Structural Revision of a Naphthodipyranodione from Gentian Root and its Degradation Pathway from Gentiopicroside

Based on NOE experiments, the structure of naphthodipyranodione from Gentianaceae plants was revised to 1,2-dihydro-4H,6H,8H-naphto[1,2-d:4,5-c'd']dipyrano-4,8-dione. Naphthodipyranodione was assumed to be formed by the degradation of gentiopicroside by enzymatic hydrolysis at low water co...

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Bibliographic Details
Published in:Natural product communications 2017-03, Vol.12 (3), p.395-397
Main Authors: Fujii, Mikio, Ando, Hidehiro, Konno, Kiju, Fukumura, Motonori, Hori, Yumiko, Hirai, Yasuaki, Ida, Yoshiteru
Format: Article
Language:English
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Summary:Based on NOE experiments, the structure of naphthodipyranodione from Gentianaceae plants was revised to 1,2-dihydro-4H,6H,8H-naphto[1,2-d:4,5-c'd']dipyrano-4,8-dione. Naphthodipyranodione was assumed to be formed by the degradation of gentiopicroside by enzymatic hydrolysis at low water concentration. The degradation pathway was a unique domino-reaction triggered by enzymatic hydrolysis. Naphthodipyranodione may become an index compound for the drying and/or fermenting procedure of Gentian root.
ISSN:1934-578X
1555-9475
DOI:10.1177/1934578X1701200322