354128-70-4

Basic information

• Product Name: 5,7-diisopropoxy-2-(4-isopropoxyphenyl)-4H-chromen-4-one
• Synonyms: 5,7-diisopropoxy-2-(4-isopropoxyphenyl)-4H-chromen-4-one
• CAS NO: 354128-70-4
• Molecular Formula: C24H28O5
• Molecular Weight: 396.47612
• Mol File: 354128-70-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5,7-diisopropoxy-2-(4-isopropoxyphenyl)-4H-chromen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-diisopropoxy-2-(4-isopropoxyphenyl)-4H-chromen-4-one(354128-70-4)
• EPA Substance Registry System: 5,7-diisopropoxy-2-(4-isopropoxyphenyl)-4H-chromen-4-one(354128-70-4)

Safety Data

• Hazardous Substances Data: 354128-70-4(Hazardous Substances Data)

Upstream product

• 480-66-0 2,4,6-trihydroxyacetophenone 
• 93344-48-0 1-(2-hydroxy-4,6-diisopropoxyphenyl)ethan-1-one 
• 108-73-6 3,5-dihydroxyphenol 
• 75-30-9 2-iodo-propane 
• 520-36-5 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 
• 110865-03-7 2-chloro-1-(2,4,6-trihydroxyphenyl)ethan-1-one 

Relevant articles and documents

Synthesis and anti-oxidant activity evaluation of (±)-Anastatins A, B and their analogs

Two novel flavonoids (±)-Anastatins A and B as well as 14 analogs, which containing a benzofuran moiety, were synthesized by using halogenation, Suzuki coupling reaction and an oxidation/Oxa-Michael reaction cascade as the key steps. The structures of the new flavonoids were confirmed by 1H NMR, 13C NMR and HRMS. The antioxidant activities of them as well as the key intermediates were evaluated by ferric reducing antioxidant power (FRAP) assay and the active compounds were evaluated in the PC12 cell model of hydrogen peroxide (H2O2)-induced oxidative damage. SAR studies suggested that, for in vitro antioxidant activity, aurone derivatives showed better bioactivity than flavone counterparts. However, cyclization to benzofuran and connecting the two conjugated parts as a whole conjugated system by a double bond diminished the in vitro antioxidant activity. Among them, the most potent compound 24c was significantly decreased H2O2-caused cell injury. The apoptotic rate (Annexin V+) of H2O2-damaged PC12 cells was 60.7% while that of the compound 24c-treated cells decreased to 5.9% and 4.1% at 10 μM and 100 μM respectively.

Total synthesis of 8-(6″-umbelliferyl)-apigenin and its analogs as anti-diabetic reagents

The naturally occurring flavone 8-(6″-umbelliferyl)apigenin, a hybrid structure of apigenin and coumarin, as well as seven of its analogues were synthesized for the first time by using iodination and Suzuki coupling reactions as key steps. The synthesis of 8-(6″-umbelliferyl)-apigenin was achieved in seven linear steps from the commercially available 1-(2,4,6-trihydroxyphenyl)ethan-1-one and 7-hydroxyl coumarine with 31% overall yield. Effects of these compounds on glucose disposal were investigated in adipocytes. All of the flavonoid and coumarin hydrids were found to have better bioactivities than their corresponding flavonoid cores. The most potent compound 15 (10?μΜ) could promote glucose consumption by 57% which exhibited similar effect as the positive control metformin at 1?mM. Moreover, fluorescence microscopy showed that four 8-(6″-umbelliferyl)apigenin analogues 2, 15, 30 and 31 could promote the 2-NBDG uptake into 3T3-L1 cells, which consist with those observed in the regulation of glucose.