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Nanaomycin ADNMT3B inhibitor

Nanaomycin A

Catalog No. A8191
Size Price Stock Qty
10mM (in 1mL DMSO) $340.00 In stock
5mg $350.00 In stock
25mg $1,000.00 In stock

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Sample solution is provided at 25 µL, 10mM.

Product Citations

1. Nicolson SC, Li C, et al. "Identification and validation of small molecules that enhance recombinant Adeno-associated virus transduction following high throughput screen." J Virol. 2016 May 4. pii: JVI.02953-15. PMID:27147738

Quality Control

Chemical structure

Nanaomycin A

Related Biological Data

Nanaomycin A
Treatment of Nanaomycin A does not significantly affect DNMT1 and DNMT3B level

Related Biological Data

Nanaomycin A

Biological Activity

Description Nanaomycin A is a selective inhibitor of DNMT3B.
Targets DNMT3B          
IC50 500 nM          

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.

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Chemical Properties

Cas No. 52934-83-5 SDF Download SDF
Synonyms Nanafrocin, Nanafrocine, Nanafrocinum, Rosanomycin A
Chemical Name 2-[(1S,3R)-9-hydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl]acetic acid
Canonical SMILES CC1C2=C(CC(O1)CC(=O)O)C(=O)C3=C(C2=O)C(=CC=C3)O
Formula C16H14O6 M.Wt 302.28
Solubility >15.1mg/mL in DMSO Storage Store at -20°C
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
Shipping Condition Evaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request

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Background

Nanaomycin A is a selective inhibitor of DNA methyltransferase 3B (DNMT3B) with IC50 value of 500 nM [1].

In the biochemical in vitro methylation assay, Nanaomycin A showed selective inhibition of DNMT3B but not DNMT1 although it was docked to the catalytic domain of human DNMT1 in a multi-step docking approach. Nanaomycin A showed cell viability inhibition in HCT116, A549 and HL60 cells with IC50 values of 400 nM, 4100 nM and 800 nM, respectively. It decreased the genomic methylation level of these cells significantly. Besides that, Nanaomycin A treatment resulted in demethylation of the RASSF1A promoter in A549 cells. The demethylation caused by Nanaomycin A reactivated the transcription and expression of a silenced tumor suppressor gene [1].

References:
[1] Kuck D, Caulfield T, Lyko F, et al. Nanaomycin A selectively inhibits DNMT3B and reactivates silenced tumor suppressor genes in human cancer cells. Molecular cancer therapeutics, 2010, 9(11): 3015-3023.