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(±)-Dunnione (Synonyms: NSC 95403)

カタログ番号GC18787

(±)-ダニオンは、多様な生物学的活性を持つ天然のナフトキノンです。

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(±)-Dunnione 化学構造

Cas No.: 521-49-3

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1mg
$87.00
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5mg
$381.00
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10mg
$673.00
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25mg
$1,471.00
在庫あり

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Sample solution is provided at 25 µL, 10mM.

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Background

(±)-ダニオンは、多様な生物学的活性を持つ天然のナフトキノンです。[1][2][3][4] それは、体外(MICs = 5-20 mg/L)および感染した小麦や大麦の植物(EC50s = 2-20 mg/L)において、10種類の農業上重要な植物菌に対して殺菌活性を示します[1]。 (±)-ダニオンはまた、T. cruziエピマスチゴートの成長を抑制します(IC50 = 4.01 μM)[2]。NAD(P)H:キノンオキシドレダクターゼ1(NQO1)の基質であり、反応性酸素種(ROS)の生成を増加させてA549肺癌細胞の細胞死を誘導します(IC50=6.1μM).[3](±)-ダニオン(20mg/kg/日×4日間投与)はマウスにおいてcisplatinによって引き起こされる炎症性サイトカイン産生と小腸障害を防止し、細胞内NAD+ を増加させます.[4]

参考文献:

[1]. Khambay, B.P.S.、Batty, D.、Jewess, P.J.、他。Dunnioneとそのアナログの作用機序および殺虫活性 Pest. Manag. Sci. 59(2), 174-182 (2003)。
[2]. Salas, C.O.、Faúndez, M.、Morello, A.、他。Trypanosoma cruziに対して有効な天然および合成ナフトキノン:Chagas病の新薬開発への初期段階 Curr.Med.Chem。18(1), 144-161(2011)
[3] . Bian,J。,Xu,L。,Deng,B。,他。NAD(P)H:quinone oxidoreductase 1(NQO1)の基質としての(±)-dunnioneおよびそのortho-quinoneアナログの合成と評価 Bioorg.Med.Chem.Lett。25(6),1244-1248 (2015)。
[4] 。Pandit,A。,Kim,H.-J。,Oh,G.-S。,他。DunnioneはNAD(+)代謝を調節することによりcisplatin誘導性小腸障害を改善する Biochem.Bioph.Res.Commun。467(4),697-703 (2015)。

Chemical Properties

Cas No. 521-49-3 SDF
同義語 NSC 95403
Chemical Name 2,3-dihydro-2,3,3-trimethyl-naphtho[1,2-b]furan-4,5-dione
Canonical SMILES O=C(C1=CC=CC=C1C2=C3C(C)(C)C(C)O2)C3=O
Formula C15H14O3 M.Wt 242.3
溶解度 DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

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1 mg 5 mg 10 mg
1 mM 4.1271 mL 20.6356 mL 41.2712 mL
5 mM 0.8254 mL 4.1271 mL 8.2542 mL
10 mM 0.4127 mL 2.0636 mL 4.1271 mL
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