Bullatacin is a lipid of Polyketides (PK) class. The involved functions are known as inhibitors, Electron Transport, NADH-ubiquinone oxidoreductase activity, NADH oxidation and Point Mutation. Bullatacin often locates in NADH dehydrogenase complex and Submitochondrial Particles. The associated genes with Bullatacin are NDUFS7 gene, CCL14 wt Allele and TERT gene. The related lipids are Annonaceous Acetogenins.
To understand associated biological information of Bullatacin, we collected biological information of abnormalities, associated pathways, cellular/molecular locations, biological functions, related genes/proteins, lipids and common seen animal/experimental models with organized paragraphs from literatures.
There are no associated biomedical information in the current reference collection.
We collected disease MeSH terms mapped to the references associated with Bullatacin
| MeSH term | MeSH ID | Detail |
|---|---|---|
| Adenocarcinoma | D000230 | 166 associated lipids |
| Carcinoma, Hepatocellular | D006528 | 140 associated lipids |
| Neoplasms, Glandular and Epithelial | D009375 | 12 associated lipids |
| Optic Atrophies, Hereditary | D015418 | 2 associated lipids |
There are no associated biomedical information in the current reference collection.
Associated locations are in red color. Not associated locations are in black.
| Location | Cross reference | Weighted score | Related literatures |
|---|
| Function | Cross reference | Weighted score | Related literatures |
|---|
| Lipid concept | Cross reference | Weighted score | Related literatures |
|---|
| Gene | Cross reference | Weighted score | Related literatures |
|---|
There are no associated biomedical information in the current reference collection.
| Authors | Title | Published | Journal | PubMed Link |
|---|---|---|---|---|
| Fu LW et al. | Circumvention of tumor multidrug resistance by a new annonaceous acetogenin: atemoyacin-B. | 1999 | Zhongguo Yao Li Xue Bao | pmid:10678092 |
| González-Coloma A et al. | Selective action of acetogenin mitochondrial complex I inhibitors. | 2002 Nov-Dec | Z. Naturforsch., C, J. Biosci. | pmid:12562089 |
| Chen Y and Yu DQ | [Classification and NMR characteristics of the gamma-lactone and THF rings of antitumor bioactive Annonaceous acetogenins]. | 1998 | Yao Xue Xue Bao | pmid:12016892 |
| Xu ZF et al. | [Inhibition of oxygen consumption by annonaceous acetogenins in liver cell respiration and their structure-activity relationship]. | 2002 | Yao Xue Xue Bao | pmid:12567869 |
| Schuler F et al. | NADH-quinone oxidoreductase: PSST subunit couples electron transfer from iron-sulfur cluster N2 to quinone. | 1999 | Proc. Natl. Acad. Sci. U.S.A. | pmid:10097178 |
| Rodrigues dos Santos Lima LA et al. | Two new adjacent bis-tetrahydrofuran annonaceous acetogenins from seeds of Annona cornifolia. | 2009 | Planta Med. | pmid:19039734 |
| Chang FR et al. | New adjacent Bis-tetrahydrofuran Annonaceous acetogenins from Annona muricata. | 2003 | Planta Med. | pmid:12677528 |
| Alasbahi RH and Melzig MF | Forskolin and derivatives as tools for studying the role of cAMP. | 2012 | Pharmazie | pmid:22393824 |
| Ferreira JF et al. | In vitro trematocidal effects of crude alcoholic extracts of Artemisia annua, A. absinthium, Asimina triloba, and Fumaria officinalis: trematocidal plant alcoholic extracts. | 2011 | Parasitol. Res. | pmid:21562762 |
| Marshall JA and Sabatini JJ | An outside-in approach to adjacent bistetrahydrofuran annonaceous acetogenins with C2 core symmetry. Total synthesis of asimicin and a C32 analogue. | 2006 | Org. Lett. | pmid:16869659 |
| Zhao H et al. | Advances in Lewis acid controlled carbon-carbon bond-forming reactions enable a concise and convergent total synthesis of bullatacin. | 2006 | Org. Lett. | pmid:16956231 |
| Tinsley JM et al. | Synthesis of (+)-bullatacin via the highly diastereoselective [3+2] annulation reaction of a racemic aldehyde and a nonracemic allylsilane. | 2005 | Org. Lett. | pmid:16146398 |
| Royo I et al. | In vitro antitumor SAR of threo/cis/threo/cis/erythro bis-THF acetogenins: correlations with their inhibition of mitochondrial Complex I. | 2003 | Oncol. Res. | pmid:12899242 |
| Carelli V et al. | Leber's hereditary optic neuropathy: biochemical effect of 11778/ND4 and 3460/ND1 mutations and correlation with the mitochondrial genotype. | 1997 | Neurology | pmid:9191778 |
| Luna-Cazares LM and Gonzalez-Esquinca AR | Susceptibility of complete bacteria and spheroplasts of Escherichia coli, Pseudomonas aeruginosa and Salmonella typhi to rolliniastatin-2. | 2010 | Nat. Prod. Res. | pmid:20582808 |
| Meyer KJ et al. | Mitochondrial genome-knockout cells demonstrate a dual mechanism of action for the electron transport complex I inhibitor mycothiazole. | 2012 | Mar Drugs | pmid:22690150 |
| Chih HW et al. | Bullatacin, a potent antitumor annonaceous acetogenin, inhibits proliferation of human hepatocarcinoma cell line 2.2.15 by apoptosis induction. | 2001 | Life Sci. | pmid:11521756 |
| Morré DJ et al. | Mode of action of bullatacin, a potent antitumor acetogenin: inhibition of NADH oxidase activity of HeLa and HL-60, but not liver, plasma membranes. | 1995 | Life Sci. | pmid:7837933 |
| Ahammadsahib KI et al. | Mode of action of bullatacin: a potent antitumor and pesticidal annonaceous acetogenin. | 1993 | Life Sci. | pmid:8371627 |
| Jiang S et al. | Mimicry of annonaceous acetogenins: enantioselective synthesis of a (4R)-hydroxy analogue having potent antitumor activity. | 2002 | J. Org. Chem. | pmid:12003552 |
| Marshall JA et al. | A modular synthesis of annonaceous acetogenins. | 2003 | J. Org. Chem. | pmid:12608790 |
| Avedissian H et al. | Total synthesis of asimicin and bullatacin. | 2000 | J. Org. Chem. | pmid:10987938 |
| Liaw CC et al. | New annonaceous acetogenins from Rollinia mucosa. | 1999 | J. Nat. Prod. | pmid:10654411 |
| Chen Y et al. | Cytotoxic bistetrahydrofuran annonaceous acetogenins from the seeds of Annona squamosa. | 2011 | J. Nat. Prod. | pmid:22011319 |
| Li XH et al. | Bullatacin, bullatacinone, and squamone, a new bioactive acetogenin, from the bark of Annona squamosa. | 1990 Jan-Feb | J. Nat. Prod. | pmid:2348205 |
| Hui YH et al. | Bullatacin and bullatacinone: two highly potent bioactive acetogenins from Annona bullata. | 1989 May-Jun | J. Nat. Prod. | pmid:2778448 |
| Sinha SC et al. | Alteration of the bis-tetrahydrofuran core stereochemistries in asimicin can affect the cytotoxicity. | 2008 | J. Med. Chem. | pmid:18975929 |
| Ye Q et al. | Longimicins A-D: novel bioactive acetogenins from Asimina longifolia (annonaceae) and structure-activity relationships of asimicin type of annonaceous acetogenins. | 1996 | J. Med. Chem. | pmid:8627602 |
| Zhao GX et al. | Asimin, asiminacin, and asiminecin: novel highly cytotoxic asimicin isomers from Asimina triloba. | 1994 | J. Med. Chem. | pmid:8027979 |
| Oberlies NH et al. | Structure-activity relationships of diverse Annonaceous acetogenins against multidrug resistant human mammary adenocarcinoma (MCF-7/Adr) cells. | 1997 | J. Med. Chem. | pmid:9207950 |
| Alali FQ et al. | Annonaceous acetogenins as natural pesticides: potent toxicity against insecticide-susceptible and -resistant German cockroaches (Dictyoptera: Blattellidae). | 1998 | J. Econ. Entomol. | pmid:9650513 |
| Chen Y et al. | Determination of bullatacin in rat plasma by liquid chromatography-mass spectrometry. | 2012 | J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. | pmid:22534655 |
| Liang YJ et al. | Bullatacin triggered ABCB1-overexpressing cell apoptosis via the mitochondrial-dependent pathway. | 2009 | J. Biomed. Biotechnol. | pmid:19639048 |
| Nakamaru-Ogiso E et al. | The membrane subunit NuoL(ND5) is involved in the indirect proton pumping mechanism of Escherichia coli complex I. | 2010 | J. Biol. Chem. | pmid:20826797 |
| Okun JG et al. | Three classes of inhibitors share a common binding domain in mitochondrial complex I (NADH:ubiquinone oxidoreductase). | 1999 | J. Biol. Chem. | pmid:9915790 |
| Ghelli A et al. | Measurement of the membrane potential generated by complex I in submitochondrial particles. | 1997 | J. Biochem. | pmid:9163527 |
| Tinsley JM and Roush WR | Total synthesis of asimicin via highly stereoselective [3 + 2] annulation reactions of substituted allylsilanes. | 2005 | J. Am. Chem. Soc. | pmid:16076173 |
| Keum G et al. | Stereoselective syntheses of rolliniastatin 1, rollimembrin, and membranacin. | 2005 | J. Am. Chem. Soc. | pmid:16028952 |
| Pomper KW et al. | Identification of annonaceous acetogenins in the ripe fruit of the North American pawpaw ( Asimina triloba ). | 2009 | J. Agric. Food Chem. | pmid:19711911 |
| Chen Y et al. | Anti-tumor activity of Annona squamosa seeds extract containing annonaceous acetogenin compounds. | 2012 | J Ethnopharmacol | pmid:22609808 |
| Kuete V and Efferth T | Cameroonian medicinal plants: pharmacology and derived natural products. | 2010 | Front Pharmacol | pmid:21833168 |
| López-Gallardo E et al. | Food derived respiratory complex I inhibitors modify the effect of Leber hereditary optic neuropathy mutations. | 2018 | Food Chem. Toxicol. | pmid:29991444 |
| Nakamaru-Ogiso E et al. | The ND2 subunit is labeled by a photoaffinity analogue of asimicin, a potent complex I inhibitor. | 2010 | FEBS Lett. | pmid:20074573 |
| Wiart C | Goniothalamus species: a source of drugs for the treatment of cancers and bacterial infections? | 2007 | Evid Based Complement Alternat Med | pmid:17965760 |
| Shi JF et al. | Synthesis and tumor cell growth inhibitory activity of biotinylated annonaceous acetogenins. | 2014 | Eur J Med Chem | pmid:24308999 |
| Oberlies NH et al. | The Annonaceous acetogenin bullatacin is cytotoxic against multidrug-resistant human mammary adenocarcinoma cells. | 1997 | Cancer Lett. | pmid:9097981 |
| Holschneider CH et al. | Bullatacin--in vivo and in vitro experience in an ovarian cancer model. | 1994 | Cancer Chemother. Pharmacol. | pmid:8194168 |
| Tormo JR et al. | Gamma-lactone-Functionalized antitumoral acetogenins are the most potent inhibitors of mitochondrial complex I. | 2001 | Bioorg. Med. Chem. Lett. | pmid:11266168 |
| Makabe H et al. | Synthesis of (4R,15R,16R,21S)- and (4R,15S,16S,21S)-rollicosin, squamostolide, and their inhibitory action with bovine heart mitochondrial complex I. | 2006 | Bioorg. Med. Chem. | pmid:16431114 |
| Zhao GX et al. | The absolute configuration of adjacent bis-THF acetogenins and asiminocin, a novel highly potent asimicin isomer from Asimina triloba. | 1996 | Bioorg. Med. Chem. | pmid:8689234 |