An immunomodulating pectic polymer from Glinus oppositifolius
Tentative structure of the pectic polymer GOA1 isolated from Glinus oppositifolius (• = GalA, □ = Rha, ■ = T-Rha, ▴ = Gal involved in AG-II, ▪ = Gal involved in AG-I, ▵ = T-Gal, ♦ = Ara, ♢ = T-Ara, ∘ = 4- O-Me GlcA/GlcA) An immunomodulating pectic polymer, GOA1, obtained from the aerial parts of the...
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Veröffentlicht in: | Phytochemistry (Oxford) 2007-04, Vol.68 (7), p.1046-1058 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Tentative structure of the pectic polymer GOA1 isolated from
Glinus oppositifolius (•
=
GalA, □
=
Rha, ■
=
T-Rha, ▴
=
Gal involved in AG-II,
▪
=
Gal involved in AG-I, ▵
=
T-Gal, ♦
=
Ara, ♢
=
T-Ara, ∘
=
4-
O-Me GlcA/GlcA)
An immunomodulating pectic polymer, GOA1, obtained from the aerial parts of the Malian medicinal plant
Glinus oppositifolius (L.) Aug. DC. (Aizoaceae) has previously been reported to consist of arabinogalactans type I and II, probably linked to a rhamnogalacturonan backbone. To further elucidate the structure of the polymer GOA1, enzymatic degradation studies and weak acid hydrolysis were performed. Five different glycosidases were used,
endo-α-
d-(1
→
4)-polygalacturonase,
exo-α-
l-arabinofuranosidase,
endo-α-
l-(1
→
5)-arabinanase,
endo-β-
d-(1
→
4)-galactanase and
exo-β-
d-galactosidase. It appears that GOA1 may contain a structural moiety consisting of a 1,3-linked galactopyranosyl (Gal
p) main chain with 1,6-linked Gal
p side chains attached to position 6 of the main chain. The 1,6-linked Gal
p side chain may be branched in position 3 with arabinofuranosyl (Ara
f) side chains. A 1,4-linked Gal
p backbone which might carry side chains or glycosyl units attached to position 3 is also a structural element in the polymer. We further show that GOA1 induce proliferation of B cells and the secretion of IL-1β by macrophages, in addition to a marked increase of mRNA for IFN-γ in NK-cells. To elucidate structure–activity relations the native polymer and the digested fractions were tested for complement fixing activity and intestinal immune stimulating activity. The partial removal of Ara
f residues after enzymatic degradations did not affect the bioactivities, while the acid hydrolysed fraction showed reduced complement fixing activity. A decrease in Ara
f units, 1,3,6-linked Gal
p units and a partial hydrolysed rhamnogalacturonan backbone, in addition to a reduction in molecular weight are factors that might have contributed to reduced bioactivity. |
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ISSN: | 0031-9422 1873-3700 |
DOI: | 10.1016/j.phytochem.2007.01.011 |