22044-58-2

Upstream product

• 513-35-9 2-methyl-but-2-ene 
• 1005417-98-0 7-(allyloxy)-3-(benzo[d][1,3]dioxol-5-yl)-5-hydroxy-4H-chromen-4-one 
• 321569-81-7 2',4'-bis(benzyloxy)-3'-iodo-6'-(methoxymethoxy)acetophenone 
• 321569-79-3 2',4'-dihydroxy-3'-iodo-6'-(methoxymethoxy)acetophenone 
• 67052-53-3 4',6'-bis(benzyloxy)-2'-(methoxymethoxy)acetophenone 
• 71386-98-6 2',4'-dihydroxy-6'-(methoxymethoxy)acetophenone 
• 18065-05-9 1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone 
• 911286-06-1 7-benzoyloxy-6-(3-hydroxy-3-methylbutyl)-3',4'-methylenedioxy-5-tosyloxyisoflavone 
• 911286-02-7 1-[6-benzoyloxy-2,4-bis(benzyloxy)-3-iodophenyl]-2-(3,4-methylenedioxyphenyl)-3,3-dimethoxypropan-1-one 
• 911286-07-2 7-benzoyloxy-6-(3-methyl-2-butenyl)-3',4'-methylenedioxy-5-tosyloxyisoflavone 
• 911286-04-9 5,7-bis(benzyloxy)-6-(3-hydroxy-3-methyl-1-butynyl)-3',4'-methylenedioxyisoflavone 
• 911285-98-8 5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-3',4'-methylenedioxyisoflavone 
• 911412-08-3 7-benzoyloxy-5-hydroxy-6-(3-methyl-2-butenyl)-3',4'-methylenedioxyisoflavone 
• 911286-05-0 7-benzoyloxy-5-hydroxy-6-(3-hydroxy-3-methylbutyl)-3',4'-methylenedioxyisoflavone 

Relevant academic research and scientific papers

Synthesis and evaluation of derrubone and select analogues

(Chemical Equation Presented) Recently, we reported that the natural product derrubone exhibits Hsp90 inhibitory activity. Due to its unique architectural scaffold and proposed rapid assembly, the synthesis of this natural product was pursued with the aim of identifying structure-activity relationships. Synthesis of the natural product was accomplished in eight highly convergent steps, which led to a facile method for the construction of related compounds. Biological evaluation of derrubone and its analogues identified several compounds that exhibit low micromolar inhibitory activity against breast and colon cancer cell lines.

Microwave-assisted regioselective synthesis of natural 6-prenylpolyhydroxyisoflavones and their hydrates with hypervalent iodine reagents

Microwave-assisted oxidative rearrangement of 3′-iodotetraalkoxychalcones with hypervalent iodine such as [hydroxy(tosyloxy)iodo]benzene or [bis(trifluoroacetoxy)iodo]benzene, followed by microwave-mediated hydrolysis and in situ cyclization of the resultant acetals gave 6-iodotrialkoxyisoflavones. Pd(0)-catalyzed coupling reaction of the 6-iodoisoflavones with 2-methyl-3-butyn-2-ol under microwave irradiation gave 6-alkynylisoflavones, whose hydrogenation gave the respective hydrates of wighteone, lupisoflavone and derrubone. Wighteone (1a), lupisoflavone (1b) and derrubone (1c) were obtained by dehydration of their respective hydrates under microwave irradiation.