32279-74-6

Upstream product

• 2221-67-2 3'-keto,3',4'-dihydroseselin 
• 484-14-0 osthenol 
• 1111-97-3 3-chloro-3-methylbut-1-yne 
• 27421-19-8 7-(2-methylbut-3-en-2-yloxy)-2H-chromen-2-one 
• 27421-18-7 7-((2-methylbut-3-yn-2-yl)oxy)-2H-chromen-2-one 
• 21422-04-8 7-demethylsuberosin 
• 1356928-62-5 7-p-methoxybenzyloxy-6-prenylcoumarin 
• 1356928-61-4 4-p-methoxybenzyloxy-o-prenyloxycinnamic acid methyl ester 
• 1356928-60-3 4-p-methoxybenzyloxy-o-hydroxycinnamic acid methyl ester 
• 374768-02-2 7-[(4-methoxybenzyl)oxy]-2H-chromen-2-one 
• 93-35-6 7-hydroxy-2H-chromen-2-one 
• 518-76-3 (±)-cis-khellactone 

Downstream Products

• 19380-05-3 (+)-lomatin 

Relevant academic research and scientific papers

Synthesis of coumarin derivatives and their cytoprotective effects on t-BHP-induced oxidative damage in HepG2 cells

Coumarins are ubiquitous in higher plants and exhibit various biological actions. The aim of this study was to investigate the structure-activity relationships of coumarin derivatives on tert-butyl hydroperoxide (t-BHP)-induced oxidative damage in human hepatoma HepG2 cells. A series of coumarin derivatives were prepared and assessed for their cytoprotective effects. Among these, a caffeoyl acid-conjugated dihydropyranocoumarin derivative, caffeoyllomatin, efficiently protected against cell damage elicited by t-BHP. Our findings suggest that caffeoyllomatin appears to be a potent cytoprotective agent.

Structure-activity relationships for naturally occurring coumarins as β-secretase inhibitor

The present study was demonstrated to evaluate the effects of naturally occurring coumarins (NOCs) including simple coumarins, furanocoumarins, and pyranocoumarins on the inhibition of β-secretase (BACE1) activity. Of 41 NOCs examined, some furanocoumarins inhibited BACE1 activity, but simple coumarins and pyranocoumarins did not affect. The most potent inhibitor was 5-geranyloxy-8-methoxypsoralen (31), which has an IC50 value of 9.9 μM. Other furanocoumarin derivatives, for example, 8-geranyloxy-5- methoxypsoralen (35), 8-geranyloxypsoralen (24), and bergamottin (18) inhibited BACE1 activity, with the IC50 values 25.0 μM. Analyses of the inhibition mechanism by Dixon plots and Cornish-Bowden plots showed that compounds 18, 31 and 35 were mixed-type inhibitor. The kinetics of inhibition of BACE1 by coumarins 24 was non-competitive inhibitors.

SYNTHESIS, GLYCOSIDATION AND RESOLUTION OF (+/-)-LOMATIN

The first resolution of a racemic hydroxydihydropyranocoumarin, (+/-)-lomatin (1) was achieved by means of glycosidation, followed by separation of the diastereoisomeric glycosides and subsequent acid hydrolysis.