213831-85-7

Upstream product

• 2654-72-0 2,5-dihydroxy-3,6-dimethyl-1,4-benzoquinone 
• 67-56-1 methanol 
• 173348-65-7 2,5-diacetoxy-p-xyloquinone 
• 186581-53-3 diazomethane 
• 173348-62-4 2-acetoxy-5-hydroxy-p-xyloquinone 

Downstream Products

• 5691-54-3 2,5-dimethoxy-3,6-dimethyl-1,4-benzoquinone 
• 221143-60-8 3-hydroxy-1,1,6-trimethoxy-2,5-dimethyl-2,5-cyclohexadien-4-one 
• 25653-42-3 2-hydroxy-5-methoxy-p-xyloquinone 

Relevant academic research and scientific papers

Preparation and route of asterriquinone monoalkyl ether from asterriquinone diacetate by treatment with a mixture of alcohol and alkali, followed by acidification

3-Alkoxy-6-hydroxy-p-benzoquinones were prepared by the treatment of 3,6-diacetoxy-p-benzoquinones with a mixture of alcohol and alkali, followed by acidification. The key intermediate acetoxy-alkoxy-p-benzoquinones were formed by the base-catalyzed addit

Preparation and structure-activity relationships of novel asterriquinone derivatives

Asterriquinone (ARQ, la) is an antitumor metabolite of Aspergillus terreus IFO 6123. To gain insight into the structure-activity relationships of ARQ, a series of chemically modified derivatives (1 - 6), the ARQ analogues (b - e) and the 2,5-dihydroxy-p-benzoquinone analogues (f - h), were prepared, and cytotoxic activity against mouse leukemia P388 cells investigated. Results indicated that: 1) at least one hydroxy group or acetoxy group in the p-benzoquinone moiety is important to exhibit cytotoxicity; 2) in the p-benzoquinone moiety, a single methoxy group and/or one acetoxy group substitution showed more potent cytotoxicity than when two hydroxy groups are substituted (1); 3) the indole ring is important for the cytotoxicity of ARQ analogues; 4) the 1,1-dimethyl-2-propenyl group in the indole ring is not important for the cytotoxic activity of ARQ.

Transformation of asterriquinone diacetatetoasterriquinone monoalkyl ether via its monoacetal

Asterriquinone (ARQ) diacetate; 2,5-bis[1-(1,1-dimethyl-2-propenyl)- 1H-indol-3-yl]-3,6-diacetoxy-2,5-cyclohexadiene-1,4-dione (3), was converted into ARQ monoalkyl ether (6) by treatment with a mixture of alcohol and K2CO3 under hea

Partial deacetylation of asterriquinone diacetate by aqueous sodium bicarbonate in pyridine

Asterriquinone (ARQ); 2,5 -bis[1-(1,1-dimethyl-2-propenyl)-1H-indol-3- yl]-3,6-dihydroxy-2,5-cyclohexadiene-1,4-dione and ARQ monoacetate are metabolites from mycelium of Aspergillus terreux IFO 6123. ARQ diacetate was convened into ARQ monoacetate by treatment with 5% aq. NaHCO3 in pyridine at 80°C for 5 min, and the yield was 93.4%. Similarly, by treatment with 5% aq. NaHCO3 in acetone at room temperature, 2,5-diacetoxy-p-xyloquinone and 2,5- diacetoxy-p-benzoquinone were convened into 2-acetoxy-5-hydroxy-p-xyloquinone (yield, 85.8%) and 2-acetoxy-5-hydroxy-p-benzoquinone (yield, 66.7%), respectively.