| Properties | Information1 | Information2 |
|---|---|---|
| PhytoCAT-ID | PhytoCAT-366 | PhytoCAT-2032 |
| Phytochemical name or plant extracts | Mammea A/BB | Mammea A/BB |
| PMID | 21214226 | |
| Literature evidence | In an effort to identify natural product-based molecular-targeted antitumor agents, mammea-type coumarins from the tropical/subtropical plant Mammea americana were found to inhibit the activation of HIF-1 (hypoxia-inducible factor-1) in human breast and prostate tumor cells. | Author information: (1)Departamento de QuÃmica Farmacéutica, Facultad de Farmacia, Universidad de Salamanca, Campus Unamuno, E-37007, Salamanca, Spain. lopez@usal.es Bioassay-guided fractionation of the CH(2)Cl(2) extract of the leaves of Marila pluricostata led to the isolation of 17 naturally occurring 4-phenylcoumarins, three of them, 5-hydroxy-8,8-dimethyl-4-phenyl-9,10-dihydro-8H-pyrano-[2,3-f]chromen-2-one (1), 5-hydroxy-8,8-dimethyl-4-phenyl-6-propionyl-9,10-dihydro-8H-pyrano-[2,3-f]chromen-2-one (2), and 5,7-dihydroxy-8-(3-methylbut-2-enyl)-4-phenylchromen-2-one (3), are new natural compounds; the remaining (4-17) are known mammea-type coumarins. |
| IUPAC name | 5,7-dihydroxy-8-(2-methylbutanoyl)-6-(3-methylbut-2-enyl)-4-phenylchromen-2-one | 5,7-dihydroxy-8-(2-methylbutanoyl)-6-(3-methylbut-2-enyl)-4-phenylchromen-2-one |
| Phytochemicals’ class or type of plant extracts | Coumarin | Flavonoid |
| Source of phytochemicals or plant Extracts | Mammea americana | Marila pluricostata |
| Geographical availability | Bahamas, Cayman Is., Cuba, Dominican Republic, Florida, Guatemala, Haiti, Jamaica, Leeward Is., Mexico Gulf, Mexico Southeast, Mexico Southwest, Puerto Rico, Southwest Caribbean, Venezuelan Antilles, Windward Is. | Colombia, Costa Rica, Ecuador, Nicaragua, Panamá |
| Plant parts | Stem bark | Leaves |
| Other cancers | Breast cancer, Prostate cancer | Breast cancer, Lung cancer, Glioma |
| Target gene or protein | NA | NA |
| Gene or Protein evidence | NA | NA |
| Target pathways | NA | NA |
| IC50 | 6.76 μM against T47D (1% O2, 16 h) 5.96 μM against T47D (10 μM 1,10-phen, 16 h) | NA |
| Potency | EC50=4.01 μM against T47D | GI50 = 0.2 μg/mL for MCF-7 |
| Cell line/ mice model | T47D, PC-3 | MCF-7, H-460, SF-268 |
| Additional information | NA | Cytotoxic potency of the crude CH2 Cl2 extract was mainly due to the 4-phenylcoumarins, of which, mammesin (4), mammea A/AB (10), mesuol (11), and mammea A/AB (12) were the most cytotoxic. |
| PubChem ID | 11750116 | |
| Additional PMIDs | NA | |
| Additional sources of information | https://powo.science.kew.org/taxon/urn:lsid:ipni.org:names:428743-1 | |
| Safety | NA | NA |