Efficient synthesis of glycyrrhetinic acid glycoside/glucuronide derivatives using silver zeolite as promoter

Carbohydrate Research

Volumn 344, Issue 9, 2009, Pages 1063-1071

  Ruiz, Maria Carmen del Ruiz ^a   Amer, Hassan ^a   Stanetty, Christian ^a   Beseda, Igor ^b   Czollner, Laszlo ^b   Shah, Priti ^b   Jordis, Ulrich ^a   Kueenburg, Bernhard ^c   Claßen Houben, Dirk ^c   Hofinger, Andreas ^a   Kosma, Paul ^a  

^a UNIVERSITY OF NATURAL RESOURCES AND LIFE SCIENCES   (Austria)

^b VIENNA UNIVERSITY OF TECHNOLOGY   (Austria)

^c Onepharm Research and Development GmbH   (Austria)

Author keywords

Glucuronic acid; Glycosylation; Glycyrrhizin; Saponin; Silver zeolite; Triterpene

Indexed keywords

2-DEOXY-2; ALKALINE HYDROLYSIS; EFFICIENT SYNTHESIS; ESTER DERIVATIVES; ESTER GROUPS; GLUCURONIC ACID; GLUCURONIDE; GLUCURONIDES; GLYCOSYL; GLYCOSYL ACCEPTORS; GLYCYRRHIZIN; GOOD YIELD; HIGH YIELD; METHYL ESTERS; N-DEACETYLATION; OLEANOLIC ACIDS; PROTECTING GROUP; SAPONIN; STRUCTURE ACTIVITY RELATIONSHIPS; TRITERPENE; TRITERPENES;

ACETYLATION; ACIDS; ESTERS; GLUCOSE; GLYCOSYLATION; HYDROLYSIS; SILVER; STEREOSELECTIVITY; SYNTHESIS (CHEMICAL); ZEOLITES;

ESTERIFICATION;

3 O(BETA DEXTRO GLUCOPYRANOSYLURONIC ACID) 18 BETA GLYCYRRHETINIC ACID; 3 O(METHYL BETA DEXTRO GLUCOPYRANOSYLURONATE) 18 BETA GLYCYRRHETINIC ACID; 3,4,6 TRI O ACETYL [1,2 O [1 (30 O DIPHENYLMETHYLOXYCARBONYL 11 OXO 30 NOROLEAN 12 ENE 3 YLOXY)ETHYLIDENE]]ALPHA DEXTRO GLUCOPYRANOSE; ALLYL 3 O[METHYL(2,3,4 TRI O ACETYL BETA DEXTRO GLUCOPYRANOSYLURONATE)] 18 BETA GLYCYRRHETINATE; BENZYL 3 O[METHYL(2,3,4 TRI O ACETYL BETA DEXTRO GLUCOPYRANOSYLURONATE)] 18 BETA GLYCYRRHETINATE; DIPHENYLMETHYL 3 O (2,3,4,6 TETRA O ACETYL BETA DEXTRO GALACTOPYRANOSYL) 18 BETA GLYCYRRHETINATE; DIPHENYLMETHYL 3 O (2,3,4,6 TETRA O ACETYL BETA DEXTRO GLUCOPYRANOSYL(1 4) 2,3,6 TRI O ACETYL BETA DEXTRO GLUCOPYRANOSYL) 18 BETA GLYCYRRHETINATE; DIPHENYLMETHYL 3 O (2,3,4,6 TETRA O ACETYL BETA DEXTRO GLUCOPYRANOSYL) 18 BETA GLYCYRRHETINATE; DIPHENYLMETHYL 3 O (3,4,6 TRI O ACETYL 2 DEOXY 2 TRICHLOROACETAMIDO BETA DEXTRO GLUCOPYRANOSYL) 18 BETA GLYCYRRHETINATE; DIPHENYLMETHYL 3 O [2,3,4,6 TETRA O ACETYL BETA DEXTRO GALACTOPYRANOSYL(1 4) 2,3,6 TRI O ACETYL BETA DEXTRO GLUCOPYRANOSYL] 18 BETA GLYCYRRHETINATE; DIPHENYLMETHYL 3 O[METHYL(2,3,4 TRI O ACETYL BETA DEXTRO GLUCOPYRANOSYLURONATE)] 18 BETA GLYCYRRHETINATE; GLYCYRRHETINIC ACID DERIVATIVE; GLYCYRRHIZIC ACID DERIVATIVE; METHYL 3 O (2,3,4,6 TETRA O ACETYL BETA DEXTRO GALACTOPYRANOSYL) 18 BETA GLYCYRRHETINATE; METHYL 3 O (2,3,4,6 TETRA O ACETYL BETA DEXTRO GLUCOPYRANOSYL(1 4) 2,3,6 TRI O ACETYL BETA DEXTRO GLUCOPYRANOSYL) 18 BETA GLYCYRRHETINATE; METHYL 3 O (2,3,4,6 TETRA O ACETYL BETA DEXTRO GLUCOPYRANOSYL) 18 BETA GLYCYRRHETINATE; METHYL 3 O (3,4,6 TRI O ACETYL 2 DEOXY 2 TRICHLOROACETAMIDO BETA DEXTRO GLUCOPYRANOSYL) 18 BETA GLYCYRRHETINATE; METHYL 3 O (METHYL 2,3,4 TRI O ACETYL BETA DEXTRO GLUCOPYRANOSYLURONATE) 18 BETA GLYCYRRHETINATE; METHYL 3 O [2,3,4,6 TETRA O ACETYL BETA DEXTRO GALACTOPYRANOSYL (1 4) 2,3,6 TRI O ACETYL BETA DEXTRO GLUCOPYRANOSYL] 18 BETA GLYCYRRHETINATE; METHYL 3 O(BETA DEXTRO GLUCOPYRANOSYLURONIC ACID) 18 BGLYCYRRHETINATE; METHYL 3 O(METHYL BETA DEXTRO GLUCOPYRANOSYLURONATE) 18 BGLYCYRRHETINATE; SILVER; UNCLASSIFIED DRUG; ZEOLITE;

ACETYLATION; ARTICLE; DEACETYLATION; DEPROTECTION REACTION; DRUG STRUCTURE; DRUG SYNTHESIS; HYDROGENOLYSIS; HYDROLYSIS; PRIORITY JOURNAL; STEREOCHEMISTRY;

GLUCURONIDES; GLYCOSIDES; GLYCOSYLATION; GLYCYRRHETINIC ACID; SILVER; ZEOLITES;

EID: 65649132701     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carres.2009.04.015     Document Type: Article

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