Synthesis of a new phosphoglycolipid with biological activity towards platelets

Επιστημονική δημοσίευση - Άρθρο Περιοδικού uoadl:3049257 14 Αναγνώσεις

Μονάδα:
Ερευνητικό υλικό ΕΚΠΑ
Τίτλος:
Synthesis of a new phosphoglycolipid with biological activity towards
platelets
Γλώσσες Τεκμηρίου:
Αγγλικά
Περίληψη:
Various synthetic as well as naturally occurring compounds have been
found to exhibit platelet-activating factor (PAF)-like activity or to
act as specific PAF inhibitors. In this work we have synthesized a new
phosphoglycolipid, methyl
2,3,4-tri-0-acetyl-6-(1’-O-stearoyl-2’-O-acetyl-DL-glycero-3’-phosphoryl
)-alpha-D-glucopyranoside ammonium salt, using a combination of known
synthetic steps, This phosphoglycolipid was first purified on TLC (Rf
0.7, using chloroform/methanol/water, 65:25:4, v/v/v as solvent system),
It,vas further purified onto a high performance liquid chromatography
silica column with an elution system that contained acetonitrile and
methanol (retention time 13.5 min), Its identification was based on
chemical determinations and electrospray mass spectrometry analysis. The
above compound induced washed platelet aggregation with an EC50 value at
2 x 10(-4) M, The aggregation curve was biphasic, the first wave of
which was through the PAF way while the second one was through the ADP
way, Treatment with acetylhydrolase resulted in a rapid decrease of the
first wave of aggregation and in a slow decrease of the second wave. In
lower concentrations, the phosphoglycolipid inhibited PAF- and
thrombin-induced aggregation with IC50 values of the order of 10(-7) M.
In conclusion, this phosphoglycolipid has a diverse biological activity,
The PAF-Like activity of this new Lipid enforces the conception that PAF
is a member of a large family consisting of lipid mediators, (C) 1997
Elsevier Science Ltd.
Έτος δημοσίευσης:
1997
Συγγραφείς:
Avramopoulou, V
Antonopoulou, S
Argyropoulos, D
Froussios, C
and Demopoulos, CA
Περιοδικό:
The International Journal of Biochemistry & Cell Biology
Εκδότης:
PERGAMON-ELSEVIER SCIENCE LTD
Τόμος:
29
Αριθμός / τεύχος:
5
Σελίδες:
767-774
Λέξεις-κλειδιά:
Phosphoglycolipid; Methyl
2,3,4-tri-O-acetyl-6-(1’-O-stearoyl-2’-O-acetyl-DL-glycero-3’-phosphoryl
)-alpha-D-glucopyranoside; ammonium; salt; Platelet-activating; factor;
PAF-inhibitor; Electrospray mass spectrometry (ESMS)
Επίσημο URL (Εκδότης):
DOI:
10.1016/S1357-2725(97)00020-4
Το ψηφιακό υλικό του τεκμηρίου δεν είναι διαθέσιμο.