Conjugation of resveratrol with RGD and KGD derivatives.

Abstract:

:The reaction between Arg-Gly-Asp (RGD) and Lys-Gly-Asp (KGD) derivatives with 3,4',5-trihydroxy-trans-stilbene (resveratrol) was investigated. Knowing that resveratrol, RGD as well as KGD analogues inhibit human platelet aggregation in vitro, it was tempting for us to examine whether their coupling products present enhanced biological activity. Here, we report on the synthesis and identification of these coupling products. The N-protected peptides were synthesized by solid phase technique, using the 2-chlorotrityl-chloride resin, by the method of carbodiimides. Coupling reactions with resveratrol took place in solution using N,N-dicyclohexylcarbodiimide (DCC) as coupling reagent and 4-dimethylaminopyridine (DMAP) as catalyst. The reaction products were purified by reversed phase HPLC and identified by ESI-MS. The mono-esterified resveratrol derivative was the main (or only) reaction product, whereas the di- and the tri-ester (to a less extent) formation was noticed in some cases.

journal_name

Protein Pept Lett

authors

Koutsas C,Sarigiannis Y,Stavropoulos G,Liakopoulou-Kyriakides M

doi

10.2174/092986607782541141

subject

Has Abstract

pub_date

2007-01-01 00:00:00

pages

1014-20

issue

10

eissn

0929-8665

issn

1875-5305

journal_volume

14

pub_type

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