Journal of antibiotics, 2000-07, Vol.53 (7), p.677-686
2000
Details
- Autor(en) / Beteiligte
- Titel
- Kodaistatins, novel inhibitors of glucose-6-phosphate translocase T1 from Aspergillus terreus thom DSM 11247 : Isolation and structural elucidation
- Ist Teil von
- Journal of antibiotics, 2000-07, Vol.53 (7), p.677-686
- Ort / Verlag
- Tokyo: Japan Antibiotics Research Association
- Erscheinungsjahr
- 2000
- Link zum Volltext
- Quelle
- Elektronische Zeitschriftenbibliothek (Open access)
- Beschreibungen/Notizen
- Two novel compounds, kodaistatin A, C35H34O11, molecular weight 630, and kodaistatin C, C35H34O12, molecular weight 646, have been isolated from cultures of Aspergillus terreus Thom DSM 11247 by solid-phase extraction, size-exclusion chromatography, and various preparative HPLC steps. The use of a range of 2D NMR measurements, in particular 13C-13C correlation measurements, has led to the clarification of the structure of kodaistatin A. Kodaistatin C is a hydroxylated derivative of kodaistatin A. Both natural products contain hydroxylated aspulvinones and identical highly substituted polyketide units. An X-ray single crystal structure analysis of aspulvinon E demonstrated the z-configuration at the central double bond. The kodaistatins are effective inhibitors of the glucose-6-phosphate translocase component of the glucose-6-phosphatase system (EC 3.1.3.9), an enzyme system which is important for the control of blood glucose levels. The IC50 is 80 nM for kodaistatin A and 130 nM for kodaistatin C.
- Sprache
- Englisch
- Identifikatoren
- ISSN: 0021-8820eISSN: 1881-1469DOI: 10.7164/antibiotics.53.677Titel-ID: cdi_proquest_miscellaneous_17732987
- Format
- –
- Schlagworte
- Animals, Antibiotics (antibacterial agents, antifungal agents), Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents, Antiporters, Applied microbiology, Aspergillus - metabolism, Aspergillus terreus, aspulvinones, Biological and medical sciences, Endoplasmic Reticulum - drug effects, Endoplasmic Reticulum - enzymology, Enzyme Inhibitors - chemistry, Enzyme Inhibitors - isolation & purification, Enzyme Inhibitors - pharmacology, Fundamental and applied biological sciences. Psychology, Glucose-6-phosphate translocase 1, Inhibitory Concentration 50, Kodaistatins, Lactones - chemistry, Lactones - isolation & purification, Lactones - pharmacology, Liver - drug effects, Liver - enzymology, Magnetic Resonance Spectroscopy, Mass Spectrometry, Microbiology, Microsomes, Liver - drug effects, Microsomes, Liver - enzymology, Molecular Structure, Monosaccharide Transport Proteins, Phosphotransferases - antagonists & inhibitors, Rats