bullatacin

annonareticin (2S)-4-[(2R,13R)-2,13- dihydroxy-13-[(2R,5R)-5-[(2R,5R)-5-[(1S)-1-hydroxyundecyl]oxolan-2-yl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one 2(5H)- furanone, 3-(2,13-dihydroxy-13-(octahydro-5'-(1-hydroxyundecyl)(2,2'-bifuran)-5-yl)tridecyl)-5-methyl-, (2R-(2alpha(2'R*,5'R*(S*)),5beta(1(S*),2R*,13R*)))- rolliniastatin 2 squamocin G PubMed: The fruit of Annona squamosa L. as a source of environmental neurotoxins: From quantification of squamocin to annotation of Annonaceous acetogenins by LC-MS/MS analysis. PubMed: [Structure activity relationship of annonaceous acetogenins against multidrug resistant human lung cancer cell line A549/Taxol in vitro]. PubMed: Reduction of Synthetic Ubiquinone QT Catalyzed by Bovine Mitochondrial Complex I Is Decoupled from Proton Translocation. PubMed: Acetogenins as Potential Anticancer Agents. PubMed: Amilorides bind to the quinone binding pocket of bovine mitochondrial complex I. PubMed: Pinpoint chemical modification of Asp160 in the 49 kDa subunit of bovine mitochondrial complex I via a combination of ligand-directed tosyl chemistry and click chemistry. PubMed: Site-specific chemical labeling of mitochondrial respiratory complex I through ligand-directed tosylate chemistry. PubMed: Synthesis and tumor cell growth inhibitory activity of biotinylated annonaceous acetogenins. PubMed: Antitumor activity and toxicity relationship of annonaceous acetogenins. PubMed: Anti-tumor activity of Annona squamosa seeds extract containing annonaceous acetogenin compounds. PubMed: Determination of bullatacin in rat plasma by liquid chromatography-mass spectrometry. PubMed: Forskolin and derivatives as tools for studying the role of cAMP. PubMed: Cytotoxic bistetrahydrofuran annonaceous acetogenins from the seeds of Annona squamosa. PubMed: Bis-THF motif of acetogenin binds to the third matrix-side loop of ND1 subunit in mitochondrial NADH-ubiquinone oxidoreductase. PubMed: In vitro trematocidal effects of crude alcoholic extracts of Artemisia annua, A. absinthium, Asimina triloba, and Fumaria officinalis: trematocidal plant alcoholic extracts. PubMed: The membrane subunit NuoL(ND5) is involved in the indirect proton pumping mechanism of Escherichia coli complex I. PubMed: Susceptibility of complete bacteria and spheroplasts of Escherichia coli, Pseudomonas aeruginosa and Salmonella typhi to rolliniastatin-2. PubMed: Exploring the binding site of delta(lac)-acetogenin in bovine heart mitochondrial NADH-ubiquinone oxidoreductase. PubMed: The ND2 subunit is labeled by a photoaffinity analogue of asimicin, a potent complex I inhibitor. PubMed: Identification of annonaceous acetogenins in the ripe fruit of the North American pawpaw ( Asimina triloba ). PubMed: Bullatacin triggered ABCB1-overexpressing cell apoptosis via the mitochondrial-dependent pathway. PubMed: Differential effects of mitochondrial Complex I inhibitors on production of reactive oxygen species. PubMed: Two new adjacent bis-tetrahydrofuran annonaceous acetogenins from seeds of Annona cornifolia. PubMed: Alteration of the bis-tetrahydrofuran core stereochemistries in asimicin can affect the cytotoxicity. PubMed: Synthesis, determination of the absolute configuration of tonkinelin, and inhibitory action with bovine heart mitochondrial complex I. PubMed: Advances in Lewis acid controlled carbon-carbon bond-forming reactions enable a concise and convergent total synthesis of bullatacin. PubMed: An outside-in approach to adjacent bistetrahydrofuran annonaceous acetogenins with C2 core symmetry. Total synthesis of asimicin and a C32 analogue. PubMed: Synthesis of (4R,15R,16R,21S)- and (4R,15S,16S,21S)-rollicosin, squamostolide, and their inhibitory action with bovine heart mitochondrial complex I. PubMed: Synthesis of (+)-bullatacin via the highly diastereoselective [3+2] annulation reaction of a racemic aldehyde and a nonracemic allylsilane. PubMed: Total synthesis of asimicin via highly stereoselective [3 + 2] annulation reactions of substituted allylsilanes. PubMed: Stereoselective syntheses of rolliniastatin 1, rollimembrin, and membranacin. PubMed: Synthesis and inhibition mechanism of Delta lac-acetogenins, a novel type of inhibitor of bovine heart mitochondrial complex I. PubMed: Synthesis and inhibitory action of novel acetogenin mimics with bovine heart mitochondrial complex I. PubMed: In vitro antitumor SAR of threo/cis/threo/cis/erythro bis-THF acetogenins: correlations with their inhibition of mitochondrial Complex I. PubMed: New adjacent Bis-tetrahydrofuran Annonaceous acetogenins from Annona muricata. PubMed: A modular synthesis of annonaceous acetogenins. PubMed: [Inhibition of oxygen consumption by annonaceous acetogenins in liver cell respiration and their structure-activity relationship]. PubMed: Selective action of acetogenin mitochondrial complex I inhibitors. PubMed: Bullatacin, a potent antitumor Annonaceous acetogenin, induces apoptosis through a reduction of intracellular cAMP and cGMP levels in human hepatoma 2.2.15 cells. PubMed: [Antitumor effect of anuoning]. PubMed: [Classification and NMR characteristics of the gamma-lactone and THF rings of antitumor bioactive Annonaceous acetogenins]. PubMed: Mimicry of annonaceous acetogenins: enantioselective synthesis of a (4R)-hydroxy analogue having potent antitumor activity. PubMed: Bullatacin, a potent antitumor annonaceous acetogenin, inhibits proliferation of human hepatocarcinoma cell line 2.2.15 by apoptosis induction. PubMed: Gamma-lactone-Functionalized antitumoral acetogenins are the most potent inhibitors of mitochondrial complex I. PubMed: Definition of crucial structural factors of acetogenins, potent inhibitors of mitochondrial complex I. PubMed: Total synthesis of asimicin and bullatacin. PubMed: Circumvention of tumor multidrug resistance by a new annonaceous acetogenin: atemoyacin-B. PubMed: Design syntheses and mitochondrial complex I inhibitory activity of novel acetogenin mimics. PubMed: New annonaceous acetogenins from Rollinia mucosa. PubMed: Tryptamine derived amides and acetogenins from the seeds of Rollinia mucosa. PubMed: Kinetic characterization of mitochondrial complex I inhibitors using annonaceous acetogenins. PubMed: Inhibition of mitochondrial oxidative phosphorylation induces hyper-expression of glutamic acid decarboxylase in pancreatic islet cells. PubMed: NADH-quinone oxidoreductase: PSST subunit couples electron transfer from iron-sulfur cluster N2 to quinone. PubMed: Biochemical features of mtDNA 14484 (ND6/M64V) point mutation associated with Leber's hereditary optic neuropathy. PubMed: Three classes of inhibitors share a common binding domain in mitochondrial complex I (NADH:ubiquinone oxidoreductase). PubMed: Annonaceous acetogenins as natural pesticides: potent toxicity against insecticide-susceptible and -resistant German cockroaches (Dictyoptera: Blattellidae). PubMed: Purpurediolin and purpurenin, two new cytotoxic adjacent bis-tetrahydrofuran annonaceous acetogenins from the seeds of Annona purpurea. PubMed: Acetogenins from seeds of Annona reticulata. PubMed: Membrane conformations and their relation to cytotoxicity of asimicin and its analogues. PubMed: Cherimolin-1, new selective inhibitor of the first energy-coupling site of the NADH: ubiquinone oxidoreductase (complex I). PubMed: Regulation of ornithine decarboxylase induction by deguelin, a natural product cancer chemopreventive agent. PubMed: Structure-activity relationships of diverse Annonaceous acetogenins against multidrug resistant human mammary adenocarcinoma (MCF-7/Adr) cells. PubMed: Leber's hereditary optic neuropathy: biochemical effect of 11778/ND4 and 3460/ND1 mutations and correlation with the mitochondrial genotype. PubMed: The Annonaceous acetogenin bullatacin is cytotoxic against multidrug-resistant human mammary adenocarcinoma cells. PubMed: Measurement of the membrane potential generated by complex I in submitochondrial particles. PubMed: Genetic evidence for the existence of two quinone related inhibitor binding sites in NADH-CoQ reductase. PubMed: Longimicins A-D: novel bioactive acetogenins from Asimina longifolia (annonaceae) and structure-activity relationships of asimicin type of annonaceous acetogenins. PubMed: Squamotacin: an annonaceous acetogenin with cytotoxic selectivity for the human prostate tumor cell line (PC-3). PubMed: SARs of annonaceous acetogenins in rat liver mitochondria. PubMed: The absolute configuration of adjacent bis-THF acetogenins and asiminocin, a novel highly potent asimicin isomer from Asimina triloba. PubMed: Mode of action of bullatacin, a potent antitumor acetogenin: inhibition of NADH oxidase activity of HeLa and HL-60, but not liver, plasma membranes. PubMed: Natural substances (acetogenins) from the family Annonaceae are powerful inhibitors of mitochondrial NADH dehydrogenase (Complex I). PubMed: Asimin, asiminacin, and asiminecin: novel highly cytotoxic asimicin isomers from Asimina triloba. PubMed: Bullatacin--in vivo and in vitro experience in an ovarian cancer model. PubMed: Mode of action of bullatacin: a potent antitumor and pesticidal annonaceous acetogenin. PubMed: Additional bioactive compounds and trilobacin, a novel highly cytotoxic acetogenin, from the bark of Asimina triloba. PubMed: Bullatacin, bullatacinone, and squamone, a new bioactive acetogenin, from the bark of Annona squamosa. PubMed: Bullatacin and bullatacinone: two highly potent bioactive acetogenins from Annona bullata.