host resistance against Ehrlich ascites tumour challengeQ45264529
Structural and functional consequences of haloenol lactone inactivation of murine and human glutathione S-transferaseQ46055726
Cytotoxicity of goniothalamin enantiomers in renal cancer cells: involvement of nitric oxide, apoptosis and autophagy.Q46389537
Fundamental role of the fostriecin unsaturated lactone and implications for selective protein phosphatase inhibitionQ46435326
Goniothalamin induces apoptosis in vascular smooth muscle cellsQ46811852
In vivo growth-inhibition of Sarcoma 180 by piplartine and piperine, two alkaloid amides from Piper.Q51801735
Fredericamycin A, a new antitumor antibiotic. I. Production, isolation and physicochemical propertiesQ71581923
P433issue12
P304page(s)2725-2743
P577publication date2014-09-26
P1433published inChemMedChemQ2962252
P1476titleDesign and synthesis of N-acylated aza-goniothalamin derivatives and evaluation of their in vitro and in vivo antitumor activity
P478volume9

Reverse relations

cites work (P2860)
Q47160621Anti-inflammatory natural product goniothalamin reduces colitis-associated and sporadic colorectal tumorigenesis
Q89821211Rapid, two-pot procedure for the synthesis of dihydropyridinones; total synthesis of aza-goniothalamin
Q91506866Synthesis of Nitrogen-Containing Goniothalamin Analogues with Higher Cytotoxic Activity and Selectivity against Cancer Cells

Search more.