129212-94-8
Chemical Structure
Annonin VI
- CAS No.: 129212-94-8
- Formula:C37H66O7
- Molecular Weight:622.92
InChIKey: MBABCNBNDNGODA-OKFJYEHJSA-N
SMILES: O=C1C(CC(O)CCCCCCCCCC[C@H]([C@]2([H])O[C@@H]([C@@H]3O[C@@](CC3)([H])[C@@H](O)CCCCCCCCCC)CC2)O)=C[C@H](C)O1
Biological Activity: Annonin VI is an inhibitor of NADH:ubiquinone oxidoreductase (complex I; complex I) and glucose:ubiquinone oxidoreductase discovered in the seeds of Annona squamosa. Annonin VI exhibits an IC50 of 0.02 nmol/mg protein against bovine heart complex I, and an IC50 of 12.4 nmol/mg protein against glucose dehydrogenase (GDH) derived from Gluconobacter oxydans. Annonin VI acts in a partially competitive manner on the region associated with the ubiquinone catalytic site of complex I, blocking electron transfer from high-potential iron-sulfur clusters to ubiquinone. Annonin VI binds competitively with ubiquinone at the homologous ubiquinone site on GDH. Annonin VI can be used in the research of bacterial infections, insecticides, and cancer[1][2].
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Annonin VI | Annonin VI is an inhibitor of NADH:ubiquinone oxidoreductase (complex I; complex I) and glucose:ubiquinone oxidoreductase discovered in the seeds of Annona squamosa. Annonin VI exhibits an IC50 of 0.02 nmol/mg protein against bovine heart complex I, and an IC50 of 12.4 nmol/mg protein against glucose dehydrogenase (GDH) derived from Gluconobacter oxydans. Annonin VI acts in a partially competitive manner on the region associated with the ubiquinone catalytic site of complex I, blocking electron transfer from high-potential iron-sulfur clusters to ubiquinone. Annonin VI binds competitively with ubiquinone at the homologous ubiquinone site on GDH. Annonin VI can be used in the research of bacterial infections, insecticides, and cancer. | |||||||||||||||||||||
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References
- [1]. Nonfon M, et al. Four annonins from Annona squamosa[J]. Phytochemistry, 1990, 29(6): 1951-1954.
- [2]. Friedrich T, et al. Two binding sites of inhibitors in NADH: ubiquinone oxidoreductase (complex I). Relationship of one site with the ubiquinone-binding site of bacterial glucose:ubiquinone oxidoreductase. Eur J Biochem. 1994 Jan 15;219(1-2):691-8.
