ABSTRACT
Objective To study the chemical composition from the seeds of Annona squamosa. Methods The components of annonaceous acetogenins from the seeds of A. squamosa were isolated and purified by extracting and chromatography separation. The structures of the compounds were identified by their physicochemical properties, UV, NMR, and mass spectrometry data. Results Seven annonaceous acetogenins were isolated from the ethyl acetate extract of the seeds from A.squamosa. They are 3-[7-[5- [1,4-dihydroxy-4-[5-(1-hydroxytridecyl)-2-furanyl] butyl] tetrahydro-2-furanyl]-2-hydroxyheptyl]-5-methyl-2(5H)-furanone (1), 3-[9-[5-(1-hydroxy-4-heptadeceneyl) tetrahydro-2-furanyl] hydroxynonyl]-5-methyl-2 (5H)-furanone (2), bullatalicin (3), squamostatin A (4), squamostatin D (5), bullatacin (6), and 10-hydroxyasimicin (7). Conclusion Compounds 1 and 2 are two new compounds, named as trilobalicin I (1) and D20-solamin B (2), respectively.
ABSTRACT
Objective: To study the chemical constituents from the seeds of Annona squamosa. Methods: Modern methods such as silica gel column and preparation liquid phase were used to isolate and purify the components of annonaceous acetogenins from the seeds of A. squamosa. The structures of the compounds were identified by their physico-chemical properties, UV, NMR and mass spectrometry data. Results: Ten adjacent bistetrahydrofuran annonaceous acetogenins were isolated from CO2 supercritical extract of the seeds from A. squamosa. They were 3-((13R)-13-((2R,2'R,5R,5'R)-5'-((1S)-1,5-dihydroxynonyl) octahydro-[2,2'-bifuran]-5-yl)-13-hydroxytridecyl)-5-methylfuran-2 (5H)-one (1), 3-((2R,9R)-2,9-dihydroxy-9-((2R,2'R,5R,5'R)-5'-((S)-1-hydroxypentadecyl) octahydro-[2,2'-bifuran]-5-yl) nonyl)-5-methylfuran-2 (5H)-one (2), 6-hydroxy-desacetyl-uvaricin (3), 6-hydroxy-4-deoxy-squamotacin (4), bullanin (5), 10-hydroxy-asimicin (6), folianin A (7), annosquacin I (8), annosquacin C (9), and squamocin I (10). Conclusion: Compounds 1 and 2 are two new compounds named as 28-hydroxy-squamocin L (1) and 4-hydroxy-squamocin Y (2), respectively. Compounds 3-7 are isolated from A. squamosa for the first time.
ABSTRACT
Objective To investigate the effects of annonaceous acetogenin on proliferation and apoptosis in Raji cells and its mechanism.Methods Raji cells cultured in vitro were divided into control group,annonaceous acetogenin group and adriamycin group.Raji cells were effected by 6.25,12.5,25,50 ?g/mL annonaceous acetogenin.Proliferation of Raji cells were evaluated by MTT assays,apoptosis percentage was assessed by flow cytometry.Caspase-9 protein was detected by immunohistochemistry.Results The Raji cell proliferation rate of annonaceous acetogenin decreased compared with the control,that of 25,50 ?g/mL group were lower than adriamycin group,and it was related to the concentration,relying on the incubating time.The apoptosis rate was higher than control,that of 25,50 ?g/mL group were higher than adriamycin group,and it was related to the concentration and the incubating time.The expression of caspase-9 protein of annonaceous acetogenin group was higher than control,and it had a positively relationship with the concentration and incubating time.Conclusions Annonaceous acetogenin could inhibit cell proliferation in a dose-dependent and time-dependent manner in Raji cells,and it may induce Raji cells apoptosis by up-regulating caspase-9 expression.