65388-04-7

Upstream product

• 491-80-5 5,7-Dihydroxy-3-(4-methoxy-phenyl)-chromen-4-on 
• 108-24-7 acetic anhydride 
• 446-72-0 5,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-on 

Downstream Products

• 583037-95-0 4-(7-acetyloxy-5-((3-methylbut-2-en-l-yl))-4-oxo-4H-chromen-3-yl)phenyl acetate 
• 583037-96-1 4-(7-acetoxy-5-hydroxy-8-(3-methylbut-2-en-1-yl)-4-oxo-4H-chromen-3-yl)phenyl acetate 
• 104691-86-3 lupiwighteone 
• 65388-05-8 Wighteon-7,4'-diacetat 
• 51225-30-0 erythrinin B 

Relevant academic research and scientific papers

Induction of enantio-selective apoptosis in human leukemia HL-60 cells by (S)-erypoegin K, an isoflavone isolated from Erythrina poeppigiana

Erypoegin K, an isoflavone isolated from the stem bark of Erythrina poeppigiana, has potent apoptosis-inducing effect on human leukemia HL-60 cells. Erypoegin K has a chiral carbon at the C-2′′ position of its furan ring and naturally occurs as a racemic mixture of (S)- and (R)-isomers. In the present study, we semi-synthesized (RS)-erypoegin K from genistein and separated the optical isomers by HPLC using a chiral column to characterize its apoptosis-inducing activity. Apoptotic cell death was assessed by analyzing caspase-3 and caspase-9 activation, nuclear fragmentation, and genomic DNA ladder formation. (S)-erypoegin K showed exclusive anti-proliferative and apoptosis-inducing activity, with an IC50 value of 90 nM, about 50% lower than that of its racemic mixture (175 nM). By contrast, no apoptosis-inducing activity was shown by the (R)-isomer. In addition, methylglyoxal accumulation in the culture medium was observed only in cells treated with (S)-erypoegin K. These results demonstrated that (S)-erypoegin K is a unique bioactive component that has potent apoptosis-inducing activity on HL-60 cells.

GLYOXALASE I INHIBITOR AND USE THEREOF

PROBLEM TO BE SOLVED: To provide a glyoxalase I inhibitor that is a compound showing antitumor activity. SOLUTION: The present invention provides a glyoxalase I inhibitor comprising a compound represented by the following formula, and an antitumor agent. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

Anti-AGEs and antiparasitic activity of an original prenylated isoflavonoid and flavanones isolated from Derris ferruginea

A new isoflavonoid, 5-hydroxy-3-(4-hydroxyphenyl)-8-isopropenyl-8,9- dihydro-4H-furo-[2,3-h]-chromen-4-one named derrisisoflavone G (1), four known prenylated flavanones (2-5), four known isoflavonoids (6-9) and two phenolic derivatives (10, 11) have been

Synthesis and cytotoxic activity of genistein derivatives

A series of genistein derivatives was prepared and tested in vitro against leukocythemia (HL-60), colorectal adenocarcinoma (HT-29), and human gastric adenocarcinoma (SGC-7901) cell lines. Among these derivatives, 4′,5-di-n-octoxy-7-gem-difluoromethylenegenistein, 9f, had the strongest activity against HL-60, HT-29, and SGC-7901 cells.[Figure not available: see fulltext.]

Selective C-6 prenylation of flavonoids via europium(III)-catalyzed claisen rearrangement and cross-metathesis

Starting from the readily available parent flavonoids, the flavanone 6-prenylnaringenin, the isoflavone 6-prenylgenistein (wighteone, erythrinin B) and a protected derivative of the flavonol 6-prenylquercetin (gancaonin P) have been synthesized in short reaction sequences featuring the title processes as key steps.

SYNTHESIS OF 13C-LABELLED ESTROGEN ANALOGUES

There is provided a method of producing novel 13C-labelled estrogen analogues. The method preferably proceeds via an intermediate A or B or which is a mixture of (A) or (B): wherein a13C atom is located at one or more of positions 1, 2, 3 or 4 and wherein R is an optionally substituted alkane, alkene, alkyne or aryl group. Preferably R is -CH2Ph. An alternative preferred intermediate compound is 13C-resorcinol.

Synthesis of lupiwighteone via a para-Claisen-Cope rearrangement

The lanthanide catalysed para-Claisen-Cope rearrangement has been used as the key step in a short synthesis of the prenylated isoflavone, lupiwighteone. The Mitsunobu reaction was employed for the 5-O-prenylation of the acid/base sensitive acetylated isof

Isoflavones from Podocarpus amarus

The isoflavone irisolidone is a major constituent of Podocarpus amarus hearthwood.Its structure has been securely established by 13C n.m.r. studies upon a range of derivatives.The isoflavones biochanin A, genistein and daidzein are also present in the tre