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Glycoconjugate Journal

, Volume 29, Issue 5–6, pp 379–387 | Cite as

Structural characterization of a homogalacturonan from Capparis spinosa L. fruits and anti-complement activity of its sulfated derivative

  • Huijun Wang
  • Hongwei Wang
  • Songshan Shi
  • Jinyou Duan
  • Shunchun Wang
Article

Abstract

A water-soluble polysaccharide CSPS-2B-2 with a molecular mass of 8.8 kDa, was obtained from the fruits of Capparis spinosa L. Chemical and NMR spectral analysis verified CSPS-2B-2 was a linear poly-(1-4)-α-D-galactopyranosyluronic acid in which 12.9 ± 0.4 % of carboxyl groups existed as methyl ester and 2.6 ± 0.1 % of D-GalpA residues were acetylated. A sulfated derivative Sul-2B-2 with a sulfation degree of 0.88 ± 0.02 was prepared via the substitution of C-2 and/or C-3 of GalpA residues in CSPS-2B-2. Bioassay on the complement and coagulation system demonstrated that Sul-2B-2 (CH50: 3.5 ± 0.2 μg/mL) had a stronger inhibitory effect on the activation of complement system through the classic pathway than that of heparin (CH50: 8.9 ± 0.3 μg/mL). Interestingly, Sul-2B-2 at low dose even middle dose (for example 52 μg/mL) had no effect on coagulation system, which was totally different from heparin. Thus, our observation indicated that Sul-2B-2 was more efficient than heparin in inhibiting the activation of the complement system through classical pathway and exhibiting a relatively less anti-coagulant activity. These results suggested that the sulfated derivative Sul-2B-2 prepared from the homogalacturonan in the fruits of Capparis spinosa L, might be a promising drug candidate in case of necessary therapeutic complement inhibition.

Keywords

Anti-complement Homogalacturonan Sulfated derivative Inhibition hemolysis Anti-coagulant 

Abbreviations

HG

homogalacturonan

HPGPC

high performance gel permeation chromatography

NMR

nuclear magnetic resonance spectroscopy

CP

classical pathway

AP

alternative pathway

MBL

mannan binding lectin pathway

ARDS

acute respiratory distress syndrome

TFA

trifluoroacetic acid

TLC

thin-layer chromatography

GPC

gel-permeation chromatography

GC-MS

gas chromatograph-mass spectrometer

GC-FID

gas chromatograph-flame ionization detector

CMC

1-cyclohexyl-3-(2-morpholinoethyl) carbodiimidemetho-p-toluenesulphonate

DMSO

dimethyl sulfoxide

IR

infrared absorption spectroscopy

NHS

normal human serum

PPP

platelet poor plasma

BBS

barbital buffered saline

RT

recalcification time

TT

thrombin time

DS

degree of substitution

CH50

50 % complement hemolysis

Notes

Acknowledgments

This research was funded by New Drug Creaction and Manufacturing Program (2012ZX09301001-003 to SCW) and Program for New Century Excellent Talents in University (NCET-10-0886 to SCW). The authors are very grateful to Mr. Jian Yao and Dr. Kan Ding at Shanghai Institute of Materia Medica, Chinese Academy of Sciences for the NMR analysis.

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Copyright information

© Springer Science+Business Media, LLC 2012

Authors and Affiliations

  • Huijun Wang
    • 2
  • Hongwei Wang
    • 2
  • Songshan Shi
    • 2
  • Jinyou Duan
    • 1
  • Shunchun Wang
    • 2
    • 3
  1. 1.College of ScienceNorthwest A&F UniversityYanglingChina
  2. 2.Institute of Chinese Materia MedicaShanghai University of Traditional Chinese MedicineShanghaiChina
  3. 3.Shanghai University of Traditional Chinese MedicineShanghaiChina

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