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8,4'-Oxyneolignane glucosides from an aqueous extract of "ban lan gen" (Isatis indigotica root) and their absolute configurations.

ABSTRACT: Three pairs of glycosidic 8,4'-oxyneolignane diastereoisomers, named isatioxyneolignosides A-F (1-6), were isolated from an aqueous extract of Isatis indigotica roots. Their structures and absolute configurations were elucidated by comprehensive spectroscopic data analysis and enzyme hydrolysis. The validity of ??C8-C7 values to distinguish threo and erythro aryl glycerol units and Cotton effects at 235±5 nm to determine absolute configurations at C-8 in 1-6 and their aglycones (1a-6a) are discussed.

SUBMITTER: Meng L

PROVIDER: S-EPMC5687312 | biostudies-literature | 2017 Nov

REPOSITORIES: biostudies-literature

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8,4'-Oxyneolignane glucosides from an aqueous extract of "ban lan gen" (Isatis indigotica root) and their absolute configurations.

Meng Lingjie L Guo Qinglan Q Liu Yufeng Y Shi Jiangong J

Acta pharmaceutica Sinica. B 20171018 6

Three pairs of glycosidic 8,4'-oxyneolignane diastereoisomers, named isatioxyneolignosides A-F (1-6), were isolated from an aqueous extract of Isatis indigotica roots. Their structures and absolute configurations were elucidated by comprehensive spectroscopic data analysis and enzyme hydrolysis. The validity of ΔδC8-C7 values to distinguish threo and erythro aryl glycerol units and Cotton effects at 235±5 nm to determine absolute configuration ...[more]

PMID: 29159023

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