A novel compound inhibits reconstituted high-density lipoprotein assembly and blocks nascent high-density lipoprotein biogenesis downstream of apolipoprotein AI binding to ATP-binding cassette transporter A1-expressing cells

Arterioscler Thromb Vasc Biol. 2011 Nov;31(11):2700-6. doi: 10.1161/ATVBAHA.111.234906.

Abstract

Objective: Nascent high-density lipoprotein (HDL) particles form from cellular lipids and extracellular lipid-free apolipoprotein AI (apoAI) in a process mediated by ATP-binding cassette transporter A1 (ABCA1). We have sought out compounds that inhibit nascent HDL biogenesis without affecting ABCA1 activity.

Methods and results: Reconstituted HDL (rHDL) formation and cellular cholesterol efflux assays were used to show that 2 compounds that bond via hydrogen with phospholipids inhibit rHDL and nascent HDL production. In rHDL formation assays, the inhibitory effect of compound 1 (methyl 3α-acetoxy-7α,12α-di[(phenylaminocarbonyl)amino]-5β-cholan-24-oate), the more active of the 2, depended on its ability to associate with phospholipids. In cell assays, compound 1 suppressed ABCA1-mediated cholesterol efflux to apoAI, the 18A peptide, and taurocholate with high specificity, without affecting ABCA1-independent cellular cholesterol efflux to HDL and endocytosis of acetylated low-density lipoprotein and transferrin. Furthermore, compound 1 did not affect ABCA1 activity adversely, as ABCA1-mediated shedding of microparticles proceeded unabated and apoAI binding to ABCA1-expressing cells increased in its presence.

Conclusion: The inhibitory effects of compound 1 support a 3-step model of nascent HDL biogenesis: plasma membrane remodeling by ABCA1, apoAI binding to ABCA1, and lipoprotein particle assembly. The compound inhibits the final step, causing accumulation of apoAI in ABCA1-expressing cells.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • ATP Binding Cassette Transporter 1
  • ATP-Binding Cassette Transporters / metabolism*
  • Animals
  • Apolipoprotein A-I / metabolism*
  • Cell Line
  • Cholates / pharmacology
  • Ethylenediamines / pharmacology
  • Lipoproteins, HDL / antagonists & inhibitors
  • Lipoproteins, HDL / metabolism*
  • Liposomes / metabolism
  • Macrophages / drug effects*
  • Macrophages / metabolism*
  • Macrophages / pathology
  • Mice
  • Models, Animal
  • Phospholipid Transfer Proteins / pharmacology*
  • Protein Binding
  • Transferrin / metabolism

Substances

  • ATP Binding Cassette Transporter 1
  • ATP-Binding Cassette Transporters
  • Apolipoprotein A-I
  • Cholates
  • Ethylenediamines
  • Lipoproteins, HDL
  • Liposomes
  • Phospholipid Transfer Proteins
  • Transferrin
  • tris(2-aminoethyl)amine