112408-67-0Relevant articles and documents
A new synthesis of flavonoids via Heck reaction
Bianco, Armandodoriano,Cavarischia, Claudia,Farina, Angela,Guiso, Marcella,Marra, Carolina
, p. 9107 - 9110 (2003)
Several naturally occuring flavonoids have been synthesised following a new proposed method based on the use of the Heck reaction. The key step involves the coupling of an aryl vinyl ketone with an aryl iodide. This procedure affords the flavonoid moiety in a single step.
Enzymic O-methylation of isoliquiritigenin and licodione in alfalfa and licorice cultures
Ichimura, Masuo,Furuno, Tetsuo,Takahashi, Takeyoshi,Dixon, Richard A.,Ayabe, Shin-Ichi
, p. 991 - 995 (1997)
S-Adenosyl-L-methionine (SAM): isoliquiritigenin (2',4,4'- trihydroxychalcone) 2'-O-methyltransferase (CHMT) of alfalfa (Medicago sativa) catalyses the formation of 4,4'-dihydroxy-2'-methoxychalcone, which is the most potent inducer of nodulation-genes of Rhizobium meliloti, the symbiont of alfalfa which forms nitrogen-fixing nodules. SAM: licodione 2'- O-methyltransferase (LMT) is involved in the biosynthesis of a retrochalcone in cultural licorice (Glycyrrhiza echinata) cells and has been shown to be induced as a defence response of the cells. Because licodione exists in an equilibrium mixture of tautomeric 2',4,4',β-tetrahydroxychalcone (major) and 1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1,3-propanedione (minor), the apparent mode of action of both enzymes is very similar. In this study, cultured alfalfa cells were shown to exhibit rapid and transient increases in the extractable activities of both CHMT and LMT after treatment with yeast extract (YE). Treatment of solution-cultured alfalfa seedlings with YE also resulted in a similar induction of both CHMT and LMT activities in the roots, but no activity was detected in the shoots. These activities were attributed to a single gene product, the CHMT protein, as extracts of Escherichia coli transformed with the CHMT cDNA exhibited both CHMT and LMT activities. In contrast, in G. echinata cells, LMT was induced after YE treatment, but no CHMT activity was observed. It is concluded that alfalfa CHMT and licorice LMT are distinct enzymes, the former displaying the wider- substrate specificity.
Chalcones as novel non-peptidic μ-calpain inhibitors
Lee, Eunyoung,Jang, Inhye,Shin, Min Jung,Cho, Hee-Ju,Kim, Jungsook,Eom, Ji-Eun,Kwon, Youngjoo,Na, Younghwa
experimental part, p. 3459 - 3464 (2012/01/19)
In order to extend the scaffold of non-peptidic calpain inhibitor, we have designed and synthesized 14 chalcone derivatives categorized into two groups based on their structures. Compounds 7 (IC50 = 16.67 ± 0.42 μM) and 8 (IC50 = 16.
FLAVONOID AND OTHER CONSTITUENTS OF BAUHINIA MANCA
Achenbach, Hans,Stoecker, Markus,Constenla, Manuel A.
, p. 1835 - 1842 (2007/10/02)
Phytochemical analysis of the stem of Bauhinia manca yielded 63 compounds, among them six new natural products.Major constituents were found to be 3-O-galloylepicatechin, gallic acid, cinnamic acid, β-sitosterol and its β-D-glucoside.The two new flavans possess significant antifungal activity.Key Word Index-Bauhinia manca; Leguminosae; 5,5-dimethoxylariciresinol; 4-O-methylisoliquiritigenin; 4'-O-methylliquiritigenin; 7,3'-dimethoxy-4-hydroxyflavan; 3',4'-dihydroxy-7-methoxyflavan; 2,4'-dihydroxy-4-methoxydihydrochalcone; antimicrobial activity.
PISUM SATIVUM STRESS METABOLITES: TWO CINNAMYLPHENOLS AND A 2'-METHOXYCHALCONE
Carlson, Robert E.,Dolphin, David H.
, p. 1733 - 1736 (2007/10/02)
An HPLC study of copper(II) chloride treated Pisum sativum has shown that the cynnamylphenols obtustyrene and xenognosin as well as the chalcone 4,4'-dihydroxy-2'-methoxychalcone accumulate as de novo metabolites in the stressed plant.This chalcone has not previously been identified from a plant source.The biosynthetic and stress response relationships of these compounds are discussed. - Key Word Index: Pisum sativum; Leguminosae; garden pea; stress metabolism; cinnamylphenols; 2'-methoxychalcone; HPLC.
