Synthesis and bioactivities of nitronyl nitroxide and RGD containing pseudopeptides

Junling Liu; Ming Zhao; Chao Wang; Shiqi Peng

doi:10.1016/j.bmcl.2003.08.041

Synthesis and bioactivities of nitronyl nitroxide and RGD containing pseudopeptides

Bioorg Med Chem Lett. 2003 Nov 17;13(22):4065-9. doi: 10.1016/j.bmcl.2003.08.041.

Authors

Junling Liu¹, Ming Zhao, Chao Wang, Shiqi Peng

Affiliation

¹ College of Pharmaceutical Sciences, Peking University, Beijing 100083, P.R. China.

PMID: 14592509
DOI: 10.1016/j.bmcl.2003.08.041

Abstract

1-(1',3'-dioxyl-4',4',5',5'-tetramethyldihydroimidazol-2'-yl)-phenyl-4-yloxylacetic acid (3), and 1-(1',3'-dioxyl-4',4',5',5'-tetramethyldihydroimidazol-2'-yl)-phenyl-4-yloxylacetyl-RGDS (13), -RGDV (14), -RGDF (15) were synthesized. The ESR measurement gave the same spectroscopy for 3 and 13-15. The NO scavenging tests in vitro, anti-platelet aggregation tests in vitro and the anti-thrombosis assay in vivo indicated that introducing 3 into the N-terminal of RGDS, RGDV and RGDF the corresponding bioactivities for both of 3 and RGD peptides can be remained completely. The present combinations provided a beneficial strategy for simultaneous scavenging NO and anti-thrombosis, and for the use of spin label of RGD peptides in the conformational researches.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amino Acid Sequence
Nitrogen Oxides / chemical synthesis*
Nitrogen Oxides / pharmacology*
Oligopeptides / chemical synthesis
Oligopeptides / chemistry*
Structure-Activity Relationship

Substances

Nitrogen Oxides
Oligopeptides
arginyl-glycyl-aspartic acid
nitroxyl