728911-59-9Relevant articles and documents
Reactivity assessment of chalcones by a kinetic thiol assay
Amslinger, Sabine,Al-Rifai, Nafisah,Winter, Katrin,W?rmann, Kilian,Scholz, Rebekka,Baumeister, Paul,Wild, Martin
supporting information, p. 549 - 554 (2013/03/13)
The electrophilic nature of chalcones (1,3-diphenylprop-2-en-1-ones) and many other α,β-unsaturated carbonyl compounds is crucial for their biological activity, which is often based on thiol-mediated regulation processes. To better predict their biological activity a simple screening assay for the assessment of the second-order rate constants (k2) in thia-Michael additions was developed. Hence, a clear structure-activity relationship of 16 differentially decorated hydroxy-alkoxychalcones upon addition of cysteamine could be established. Moreover, amongst other naturally occurring α,β-unsaturated carbonyl compounds k2 values for curcumin and cinnamaldehyde were gained while cinnamic acids or esters gave no or very slow reactions.
Kwakhurin, a unique isoflavone with rejuvenating activity from "kwao keur": Further characterization by 2D-NMR spectrometry and synthesis of triisopropylkwakhurin
Iwasaki, Misako,Watanabe, Toshiko,Ishikawa, Tsutomu,Chansakaow, Sunee,Higuchi, Yoshihiro,Tahara, Satoshi
, p. 1375 - 1392 (2007/10/03)
Kwakhurin (5), a characteristic isoflavone component of Pueraria mirifica which has been used in folk medicine as "kwao keur" for rejuvenating purpose, was structurally approached by 2D-NMR experiments. Furthermore, the synthesis of kwakhurin (5) was attempted starting from the methyl ketone (12). Thus, deoxybenzoin derivative (22) was prepared by Friedel-Crafts acylation after protection of the phenolic function with a triisopropyl group. Modification of the substituents, O-prenylation, prenyl 1,3-rearrangement, and O-methylation afforded kwakhurin triisopropyl ether (38).