Reaction of several resveratrol glycoside derivatives with hypochlorites in various media. / Rogachev, A. D.; Komarova, N. I.; Pozdeeva, A. V. et al.
In: Chemistry of Natural Compounds, Vol. 48, No. 1, 03.2012, p. 1-7.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Reaction of several resveratrol glycoside derivatives with hypochlorites in various media
AU - Rogachev, A. D.
AU - Komarova, N. I.
AU - Pozdeeva, A. V.
AU - Korchagina, D. V.
AU - Vasil'Ev, V. G.
AU - Salakhutdinov, N. F.
AU - Tolstikov, G. A.
N1 - Copyright: Copyright 2020 Elsevier B.V., All rights reserved.
PY - 2012/3
Y1 - 2012/3
N2 - The reactions of pterostilbenoside (trans-3,5-dimethoxystilben-4′-O- β-D-glucoside) and Ar-O-Tr derivatives of resveratroloside (3,5-dihydroxystilben-4′-O-β-D-glucoside) and pinostilbenoside (3-methoxy-5-hydroxystilben-4′-O-β-D-glucoside) with NaOCl and t-BuOCl in the presence of the stable nitroxyl radical TEMPO were studied in various media. It was found that the principal product of pterostilbenoside transformation was its 2,6-dichloroderivative, a part of which was oxidized to form 2,6-dichloropterostilbene glucuronide. Trityl ethers of resveratroloside and pinostilbenoside reacted with the hypochlorites to form mixtures of products.
AB - The reactions of pterostilbenoside (trans-3,5-dimethoxystilben-4′-O- β-D-glucoside) and Ar-O-Tr derivatives of resveratroloside (3,5-dihydroxystilben-4′-O-β-D-glucoside) and pinostilbenoside (3-methoxy-5-hydroxystilben-4′-O-β-D-glucoside) with NaOCl and t-BuOCl in the presence of the stable nitroxyl radical TEMPO were studied in various media. It was found that the principal product of pterostilbenoside transformation was its 2,6-dichloroderivative, a part of which was oxidized to form 2,6-dichloropterostilbene glucuronide. Trityl ethers of resveratroloside and pinostilbenoside reacted with the hypochlorites to form mixtures of products.
KW - hypochlorites
KW - oxidation
KW - resveratrol
KW - stilbene glycosides
KW - TEMPO
KW - triphenylmethyl ethers
UR - http://www.scopus.com/inward/record.url?scp=84858318611&partnerID=8YFLogxK
U2 - 10.1007/s10600-012-0146-z
DO - 10.1007/s10600-012-0146-z
M3 - Article
AN - SCOPUS:84858318611
VL - 48
SP - 1
EP - 7
JO - Chemistry of Natural Compounds
JF - Chemistry of Natural Compounds
SN - 0009-3130
IS - 1
ER -
ID: 26770506