Middle Molecular Weight Heparinyl Amino Acid Derivatives (MHADs) Function as Indirect Radical Scavengers <i>in Vitro</i>

Abstract

We conducted the novel synthesis of middle molecular weight heparinyl amino acid derivatives (MHADs) to reduce the adverse effect of heparin (HE) based on its anticoagulant activity. Subsequently, we investigated the radical scavenging effects of 12 kinds of MHAD on cultured human umbilical vein endothelial cells (HUV-ECs) damaged by oxygen free radicals using xanthine and xanthine oxidase in vitro. As a result, middle molecular weight heparinyl phenylalanine, middle molecular weight heparinyl leucine, and middle molecular weight heparinyl tyrosine showed significant protective effects on HUV-ECs. In conclusion, these three HE derivatives might be candidates for therapeutic agents to treat diseases attributed to peroxidation.

Effects of Medium Molecular Weight Heparinyl Arginine on Scorpion Venom-induced Pulmonary Edema in Rats

“…We have synthesized and studied a novel medium molecular weight HE (MHE) and its amino acid derivatives (MHADs), in which eleven kinds of amino acids were adducted to MHE to develop safe and effective heparin derivatives. We found that some MHADs had a function as indirect radical scavengers (1)(2)(3). In this paper, we examined the inhibitory action of MHADs on scorpion venom (SV)-induced acute pulmonary edema.…”

Effects of Medium Molecular Weight Heparinyl Phenylalanine on Type I Hypersensitivity

“…We previously synthesized twelve novel medium molecular weight heparinyl amino acid derivatives (MHADs) to reduce the anticoagulant activity of HE and investigated their beneficial pharmacological activity. Among them, medium molecular weight heparinyl phenylalanine (MHF), medium molecular weight heparinyl leucine (MHL), and medium molecular weight heparinyl tyrosine (MHY) functioned as indirect radical scavengers in vitro (4). MHF and MHL were superior to HE as safe radical scavengers in vivo.…”

Effects of Medium Molecular Weight Heparinyl Phenylalnine on Superoxide Dismutase Activity in Mice

“…MHF and MHL are superior to heparin (HE) as safe radical scavengers (1,2). However, the mechanism of MHF and MHL as radical scavengers is unknown.…”