Structure–activity relationships of heparin‐mimicking compounds in induction of bFGF release from extracellular matrix and inhibition of smooth muscle cell proliferation and heparanase activity

• DOI: 10.1002/jcp.10136
• Publication Date: 2002-10-06T11:52:48Z
• Authors: Miriam Benezra; Rivka Ishai‐Michaeli; Shmuel A. Ben‐Sasson; Israel Vlodavsky
• Keywords: Heparanase

Abstract A series of nine synthetic polyaromatic compounds were synthesized by polymerization aromatic ring monomers with formaldehyde, which yield substantially ordered backbones different functional anionic groups (hydroxyl and carboxyl) on the phenol ring. These tested for their heparin‐mimicking activity: (1) inhibition heparanase activity; (2) SMC proliferation; (3) release bFGF from ECM. We demonstrate that have two hydroxyl para ortho to carboxylic group a at distance carbons inhibit activity proliferation, as well induced an almost complete Addition methyl next led preferential activity. Similar results obtained compound contains one ether near Preferential proliferation was best achieved when position is carbon On other hand, maximal ECM, should be three away new may potential use in tumor metastasis, arteriosclerosis, inflammation. © 2002 Wiley‐Liss, Inc.