85026-55-7Relevant articles and documents
A Sustainable One-Pot, Two-Enzyme Synthesis of Naturally Occurring Arylalkyl Glucosides
Bassanini, Ivan,Krejzová, Jana,Panzeri, Walter,Monti, Daniela,K?en, Vladimir,Riva, Sergio
, p. 2040 - 2045 (2017/05/16)
A sustainable, convenient, scalable, one-pot, two-enzyme method for the glucosylation of arylalkyl alcohols was developed. The reaction scheme is based on a transrutinosylation catalyzed by a rutinosidase from A. niger using the cheap commercially available natural flavonoid rutin as glycosyl donor, followed by selective “trimming” of the rutinoside unit catalyzed by a rhamnosidase from A. terreus. The process was validated with the syntheses of several natural bioactive glucosides, which could be isolated in up to 75 % yield without silica-gel chromatography.
Simple preparation of phenylpropenoid β-D-glucopyranoside congeners by Mizoroki-Heck type reaction using organoboron reagents
Kishida, Masashi,Akita, Hiroyuki
, p. 10559 - 10568 (2007/10/03)
Palladium(II)-catalyzed carbon-carbon bond formation between allyl 2,3,4,6-tetra-O-acetyl-β-d-glucopyranoside (3) and arylboronic acid congeners gave the corresponding cinnamyl 2,3,4,6-tetra-O-acetyl- β-d-glucopyranosides (4a-m) in good yield. Among them, coupling products 4a-m were converted to not only the naturally occurring phenylpropenoid β-d-glucopyranoside analogues (1a-e) but also the unnaturally ones (1f-m).
GLYCOSIDES OF CINNAMYL ALCOHOL FROM THE RHIZOMES OF Rhodiola rosea
Zapesochnaya, G. G.,Kurkin, V. A.
, p. 685 - 688 (2007/10/02)
Three new cinnamyl alcohol glycosides have been isolated for the first time from the rhizomes of roseroot stonecrop Rhodiola rosea L. (Sedum rosea).On the basis of chemical transformations and the results of UV, IR, PMR, and mass spectroscopy the following structures are proposed for the compounds isolated: rozin - trans-cinnamyl O-β-D-glucopyranoside; rozavin - trans-cinnamyl O-(6'-O-α-L-arabinopyranosyl-β-D-glucopyranoside); and rozarin - trans-cinnamyl O-(6'-O-α-L-arabinofuranosyl-β-D-glucopyranoside).