A "flavone-polysaccharide" redefined as a mixture of 6-methoxyluteolin penta- and hexa-O-glycosides.

Abstract:

:The incomplete structure proposed in 1972 for a unique "flavone-polysaccharide" compound, MF-1, from the liverwort Monoclea forsteri, has been re-examined. Rather than the proposed 8-methoxyluteolin structure with polysaccharides attached to the 7- and 4'-hydroxyls, MF-1 has been shown to be primarily a mixture of penta- and hexa-O-glycosides of 6-methoxyluteolin, which are accompanied by their luteolin analogues. MS and NMR evidence is marshalled to define the structure of MF-la as 6-methoxyluteolin 7-O-[2-O-alpha-rhamnosyl-3-O-alpha-arabinosyl-beta-glucuronide]-4'-O-[2-O-alpha-rhamnosyl-3-O-beta-xylosyl-beta-glucuronide], and MF-1b as 6-methoxyluteolin 7-O-[2-O-alpha-rhamnosyl-beta-glucuronide]-4'-O-[2-O-alpha-rhamnosyl-3-O-beta-xylosyl-beta-glucuronide]. This report is the first to provide substantive evidence for the existence of flavone penta- and hexa-O-glycosides in nature. The newly defined structure(s) for MF-1 more closely align M. forsteri with the only other species in the order Monocleales, M. gottschei.

journal_name

Phytochemistry

journal_title

Phytochemistry

authors

Markham KR

doi

10.1016/s0031-9422(03)00199-7

subject

Has Abstract

pub_date

2003-07-01 00:00:00

pages

589-95

issue

5

eissn

0031-9422

issn

1873-3700

pii

S0031942203001997

journal_volume

63

pub_type

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