Acacia concinna Saponins. II. Structures of Monoterpenoid Glycosides in the Alkaline Hydrolysate of the Saponin Fraction

Autor:	Akiko Tachibana, Yoshisuke Tsuda, Md.Abdul Gafur, Fumiyuki Kiuchi, Tohoru Obata
Rok vydání:	1997
Předmět:	chemistry.chemical_classification biology Stereochemistry Diazomethane Saponin Glycoside Fraction (chemistry) General Chemistry General Medicine Methylation biology.organism_classification Hydrolysate Acacia concinna chemistry.chemical_compound chemistry Drug Discovery Organic chemistry
Zdroj:	Chemical and Pharmaceutical Bulletin. 45:807-812
ISSN:	1347-5223 0009-2363
DOI:	10.1248/cpb.45.807
Popis:	From the AcOEt-soluble fraction of the alkaline hydrolyzate of the highly polar saponin fraction of pods of Acacia concinna, two monoterpenes, (2E)-2, 6-dimethyl-6-hydroxy-2, 7-octadienoic acid (menthiafolic acid, 1) and (2E)-6-hydroxy-2-hydroxymethyl-6-methyl-2, 7-octadienoic acid (4), and their glycosides, (6R)- and (6S)-menthiafolic acid-6-O-β-D-quinovoside (2a and 2b) and (6R)- and (6S)-menthiafolic acid-6-O-β-D-xyloside (3a and 3b), were isolated. A more polar fraction gave, after methylation with diazomethane, (6R)- and (6S)-(2E)-6-hydroxy-2-hydroxymethyl-6-methyl-2, 7-octadienoic acid-6-O-β-D-quinovoside as their methyl esters (5a and 5b). Compounds 2a, 3a, 4, 5a, and 5b are new. The structures of the above compounds were determined mainly by the application of spectroscopic methods.
Databáze:	OpenAIRE
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