Chemical Properties
| Physical Appearance | A solid |
| Storage | Store at -20°C |
| M.Wt | 302.28 |
| Cas No. | 52934-83-5 |
| Formula | C16H14O6 |
| Synonyms | Nanafrocin, Nanafrocine, Nanafrocinum, Rosanomycin A |
| Solubility | insoluble in H2O; ≥15.1 mg/mL in DMSO; ≥31.07 mg/mL in EtOH with ultrasonic |
| Chemical Name | 2-[(1S,3S)-9-hydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl]acetic acid |
| SDF | Download SDF |
| Canonical SMILES | OC1=CC=CC(C(C2=C3[C@H](C)O[C@H](CC(O)=O)C2)=O)=C1C3=O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
Protocol
| Cell experiment[1]: | |
Cell lines | A549, HL60, HeLa and HCT116 cells |
Preparation method | The solubility of this compound in DMSO is >10 mM. General tips for obtaining a higher concentration: Please warm the tube at 37 °C for 10 minutes and/or shake it in the ultrasonic bath for a while.Stock solution can be stored below -20°C for several months. |
Reaction Conditions | Ranging from 10 nM to 10 μM for 72 h |
Applications | Nanaomycin A, initially identified by a virtual screening for inhibitors against DNMT1, as a compound inducing antiproliferative effects in three different tumor cell lines originating from different tissues. Nanaomycin A treatment reduced the global methylation levels in all three cell lines and reactivated transcription of the RASSF1A tumor suppressor gene. In biochemical assays, nanaomycin A revealed selectivity toward DNMT3B. |
| Animal experiment [2]: | |
Animal models | Guinea pigs |
Applications | The therapeutic effect of nanaomycin A and siccanin against experimental cutaneous Trichophyton mentagrophytes infection in guinea pigs was investigated. Topically applied formulation of nanaomycin A was very effective in improving the condition of lesions and in preventing fungal growth in the infected tissues. Nanaomycin A and siccanin were comparable in activity in experiments. |
Other notes | Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal. |
References: 1. Kuck D1, Caulfield T, Lyko F et al. Nanaomycin A selectively inhibits DNMT3B and reactivates silenced tumor suppressor genes in human cancer cells. Mol Cancer Ther. 2010 Nov;9(11):3015-23. 2. Kitaura K, Araki Y, Marumo H. The therapeutic effect of nanaomycin A against experimental Trichophyton mentagrophytes infection in guinea pigs. Kitaura K, Araki Y, Marumo H. |
Biological Activity
| Description | Nanaomycin A is a selective inhibitor of DNMT3B. | |||||
| Targets | DNMT3B | |||||
| IC50 | 500 nM |